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A little Piece of Heaven to wash your worries away Islamorada, Florida

A little Piece of Heaven to wash your worries away

Located in Islamorada, Florida, United States. A little Piece of Heaven to wash your worries away A fully furnished two bedroom, two bath townhouse located in Islamorada, also known as the "Fishing Capital of the World". All amenities needed in order to enjoy a relaxing vacation. The property has a swimming pool, tennis court, pickleball court, shuffleboard, boat ramp and dock space for a boat up to 25' as stated in boat registration. If bringing a boat or renting one during you stay, proof of insurance with liability limits as well as boat registration is mandatory and should be sent to owner prior to your arrival. Use of dock space is on a first come, first serve basis with owners having priorities. Dock or ramp will not be allowed to be used until insurance and registration documents are provided to our dock master.Master bedroom is located on the third floor and has king size bed, its own private bathroom and screened porch. Second bedroom is on second floor and has queen size bed. A queen size air mattress is also avail

🛏 2 beds · 👥 6 guests
$149 /night
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TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more Islamorada, Florida

TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more

Located in Islamorada, Florida, United States. TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more Experience the ultimate tropical getaway in our enchanting bungalow, boasting 78 consecutive 10/10 guest reviews! Our hosts' lifetime in hospitality shines through in the meticulous restoration and thoughtful amenities, ensuring an unparalleled vacation experience. Discover your home away from home, where every detail is designed to exceed your expectations.

🛏 2 beds · 👥 5 guests
$423 /night
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2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool Islamorada, Florida

2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool

Located in Islamorada, Florida, United States. 2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool Enjoy a unique and secluded vacation experience in the heart of Islamorada at Shady Palms! Our charming cottage home features two private bedrooms, a fully stocked kitchen, and a spacious living area to accommodate up to 4 guests comfortably.There are many sights to see and activities to enjoy nearby. Within just a mile from our cottage is Islamorada's top-rated attraction, Robbie's Marina, where you can embark on a variety of adventurous activities, including snorkeling, fishing, parasailing, or sunset charters, as well as guided tours by kayak or paddleboard through the mangrove channels encompassing the island's coasts. During your time on the water, you may encounter fascinating marine species, such as manatees, Atlantic bottlenose dolphins, and sea turtles. From the shore at Robbie's Marina, try hand-feeding the massive tarpon and friendly nurse shark species commonly found in our warm, tropical waters.There

🛏 2 beds · 👥 4 guests
$203 /night
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Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Parking! Islamorada, Florida

Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Parking!

Located in Islamorada, Florida, United States. Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Parking! Nestled along the stunning coastline, our newly renovated resort offers a tranquil escape from the everyday hustle and bustle. Step outside your door and be greeted by the breathtaking beauty of our private beach. Feel the soft sand between your toes as you stroll along the shoreline or soak up the sun on a beach lounger. For those seeking adventure, indulge in various water sports activities nearby, such as kayaking or paddle boarding, Our newly renovated resort boasts an array of amenities to enhance your experience. Take a dip in our sparkling outdoor pool, surrounded by lush tropical gardens. Our friendly staff is always ready to provide recommendations and assist you in planning memorable excursions. Experience the epitome of coastal elegance and create timeless memories at our exclusive retreat. PLEASE NOTE:- Resort fee is not included in the daily rate. A MANDATORY RESORT FEE OF $49/NIGHT/UNIT + TAX WIL

🛏 2 beds · 👥 5 guests
$317 /night
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WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY! Islamorada, Florida

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Located in Islamorada, Florida, United States. WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY! WATER FRONT CANAL HOME. BRING YOUR BOAT, LOTS OF PROTECTED DOCKAGE. FULLY UPDATED HOME. All Systems, fully functional, and easy to use. Dishwasher fully functional and easy to use, updated Wi-Fi with new AT&T modem. 300 MB speed and easy connect with QR code on side of modem. DOCK RIGHT AT THE HOUSE! GUEST BATHROOM TOTALLY RENOVATED AND UPDATED! NICE PROTECTED DOCKAGE WITH DIRECT QUICK ACCESS TO CRYSTAL CLEAR ATLANTIC OCEAN! LOTS TO SEE AND DO CLOSE BY! EVERGLADES NATIONAL PARK JUST AROUND THE CORNER ON THE BAYSIDE!WE ARE THE TYPE OF OWNERS WHO UNDERSTAND THE IMPORTANCE OF A VACATION! WE MAKE COMMUNICATION EASY AND ALWAYS PROMPTLY RESPOND TO OUR GUESTS.CLEANLINESS IS MORE IMPORTANT THAN EVER!LIVING ROOM FURNITURE PROFESSIONALLY STEAMED CLEANED ON REGULAR SCHEDULE. NEW COMFORTERS ON BEDDING ALSO. HOME IS CLEAN AND FRESH! INTERIOR RECENTLY PAINTED! OW

🛏 3 beds · 👥 6 guests
$227 /night
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Exciting Water Adventures! Beachfront, Pool, Near Lorelei/Morada Bay Anchorage Islamorada, Florida

Exciting Water Adventures! Beachfront, Pool, Near Lorelei/Morada Bay Anchorage

Located in Islamorada, Florida, United States. Exciting Water Adventures! Beachfront, Pool, Near Lorelei/Morada Bay Anchorage Step into our thoughtfully designed and spacious accommodations, featuring modern furnishings and luxurious amenities. Our well-maintained rooms offer comfort and tranquility, providing a peaceful haven to rest and rejuvenate after a day filled with adventure. Each room boasts a cozy ambiance, complete with plush bedding, elegant decor, and all the essentials you need to feel at home. With a private beach just steps away from your doorstep, you can enjoy the soothing sound of waves and the warm kiss of the sun, making your stay truly unforgettable. Whether you're lounging by the pool, exploring the nearby coral reefs, or indulging in fresh seafood at our waterfront restaurant, our property creates an idyllic retreat for an unforgettable escape in the heart of Islamorada's enchanting landscape.Please Note:- The resort fee is not included in the daily rate. A mandatory resort fee of $49/night per accommodation

🛏 1 bed · 👥 2 guests
$287 /night
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Dog-friendly escape with private dock, porch, balcony, water view, & central AC Islamorada, Florida

Dog-friendly escape with private dock, porch, balcony, water view, & central AC

Located in Islamorada, Florida, United States. Dog-friendly escape with private dock, porch, balcony, water view, & central AC Sun-kissed BlissOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This canal-side home is a tropical paradise, perfect for your next memorable getaway! Your renovated retreat features coastal-chic interiors and large picture windows that face the ocean. With lovely views and direct canal access, your home has all the bells and whistles for a dream vacation. Highlights include a private boat dock, a fish cleaning station, and two kayaks. With the sandy beach a short drive away, this rental is ideal for island adventures. Unwind in the sun-kissed living room featuring comfortable furnishings. Gather around the 40” TV for a relaxing movie night. Whip up gourmet creations in the fully-equipped kitchen, outfitted with stainless steel appliances. When it is time to eat, share meals and conversation at the dining table. This two-

🛏 3 beds · 👥 6 guests
$174 /night
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New! Pools~Dock~Bikes~King Beds~Kayaks~EV charger Islamorada, Florida

New! Pools~Dock~Bikes~King Beds~Kayaks~EV charger

Located in Islamorada, Florida, United States. New! Pools~Dock~Bikes~King Beds~Kayaks~EV charger There's a reason why we have ALL 5-star reviews! HeartofMorada is located in the HEART of Islamorada on Upper Matecumbe so you are mere blocks from several restaurants and breweries that you will love! The home is just 3 years old and WELL apportioned with everything you'd need on vacation and then some.As you enter this stunning two-floor home, you're greeted by a gorgeous yet highly comfortable modern open-floor plan living area. It is styled elegantly to match the beautiful Islamorada location, hence the name Heart of Morada.The fully equipped kitchen and adjacent dining area are where you'll prepare and enjoy delicious meals with your loved ones before relaxing in the living room, setting the stage for memorable evenings. Plenty of natural light comes through the large windows, making the home very bright during the day, accenting the elegant furniture, and enhancing the luxurious ambiance.Retreat to three comfortable bedrooms, w

🛏 3 beds · 👥 6 guests
$519 /night
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Sunset Views and Serenity! Outdoor Pool, Free Parking, Near Hurricane Monument Islamorada, Florida

Sunset Views and Serenity! Outdoor Pool, Free Parking, Near Hurricane Monument

Located in Islamorada, Florida, United States. Sunset Views and Serenity! Outdoor Pool, Free Parking, Near Hurricane Monument Step into our thoughtfully designed and spacious accommodations, featuring modern furnishings and luxurious amenities. Our well-maintained rooms offer comfort and tranquility, providing a peaceful haven to rest and rejuvenate after a day filled with adventure. Each room boasts a cozy ambiance, complete with plush bedding, elegant decor, and all the essentials you need to feel at home. With a private beach just steps away from your doorstep, you can enjoy the soothing sound of waves and the warm kiss of the sun, making your stay truly unforgettable. Whether you're lounging by the pool, exploring the nearby coral reefs, or indulging in fresh seafood at our waterfront restaurant, our property creates an idyllic retreat for an unforgettable escape in the heart of Islamorada's enchanting landscape.Please Note:- The resort fee is not included in the daily rate. A mandatory resort fee of $49/night per accommodation

🛏 1 bed · 👥 2 guests
$336 /night
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Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi Islamorada, Florida

Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi

Located in Islamorada, Florida, United States. Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi This tropical oasis includes a heated pool and dock that reaches out onto a protected lagoon that opens into the Florida Bay.There are 3 bedrooms and two bathrooms upstairs, and a downstairs bedroom suite with private bathroom that opens onto the pool deck. The upstairs bedrooms are furnished with two king sized beds and one queen sized bed. Downstairs the bedroom suite is furnished with a king sized bed. The house comfortably sleeps 8. The oversized lot is lushly landscaped for privacy. There are local 4-star restaurants nearby but the property also includes a well appointed kitchen and outside grille for the chefs at heart. For those who enjoy boating, there is immediate access to the Florida Bay, with the Atlantic Ocean minutes away. Local marinas with boat, kayaks, and jetski rentals are within minutes.The house amenities include free wifi, laundry room, as well as flat-screen televisions in great-room, master bedroom a

🛏 4 beds · 👥 8 guests
$343 /night
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Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool Islamorada, Florida

Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool

Located in Islamorada, Florida, United States. Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool Summary:This is a truly unique and spectacular Villa thanks to its breathtaking view of the sea and its warm sandy beach.On the beautiful beach you will find paddle boards and kayaks (both for rent) and comfortable sun loungers while you sunbathe and enjoy the dreamy sunsets.Get ready for a private saltwater pool with lush tropical landscaping, plus a cozy cabana with a dining table, a cinema (projector) and a lovely fire pit!The interior has 4 bedrooms, 4 bathrooms, a dining area, a living room and a fully equipped kitchen.The Space:1. Master Bedroom with a KING SIZE BED with excellent quality linens. A balcony with an amazing view of the beach and access to a full private bathroom with a hot tub.2. Bedroom with a QUEEN SIZE BED and access to a full private bathroom.3. Bedroom with THREE QUEEN SIZE BEDS and access to a full private bathroom.4. Bedroom with TWO FULL SIZE BEDS and access to a full private bathroom.*Two extra

🛏 4 beds · 👥 8 guests
$1,135 /night
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Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer Islamorada, Florida

Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer

Located in Islamorada, Florida, United States. Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience.Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean décor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.This home includes a full washer-dryer, Weber BBQ gas grill, wireless Internet, and cable TV.The Malayan Palm has the option of opening a locked interior door, combining the space into a 3 bedroom, 2 bath home.About The Caribbean ResortOur Caribbe

🛏 1 bed · 👥 1 guests
$378 /night
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Oceanfront, Pool, Dock... Checks all the boxes! Islamorada, Florida

Oceanfront, Pool, Dock... Checks all the boxes!

Located in Islamorada, Florida, United States. Oceanfront, Pool, Dock... Checks all the boxes! 141 LeSerra Lane - Freewheeler Vacations newest weekly rental is now available for your next Islamorada Vacation! Located at mile marker 76, LeSerra Lane is a three-bedroom, two and a half bath oceanfront home that checks all the boxes needed to make your upcoming vacation the best yet! Enjoy your morning coffee watching the sun rise over the Atlantic Ocean. Jump in your boat and head out to some of the best fishing Islamorada has to offer or simply hang out by the private pool with a cocktail in hand and grill up your catch! We dare you to not have a good time at this property! VACATION RENTAL LICENSE: 24-0020Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.If booking more than a year in advance current prices may not reflect the annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is c

🛏 3 beds · 👥 6 guests
$414 /night
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☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle Islamorada, Florida

☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle

Located in Islamorada, Florida, United States. ☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle Boat Slip is available for a small weekly fee of $150Come enjoy relaxing or being active at luxurious Bay Harbour - a small and quiet gated community...perfect for a much needed get away! Bay Harbour is a small, quiet, private gated community with many amenities including large heated/cooled pool, hot tub/spa, tennis courts, pickle ball, clubhouse with large fitness center and gas grills located at the pool and clubhouse. Boat slip available for $150/week rent upon request. This beautiful newly remodeled home is located in Islamorada on Lower Matecumbe Key and brings you back to old Florida. Our home is a 3 bedroom, 2.5 bath that sleeps 6 people comfortably with a large living area and beautiful balcony with breath-taking views of the ocean and bay. Our home has been completely updated with new flooring, remodeled bathrooms, kitchen, plantation shutters, furniture, lighting, linens, and beautiful coastal

🛏 3 beds · 👥 6 guests
$397 /night
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Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada, Florida

Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

Located in Islamorada, Florida, United States. Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Key Guava (Villa #4) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, including pickleball equipment (courts very close by at Gib Reese Park) and a full time Guest Experience Team to assist in making the most of your stay. We welc

🛏 3 beds · 👥 6 guests
$330 /night
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By The Sea ~ Islamorada Home with Ocean Views! Islamorada, Florida

By The Sea ~ Islamorada Home with Ocean Views!

Located in Islamorada, Florida, United States. By The Sea ~ Islamorada Home with Ocean Views! Summary:Canal front 2/2 with ocean views and relaxing breezes!The Space:This canal front two bedroom two bathroom home offers a large open living area with kitchen and dining rooms opening to a large screened patio with ocean breezes - just a couple of homes away from the open ocean with unobstructed ocean views.As you walk up the exterior steps you enter the main floor patio which is screened in and overlooks the Atlantic ocean. The main living area features a full kitchen, dining area, living space with a pull out couch and television. The main floor also has the guest bedroom with two twin beds. As you go up the spiral staircase you will enter the master suite which has direct ocean views, king size bed, and ensuite bathroom. You also have your own private balcony. The views will leave you awestruck!This home has covered parking for two vehicles and exposed parking for up to two more. The dock has space for up to a 25' boat directly beh

🛏 2 beds · 👥 6 guests
$244 /night
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2 houses located on a private peninsula. Islamorada, Florida

2 houses located on a private peninsula.

Located in Islamorada, Florida, United States. 2 houses located on a private peninsula. PROPERTY NAME: Martin Family Fish Camp106 Madeira Rd., Islamorada, FloridaLOCATION: 2 Houses Located on a private peninsulaMINIMUM STAY: WeeklyMILE MARKER: 81.9DETAILS: The Martin Family Fish Camp is located on a private peninsula and offers two houses named Bonefish and Tarpon. Each home offers two private bedrooms. Between the two homes the bedding is: King, Queen/Queen in Tarpon and Queen, Twin/Twin in Bonefish. There's a large Tiki for relaxing or dining, onsite parking - covered and open plus room for a boat trailer, a tropical outdoor shower and 100' of open dock space! The houses are one story concrete buildings with easy access and water views. Tarpon House is the larger of the two and offers a front porch with bay views, a sandy area by the water and a fire pit. Bonefish House is the smaller and is located by the boat basin. It makes a perfect sleeping cottage with a mini-kitchen and a small living area. Built in the early 19

🛏 4 beds · 👥 12 guests
$490 /night
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Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer Islamorada, Florida

Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer

Located in Islamorada, Florida, United States. Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience.Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean décor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.This home includes a full washer-dryer, Weber BBQ gas grill, wireless Internet, and cable TV.About The Caribbean ResortOur Caribbean homes are named in honor of Hemingway, the beautiful Canary Island Jamaican Malayan Princess and Royal Palm trees tha

🛏 1 bed · 👥 1 guests
$449 /night
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Islamorada Bungalows Suite 1 Bottom Floor Islamorada, Florida

Islamorada Bungalows Suite 1 Bottom Floor

Located in Islamorada, Florida, United States. Islamorada Bungalows Suite 1 Bottom Floor Summary:Location is key! This beautiful and zen getaway is just minutes away from the Heart of Islamorada! The city's Art and Cultural District is not even 1 miles north of the property and local attractions are within 1.5 mile radius - It does not get any more local than that.The property offers 4 individual, beautifully designed 1 bedroom suites with fully stocked kitchens. Housekeeping service with linen refresh is offered twice a week. Enjoy, Relax and Recharge!The Space:The quaint backyard features outdoor games, fire pit surrounded by adirondack chairs and a charcoal grill!Guest Access:Come anytime - You will receive a unique door code prior to your arrival.The Neighborhood:Explore the neighborhood with the free bicycles which are provided.Getting Around:Don't forget to check out Freebee Electric Vehicle Ridesharing Service. Freebee picks up customers right at their home, hotel or a business within Islamorada. Request a ride and jump on b

🛏 1 bed · 👥 2 guests
$200 /night
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Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool Islamorada, Florida

Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool

Located in Islamorada, Florida, United States. Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool This Modern Upscale duplex Home Has All The Amenities For A Wonderful And Special Vacation. King Size Master Bedroom And Queen Size Second Bedroom,sofa Bed In Living Room,extra folding bed, 4 Balconies, Gas BBQ, Satellite TV and WiFi. Carport For Two Cars. Pool, Tiki Hut. End Unit Provides Extra Sunlight And More Privacy. Boat slip .Boat rental available Washer Dryer in unit. Storage shed.Bike path at our door.Security front gate

🛏 2 beds · 👥 6 guests
$152 /night
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Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK Islamorada, Florida

Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK

Located in Islamorada, Florida, United States. Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK Beautiful views from this condo dock 32 available-Unit C109 License Number: VR-194Bay Harbour is a gated community located at MM 77.5 bayside in Islamorada, FL.We are new owners of this condo that has never been in the rental pool. (that is why few reviews)Complete remodel with no expense spared! The location is quiet with the most beautiful blues and greens to make you feel like you have arrived in paradise, without actually leaving the country.This Immaculate and spacious three bedroom condominium has plenty of room to spread out with gourmet kitchen and exquisite ocean views!The Great room has expansive glass doors overlooking the ocean, queen sleeper sofa and large flat panel tv.Fully equipped gourmet kitchen has stainless appliances and Quartz counters. There is a full-size washer and dryer right in the condo. , Wi-Fi, scanner, printer, just bring your laptop.Watch the sunrise in the morning and manatees in the af

🛏 3 beds · 👥 6 guests
$362 /night
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Marlin House @ Tarpon Point Islamorada, Florida

Marlin House @ Tarpon Point

Located in Islamorada, Florida, United States. Marlin House @ Tarpon Point Summary:Stunning ocean views from all living levels & a waterfront pool!The Space:Welcome to the captivating Marlin House, an extraordinary 4-bedroom, 4-bath retreat nestled in the scenic paradise of Islamorada. Prepare to be enthralled by its exquisite design, unparalleled amenities, and sweeping ocean vistas that grace every level of this remarkable abode. Your journey begins as you pass through the gates of Tarpon Point, an exclusive enclave comprised of just twelve oceanfront residences. Within this private sanctuary lies Marlin House, waiting to envelop you in a world of sheer luxury.As you step foot inside Marlin House and ascend to the main living level, a symphony of awe-inspiring ocean views unfolds before your eyes. The sheer beauty of the surrounding turquoise waters will leave you breathless. Adjacent to the living area, an elegant dining room and a chef's kitchen beckon, promising unforgettable culinary experiences and convivial gatherings. This

🛏 4 beds · 👥 8 guests
$527 /night
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Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View Islamorada, Florida

Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View

Located in Islamorada, Florida, United States. Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View Partial Ocean View 1 King Bed, 1 Queen Bed, 1 Pull OutResort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience.Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean decor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.This home includes a full washer-dryer, Weber BBQ gas grill, wireless Internet, and cable TV.

🛏 2 beds · 👥 6 guests
$476 /night
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Island pool home awaits in Islamorada's Port Antigua Islamorada, Florida

Island pool home awaits in Islamorada's Port Antigua

Located in Islamorada, Florida, United States. Island pool home awaits in Islamorada's Port Antigua Your island pool home awaits in Islamorada's Port Antigua! 3,500 square foot, 3 bedroom, additional 2nd floor loft that serves as 4th bedroom with daybed, 3 bath, high ceilings, tile & hardwood floors, state of the art kitchen w/ concrete counters & top of the line stainless appliances. Open, spacious and perfect for entertaining is how this home was designed. Walk out the great room french doors into an intimate pool setting with custom chickee & lounge area decorated with a vibe of Gilligan's Island meets The Ritz Carlton. Out back is 65ft of yacht dockage w/ shore power & water for water toys. Rare 2 car garage with golf cart, fishing rods, ping pong table/ game room, and bicycles provided. Private beach 1 minute by golf cart & ramp for owners in this golf cart approved community on Lower Matecumbe in Islamorada, the Village of Islands.

🛏 4 beds · 👥 8 guests
$476 /night
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A little Piece of Heaven to wash your worries away

Islamorada, Florida

A little Piece of Heaven to wash your worries away

🛏 2 bed · 👥 6 guests

Located in Islamorada, Florida, United States. A little Piece of Heaven to wash your worries away A fully furnished two bedroom, two bath townhouse located in Islamorada, also known as the "Fishing Capital of the World". All amenities needed in order to enjoy a relaxing vacation. The property has a swimming pool, tennis court, pickleball court, shuffleboard, boat ramp and dock space for a boat up to 25' as stated in boat registration. If bringing a boat or renting one during you stay, proof of insurance with liability limits as well as boat registration is mandatory and should be sent to owner prior to your arrival. Use of dock space is on a first come, first serve basis with owners having priorities. Dock or ramp will not be allowed to be used until insurance and registration documents are provided to our dock master.Master bedroom is located on the third floor and has king size bed, its own private bathroom and screened porch. Second bedroom is on second floor and has queen size bed. A queen size air mattress is also avail

$149

/ night

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TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more

Islamorada, Florida

TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more

🛏 2 bed · 👥 5 guests

Located in Islamorada, Florida, United States. TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more Experience the ultimate tropical getaway in our enchanting bungalow, boasting 78 consecutive 10/10 guest reviews! Our hosts' lifetime in hospitality shines through in the meticulous restoration and thoughtful amenities, ensuring an unparalleled vacation experience. Discover your home away from home, where every detail is designed to exceed your expectations.

$423

/ night

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2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool

Islamorada, Florida

2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool

🛏 2 bed · 👥 4 guests

Located in Islamorada, Florida, United States. 2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool Enjoy a unique and secluded vacation experience in the heart of Islamorada at Shady Palms! Our charming cottage home features two private bedrooms, a fully stocked kitchen, and a spacious living area to accommodate up to 4 guests comfortably.There are many sights to see and activities to enjoy nearby. Within just a mile from our cottage is Islamorada's top-rated attraction, Robbie's Marina, where you can embark on a variety of adventurous activities, including snorkeling, fishing, parasailing, or sunset charters, as well as guided tours by kayak or paddleboard through the mangrove channels encompassing the island's coasts. During your time on the water, you may encounter fascinating marine species, such as manatees, Atlantic bottlenose dolphins, and sea turtles. From the shore at Robbie's Marina, try hand-feeding the massive tarpon and friendly nurse shark species commonly found in our warm, tropical waters.There

$203

/ night

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Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Parking!

Islamorada, Florida

Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Parking!

🛏 2 bed · 👥 5 guests

Located in Islamorada, Florida, United States. Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Parking! Nestled along the stunning coastline, our newly renovated resort offers a tranquil escape from the everyday hustle and bustle. Step outside your door and be greeted by the breathtaking beauty of our private beach. Feel the soft sand between your toes as you stroll along the shoreline or soak up the sun on a beach lounger. For those seeking adventure, indulge in various water sports activities nearby, such as kayaking or paddle boarding, Our newly renovated resort boasts an array of amenities to enhance your experience. Take a dip in our sparkling outdoor pool, surrounded by lush tropical gardens. Our friendly staff is always ready to provide recommendations and assist you in planning memorable excursions. Experience the epitome of coastal elegance and create timeless memories at our exclusive retreat. PLEASE NOTE:- Resort fee is not included in the daily rate. A MANDATORY RESORT FEE OF $49/NIGHT/UNIT + TAX WIL

$317

/ night

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WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Islamorada, Florida

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY! WATER FRONT CANAL HOME. BRING YOUR BOAT, LOTS OF PROTECTED DOCKAGE. FULLY UPDATED HOME. All Systems, fully functional, and easy to use. Dishwasher fully functional and easy to use, updated Wi-Fi with new AT&T modem. 300 MB speed and easy connect with QR code on side of modem. DOCK RIGHT AT THE HOUSE! GUEST BATHROOM TOTALLY RENOVATED AND UPDATED! NICE PROTECTED DOCKAGE WITH DIRECT QUICK ACCESS TO CRYSTAL CLEAR ATLANTIC OCEAN! LOTS TO SEE AND DO CLOSE BY! EVERGLADES NATIONAL PARK JUST AROUND THE CORNER ON THE BAYSIDE!WE ARE THE TYPE OF OWNERS WHO UNDERSTAND THE IMPORTANCE OF A VACATION! WE MAKE COMMUNICATION EASY AND ALWAYS PROMPTLY RESPOND TO OUR GUESTS.CLEANLINESS IS MORE IMPORTANT THAN EVER!LIVING ROOM FURNITURE PROFESSIONALLY STEAMED CLEANED ON REGULAR SCHEDULE. NEW COMFORTERS ON BEDDING ALSO. HOME IS CLEAN AND FRESH! INTERIOR RECENTLY PAINTED! OW

$227

/ night

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Exciting Water Adventures! Beachfront, Pool, Near Lorelei/Morada Bay Anchorage

Islamorada, Florida

Exciting Water Adventures! Beachfront, Pool, Near Lorelei/Morada Bay Anchorage

🛏 1 bed · 👥 2 guests

Located in Islamorada, Florida, United States. Exciting Water Adventures! Beachfront, Pool, Near Lorelei/Morada Bay Anchorage Step into our thoughtfully designed and spacious accommodations, featuring modern furnishings and luxurious amenities. Our well-maintained rooms offer comfort and tranquility, providing a peaceful haven to rest and rejuvenate after a day filled with adventure. Each room boasts a cozy ambiance, complete with plush bedding, elegant decor, and all the essentials you need to feel at home. With a private beach just steps away from your doorstep, you can enjoy the soothing sound of waves and the warm kiss of the sun, making your stay truly unforgettable. Whether you're lounging by the pool, exploring the nearby coral reefs, or indulging in fresh seafood at our waterfront restaurant, our property creates an idyllic retreat for an unforgettable escape in the heart of Islamorada's enchanting landscape.Please Note:- The resort fee is not included in the daily rate. A mandatory resort fee of $49/night per accommodation

$287

/ night

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Dog-friendly escape with private dock, porch, balcony, water view, & central AC

Islamorada, Florida

Dog-friendly escape with private dock, porch, balcony, water view, & central AC

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Dog-friendly escape with private dock, porch, balcony, water view, & central AC Sun-kissed BlissOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This canal-side home is a tropical paradise, perfect for your next memorable getaway! Your renovated retreat features coastal-chic interiors and large picture windows that face the ocean. With lovely views and direct canal access, your home has all the bells and whistles for a dream vacation. Highlights include a private boat dock, a fish cleaning station, and two kayaks. With the sandy beach a short drive away, this rental is ideal for island adventures. Unwind in the sun-kissed living room featuring comfortable furnishings. Gather around the 40” TV for a relaxing movie night. Whip up gourmet creations in the fully-equipped kitchen, outfitted with stainless steel appliances. When it is time to eat, share meals and conversation at the dining table. This two-

$174

/ night

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New! Pools~Dock~Bikes~King Beds~Kayaks~EV charger

Islamorada, Florida

New! Pools~Dock~Bikes~King Beds~Kayaks~EV charger

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. New! Pools~Dock~Bikes~King Beds~Kayaks~EV charger There's a reason why we have ALL 5-star reviews! HeartofMorada is located in the HEART of Islamorada on Upper Matecumbe so you are mere blocks from several restaurants and breweries that you will love! The home is just 3 years old and WELL apportioned with everything you'd need on vacation and then some.As you enter this stunning two-floor home, you're greeted by a gorgeous yet highly comfortable modern open-floor plan living area. It is styled elegantly to match the beautiful Islamorada location, hence the name Heart of Morada.The fully equipped kitchen and adjacent dining area are where you'll prepare and enjoy delicious meals with your loved ones before relaxing in the living room, setting the stage for memorable evenings. Plenty of natural light comes through the large windows, making the home very bright during the day, accenting the elegant furniture, and enhancing the luxurious ambiance.Retreat to three comfortable bedrooms, w

$519

/ night

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Sunset Views and Serenity! Outdoor Pool, Free Parking, Near Hurricane Monument

Islamorada, Florida

Sunset Views and Serenity! Outdoor Pool, Free Parking, Near Hurricane Monument

🛏 1 bed · 👥 2 guests

Located in Islamorada, Florida, United States. Sunset Views and Serenity! Outdoor Pool, Free Parking, Near Hurricane Monument Step into our thoughtfully designed and spacious accommodations, featuring modern furnishings and luxurious amenities. Our well-maintained rooms offer comfort and tranquility, providing a peaceful haven to rest and rejuvenate after a day filled with adventure. Each room boasts a cozy ambiance, complete with plush bedding, elegant decor, and all the essentials you need to feel at home. With a private beach just steps away from your doorstep, you can enjoy the soothing sound of waves and the warm kiss of the sun, making your stay truly unforgettable. Whether you're lounging by the pool, exploring the nearby coral reefs, or indulging in fresh seafood at our waterfront restaurant, our property creates an idyllic retreat for an unforgettable escape in the heart of Islamorada's enchanting landscape.Please Note:- The resort fee is not included in the daily rate. A mandatory resort fee of $49/night per accommodation

$336

/ night

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Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi

Islamorada, Florida

Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi

🛏 4 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi This tropical oasis includes a heated pool and dock that reaches out onto a protected lagoon that opens into the Florida Bay.There are 3 bedrooms and two bathrooms upstairs, and a downstairs bedroom suite with private bathroom that opens onto the pool deck. The upstairs bedrooms are furnished with two king sized beds and one queen sized bed. Downstairs the bedroom suite is furnished with a king sized bed. The house comfortably sleeps 8. The oversized lot is lushly landscaped for privacy. There are local 4-star restaurants nearby but the property also includes a well appointed kitchen and outside grille for the chefs at heart. For those who enjoy boating, there is immediate access to the Florida Bay, with the Atlantic Ocean minutes away. Local marinas with boat, kayaks, and jetski rentals are within minutes.The house amenities include free wifi, laundry room, as well as flat-screen televisions in great-room, master bedroom a

$343

/ night

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Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool

Islamorada, Florida

Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool

🛏 4 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool Summary:This is a truly unique and spectacular Villa thanks to its breathtaking view of the sea and its warm sandy beach.On the beautiful beach you will find paddle boards and kayaks (both for rent) and comfortable sun loungers while you sunbathe and enjoy the dreamy sunsets.Get ready for a private saltwater pool with lush tropical landscaping, plus a cozy cabana with a dining table, a cinema (projector) and a lovely fire pit!The interior has 4 bedrooms, 4 bathrooms, a dining area, a living room and a fully equipped kitchen.The Space:1. Master Bedroom with a KING SIZE BED with excellent quality linens. A balcony with an amazing view of the beach and access to a full private bathroom with a hot tub.2. Bedroom with a QUEEN SIZE BED and access to a full private bathroom.3. Bedroom with THREE QUEEN SIZE BEDS and access to a full private bathroom.4. Bedroom with TWO FULL SIZE BEDS and access to a full private bathroom.*Two extra

$1,135

/ night

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Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer

Islamorada, Florida

Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer

🛏 1 bed · 👥 1 guests

Located in Islamorada, Florida, United States. Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience.Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean décor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.This home includes a full washer-dryer, Weber BBQ gas grill, wireless Internet, and cable TV.The Malayan Palm has the option of opening a locked interior door, combining the space into a 3 bedroom, 2 bath home.About The Caribbean ResortOur Caribbe

$378

/ night

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Oceanfront, Pool, Dock... Checks all the boxes!

Islamorada, Florida

Oceanfront, Pool, Dock... Checks all the boxes!

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Oceanfront, Pool, Dock... Checks all the boxes! 141 LeSerra Lane - Freewheeler Vacations newest weekly rental is now available for your next Islamorada Vacation! Located at mile marker 76, LeSerra Lane is a three-bedroom, two and a half bath oceanfront home that checks all the boxes needed to make your upcoming vacation the best yet! Enjoy your morning coffee watching the sun rise over the Atlantic Ocean. Jump in your boat and head out to some of the best fishing Islamorada has to offer or simply hang out by the private pool with a cocktail in hand and grill up your catch! We dare you to not have a good time at this property! VACATION RENTAL LICENSE: 24-0020Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.If booking more than a year in advance current prices may not reflect the annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is c

$414

/ night

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☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle

Islamorada, Florida

☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. ☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle Boat Slip is available for a small weekly fee of $150Come enjoy relaxing or being active at luxurious Bay Harbour - a small and quiet gated community...perfect for a much needed get away! Bay Harbour is a small, quiet, private gated community with many amenities including large heated/cooled pool, hot tub/spa, tennis courts, pickle ball, clubhouse with large fitness center and gas grills located at the pool and clubhouse. Boat slip available for $150/week rent upon request. This beautiful newly remodeled home is located in Islamorada on Lower Matecumbe Key and brings you back to old Florida. Our home is a 3 bedroom, 2.5 bath that sleeps 6 people comfortably with a large living area and beautiful balcony with breath-taking views of the ocean and bay. Our home has been completely updated with new flooring, remodeled bathrooms, kitchen, plantation shutters, furniture, lighting, linens, and beautiful coastal

$397

/ night

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Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

Islamorada, Florida

Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Key Guava (Villa #4) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, including pickleball equipment (courts very close by at Gib Reese Park) and a full time Guest Experience Team to assist in making the most of your stay. We welc

$330

/ night

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By The Sea ~ Islamorada Home with Ocean Views!

Islamorada, Florida

By The Sea ~ Islamorada Home with Ocean Views!

🛏 2 bed · 👥 6 guests

Located in Islamorada, Florida, United States. By The Sea ~ Islamorada Home with Ocean Views! Summary:Canal front 2/2 with ocean views and relaxing breezes!The Space:This canal front two bedroom two bathroom home offers a large open living area with kitchen and dining rooms opening to a large screened patio with ocean breezes - just a couple of homes away from the open ocean with unobstructed ocean views.As you walk up the exterior steps you enter the main floor patio which is screened in and overlooks the Atlantic ocean. The main living area features a full kitchen, dining area, living space with a pull out couch and television. The main floor also has the guest bedroom with two twin beds. As you go up the spiral staircase you will enter the master suite which has direct ocean views, king size bed, and ensuite bathroom. You also have your own private balcony. The views will leave you awestruck!This home has covered parking for two vehicles and exposed parking for up to two more. The dock has space for up to a 25' boat directly beh

$244

/ night

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2 houses located on a private peninsula.

Islamorada, Florida

2 houses located on a private peninsula.

🛏 4 bed · 👥 12 guests

Located in Islamorada, Florida, United States. 2 houses located on a private peninsula. PROPERTY NAME: Martin Family Fish Camp106 Madeira Rd., Islamorada, FloridaLOCATION: 2 Houses Located on a private peninsulaMINIMUM STAY: WeeklyMILE MARKER: 81.9DETAILS: The Martin Family Fish Camp is located on a private peninsula and offers two houses named Bonefish and Tarpon. Each home offers two private bedrooms. Between the two homes the bedding is: King, Queen/Queen in Tarpon and Queen, Twin/Twin in Bonefish. There's a large Tiki for relaxing or dining, onsite parking - covered and open plus room for a boat trailer, a tropical outdoor shower and 100' of open dock space! The houses are one story concrete buildings with easy access and water views. Tarpon House is the larger of the two and offers a front porch with bay views, a sandy area by the water and a fire pit. Bonefish House is the smaller and is located by the boat basin. It makes a perfect sleeping cottage with a mini-kitchen and a small living area. Built in the early 19

$490

/ night

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Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer

Islamorada, Florida

Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer

🛏 1 bed · 👥 1 guests

Located in Islamorada, Florida, United States. Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience.Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean décor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.This home includes a full washer-dryer, Weber BBQ gas grill, wireless Internet, and cable TV.About The Caribbean ResortOur Caribbean homes are named in honor of Hemingway, the beautiful Canary Island Jamaican Malayan Princess and Royal Palm trees tha

$449

/ night

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Islamorada Bungalows Suite 1 Bottom Floor

Islamorada, Florida

Islamorada Bungalows Suite 1 Bottom Floor

🛏 1 bed · 👥 2 guests

Located in Islamorada, Florida, United States. Islamorada Bungalows Suite 1 Bottom Floor Summary:Location is key! This beautiful and zen getaway is just minutes away from the Heart of Islamorada! The city's Art and Cultural District is not even 1 miles north of the property and local attractions are within 1.5 mile radius - It does not get any more local than that.The property offers 4 individual, beautifully designed 1 bedroom suites with fully stocked kitchens. Housekeeping service with linen refresh is offered twice a week. Enjoy, Relax and Recharge!The Space:The quaint backyard features outdoor games, fire pit surrounded by adirondack chairs and a charcoal grill!Guest Access:Come anytime - You will receive a unique door code prior to your arrival.The Neighborhood:Explore the neighborhood with the free bicycles which are provided.Getting Around:Don't forget to check out Freebee Electric Vehicle Ridesharing Service. Freebee picks up customers right at their home, hotel or a business within Islamorada. Request a ride and jump on b

$200

/ night

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Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool

Islamorada, Florida

Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool

🛏 2 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool This Modern Upscale duplex Home Has All The Amenities For A Wonderful And Special Vacation. King Size Master Bedroom And Queen Size Second Bedroom,sofa Bed In Living Room,extra folding bed, 4 Balconies, Gas BBQ, Satellite TV and WiFi. Carport For Two Cars. Pool, Tiki Hut. End Unit Provides Extra Sunlight And More Privacy. Boat slip .Boat rental available Washer Dryer in unit. Storage shed.Bike path at our door.Security front gate

$152

/ night

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Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK

Islamorada, Florida

Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK Beautiful views from this condo dock 32 available-Unit C109 License Number: VR-194Bay Harbour is a gated community located at MM 77.5 bayside in Islamorada, FL.We are new owners of this condo that has never been in the rental pool. (that is why few reviews)Complete remodel with no expense spared! The location is quiet with the most beautiful blues and greens to make you feel like you have arrived in paradise, without actually leaving the country.This Immaculate and spacious three bedroom condominium has plenty of room to spread out with gourmet kitchen and exquisite ocean views!The Great room has expansive glass doors overlooking the ocean, queen sleeper sofa and large flat panel tv.Fully equipped gourmet kitchen has stainless appliances and Quartz counters. There is a full-size washer and dryer right in the condo. , Wi-Fi, scanner, printer, just bring your laptop.Watch the sunrise in the morning and manatees in the af

$362

/ night

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Marlin House @ Tarpon Point

Islamorada, Florida

Marlin House @ Tarpon Point

🛏 4 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Marlin House @ Tarpon Point Summary:Stunning ocean views from all living levels & a waterfront pool!The Space:Welcome to the captivating Marlin House, an extraordinary 4-bedroom, 4-bath retreat nestled in the scenic paradise of Islamorada. Prepare to be enthralled by its exquisite design, unparalleled amenities, and sweeping ocean vistas that grace every level of this remarkable abode. Your journey begins as you pass through the gates of Tarpon Point, an exclusive enclave comprised of just twelve oceanfront residences. Within this private sanctuary lies Marlin House, waiting to envelop you in a world of sheer luxury.As you step foot inside Marlin House and ascend to the main living level, a symphony of awe-inspiring ocean views unfolds before your eyes. The sheer beauty of the surrounding turquoise waters will leave you breathless. Adjacent to the living area, an elegant dining room and a chef's kitchen beckon, promising unforgettable culinary experiences and convivial gatherings. This

$527

/ night

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Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View

Islamorada, Florida

Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View

🛏 2 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View Partial Ocean View 1 King Bed, 1 Queen Bed, 1 Pull OutResort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience.Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean decor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.This home includes a full washer-dryer, Weber BBQ gas grill, wireless Internet, and cable TV.

$476

/ night

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Island pool home awaits in Islamorada's Port Antigua

Islamorada, Florida

Island pool home awaits in Islamorada's Port Antigua

🛏 4 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Island pool home awaits in Islamorada's Port Antigua Your island pool home awaits in Islamorada's Port Antigua! 3,500 square foot, 3 bedroom, additional 2nd floor loft that serves as 4th bedroom with daybed, 3 bath, high ceilings, tile & hardwood floors, state of the art kitchen w/ concrete counters & top of the line stainless appliances. Open, spacious and perfect for entertaining is how this home was designed. Walk out the great room french doors into an intimate pool setting with custom chickee & lounge area decorated with a vibe of Gilligan's Island meets The Ritz Carlton. Out back is 65ft of yacht dockage w/ shore power & water for water toys. Rare 2 car garage with golf cart, fishing rods, ping pong table/ game room, and bicycles provided. Private beach 1 minute by golf cart & ramp for owners in this golf cart approved community on Lower Matecumbe in Islamorada, the Village of Islands.

$476

/ night

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A little Piece of Heaven to wash your worries away

Islamorada, Florida

$149/night

TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more

Islamorada, Florida

$423/night

2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool

Islamorada, Florida

$203/night

Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Parking!

Islamorada, Florida

$317/night

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Islamorada, Florida

$227/night

Exciting Water Adventures! Beachfront, Pool, Near Lorelei/Morada Bay Anchorage

Islamorada, Florida

$287/night

Dog-friendly escape with private dock, porch, balcony, water view, & central AC

Islamorada, Florida

$174/night

New! Pools~Dock~Bikes~King Beds~Kayaks~EV charger

Islamorada, Florida

$519/night

Sunset Views and Serenity! Outdoor Pool, Free Parking, Near Hurricane Monument

Islamorada, Florida

$336/night

Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi

Islamorada, Florida

$343/night

Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool

Islamorada, Florida

$1,135/night

Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer

Islamorada, Florida

$378/night

Oceanfront, Pool, Dock... Checks all the boxes!

Islamorada, Florida

$414/night

☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle

Islamorada, Florida

$397/night

Isla Guava: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

Islamorada, Florida

$330/night

By The Sea ~ Islamorada Home with Ocean Views!

Islamorada, Florida

$244/night

2 houses located on a private peninsula.

Islamorada, Florida

$490/night

Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer

Islamorada, Florida

$449/night

Islamorada Bungalows Suite 1 Bottom Floor

Islamorada, Florida

$200/night

Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool

Islamorada, Florida

$152/night

Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK

Islamorada, Florida

$362/night

Marlin House @ Tarpon Point

Islamorada, Florida

$527/night

Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View

Islamorada, Florida

$476/night

Island pool home awaits in Islamorada's Port Antigua

Islamorada, Florida

$476/night