37,614 results for "Florida Keys waterfront"
Can't agree on where to go?
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
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
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
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
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
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
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
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
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.
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.
Islamorada, Florida
Custom-Built Oceanfront Caribbean Home w/ Gorgeous Ocean & Sunrise Views
Located in Islamorada, Florida, United States. Custom-Built Oceanfront Caribbean Home w/ Gorgeous Ocean & Sunrise Views Custom designed and built from the ground up by resort owner Phil Sena – with nothing compromised – this luxurious Caribbean home is on the ocean’s edge with 180 degrees of unobstructed ocean views and sunrises. With complete privacy, this site is home to famous movie shoots, celebrity weddings and family reunions.About The Caribbean ResortOur Caribbean homes are named in honor of Hemingway, the beautiful Canary Island Jamaican Malayan Princess and Royal Palm trees that grace our resort. These homes rest on white-sand grounds among luxuriant tropical flower gardens and arching palms that sway in the gentle ocean breezes. Just steps away from the emerald-green oceans edge. Endless piers and a beach-entry pool awaits your arrival. Coconut palms arching gracefully over the pool. Fresh water lapping at your toes as you enter the beach. Our one-of-a-kind pool is a natural oasis that gives life to gardens of tropical fl
Islamorada, Florida
Luxurious Caribbean 2 Bedroom 2 Bath Home
Located in Islamorada, Florida, United States. Luxurious Caribbean 2 Bedroom 2 Bath Home 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 Bedrooms, 2 baths. Caribbean homes with 450-foot fishing pier and beach entry pool keep guest coming back. Its the off-shore fishing and diving that makes it so hard to leave. Located on a deep-water channel with protected dockage. 1 King Bed, 2 Full Beds, 1 Pull Out
Islamorada, Florida
Caribbean-Style Family Home w/ Full Kitchen, WiFi, Grill, & Outdoor Veranda
Located in Islamorada, Florida, United States. Caribbean-Style Family Home w/ Full Kitchen, WiFi, Grill, & Outdoor Veranda 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 th
Islamorada, Florida
Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina
Located in Islamorada, Florida, United States. Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina King, Queen, 2 twins, 1 pullout. Custom designed and built from the ground up by resort owner Phil Sena with nothing compromised this luxurious Caribbean home is on the oceansedge with 180 degrees of unobstructed ocean views and sunrises. Withcomplete privacy, this site is home to famous movie shoots, celebrityweddings and family reunions.Caribbean homes with 450-foot fishing pier and beach entry pool keep guestcoming back. Its the off-shore fishing and diving that makes it so hard toleave. Located on a deep-water channel with protected dockage
Islamorada, Florida
BRAND NEW Island-design home located in Islamorada fishing capital of the world!
Located in Islamorada, Florida, United States. BRAND NEW Island-design home located in Islamorada fishing capital of the world! The Pink Sands House is located in the beautiful Lower Matecumbe island in close proximity to all your Class-A shopping, dining, and fishing needs. The Island-Design House is located in a quiet, private community with your own private gated sandy beach area with sunset views and crystal clear warm waters. For area info call or text Alexis at (305) 345-7217. Also, per month COMPLIMENTARY HOUSE CLEANING will be occur for rentals 2 or more months. Please note prices are subject to change based on season, holidays, occupancy, and weekly rates.
Islamorada, Florida
Experience Life in Islamorada: 1BR Condo
Located in Islamorada, Florida, United States. Experience Life in Islamorada: 1BR Condo Immerse yourself in our spacious 1-bedroom, 2-bathroom suite, offering a delightful haven for guests. Relax in the bedroom with two queen beds, an ensuite bathroom, and a private balcony. The living area features a snug queen sofa bed, a functional kitchen with a dining table for four, a second bathroom, and an additional balcony. While our property boasts an oceanfront location, not all units guarantee direct ocean views.At Caloosa Cove Resort, enjoy breathtaking vistas, a heated swimming pool, a serene beachfront, a convenient General Store, boat slips, and invigorating boat charters. With plenty of activities nearby, it's the perfect destination to unwind and fully immerse yourself in the captivating ambiance of Islamorada. Room assignments are based on availability at check-in, and specific views or locations cannot be guaranteed. Thank you for your understanding.
Islamorada, Florida
Ideal Mix of Comfort and Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
Located in Islamorada, Florida, United States. Ideal Mix of Comfort and Value! Pool, Free Parking, Near Anne's Beach & Sea Oats Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive into water sports. Enjoy nearby attractions like Anne's Beach, Theater of the Sea, and the History of Diving Museum.Experience a slice of paradise in this authentic room at our boutique beachfront resort! We offer a private lounge on the beach where you can relish the authentic island life experience. Enjoy a bike tour through the island, an outdoor pool, and a sun terrace with breathtaking views of Alligator Reef Lighthouse. Embark on boating excursions and dine at our delightful American restaurant. Relax, rejuvenate, and explore the serene beauty that awaits.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- The property requires a damage deposit of $100/night/unit on the credit/debit
Islamorada, Florida
Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool
Located in Islamorada, Florida, United States. Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool 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 Caribbean ho
Islamorada, Florida
Water Front 3/3 Family and Boat Friendly Home, Great Views
Located in Islamorada, Florida, United States. Water Front 3/3 Family and Boat Friendly Home, Great Views This beautiful well-kept and spacious two story bay-side waterfront home is a perfect rental home for you and your family. The home has three bedrooms and three baths, 2/2 upstairs and 1/1 down. The expansive great room (22 ft. X 38ft.), which includes the kitchen, dining, sitting and living rooms with 60 inch hd tv overlooks the wide open views of hurricane creek, making entertaining or just chilling something to remember. The front of home has a balcony with chairs overlooking the park and partial view of the bay. . From the 96 ft. Dock you have a view of the bay and are able to fish, swim and tie up at least two boats. It is located at mile marker 73.5, on lower matecumbe key, making it close to islamorada restaurants and shopping. Within one mile of the home, you will find a convenient store, gas station, restaurant, lounge, hard ware store, bait and tackle store and ann’s beach. By boat, channel 2 and 5 are less than t
Islamorada, Florida
Tropical Paradise
Located in Islamorada, Florida, United States. Tropical Paradise Beautiful bayside villa in Islamorada. Sandy beach, fishing dock, pool, tennis court and boat slip for up to 25 ft boat included. Bicycles available. Close to many restaurants, bars and places of interest.
Islamorada, Florida
Exceptional condo with panoramic views of the Atlantic Ocean.
Located in Islamorada, Florida, United States. Exceptional condo with panoramic views of the Atlantic Ocean. PROPERTY NAME: The Palms #30979901 Overseas Highway, Islamorada, FLLOCATION: Bayside Condominium MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 79.9DETAILS: an exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your arrival this unit offers an updated kitchen with Corian counters, updated cabinetry and a little breakfast nook. All kitchen appliances are newer and the kitchen is complete with pots, pans, dishes, glasses and flatware. The two bathrooms have been updated - one features a tub and shower combination and the other a walk-in shower. The master suite has small office area with a desk, monitor and keyboard. Bring your computer there's even a printer. There is a queen size bed, walk-in closet, and a dressing area.
Islamorada, Florida
Leisure Inn Islamorada - 3/2 canal home on a double lot, bring all of the toys!
Located in Islamorada, Florida, United States. Leisure Inn Islamorada - 3/2 canal home on a double lot, bring all of the toys! This charming Florida home is situated on a double lot with a full sea basin on an ocean side, deep water canal...seconds from the Atlantic Ocean and a straight shot to Alligator Reef. This one story home has 3 bedrooms, 2 baths, a spacious kitchen and living area. Sleeps 6 guests comfortably, 8 guests if using the living room sleeper sofa. Access to an exclusive, nearby club is included in your stay. The club offers free access to the pool, boat ramp, and fuel at cost for guests.
Islamorada, Florida
Waves of Luxury: Access to Bayside Pool and Boat Slips. FREE Parking Onsite!
Located in Islamorada, Florida, United States. Waves of Luxury: Access to Bayside Pool and Boat Slips. FREE Parking Onsite! 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:This listing is specifically for a hotel room located within a hotel, distinguishing it from typic
Islamorada, Florida
Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking!
Located in Islamorada, Florida, United States. Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking! Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and plenty of space to take in the tranquil ambiance. Each of the guest rooms and suites in our three-bedroom house is decorated in the light, natural colors of Islamorada and furnished with a remarkable range of facilities. They are also infused with the casual elegance of the tropics with our resort amenities. Guests have access to all the amenities they might possibly need right on the premises, including a restaurant, bar, swimming pool, and slips for those visiting with boats. But if you want to venture offsite, we have a shuttle service that can take you around.PLEASE NOTE:- The property requires a damage deposit of USD 100/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.- Early check-in is subject to availability u
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
$330
/ night
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
$244
/ night
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
$490
/ night
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
$449
/ night
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
$200
/ night
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
$152
/ night
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
$362
/ night
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
$527
/ night
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.
$476
/ night
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.
$476
/ night
Islamorada, Florida
Custom-Built Oceanfront Caribbean Home w/ Gorgeous Ocean & Sunrise Views
Located in Islamorada, Florida, United States. Custom-Built Oceanfront Caribbean Home w/ Gorgeous Ocean & Sunrise Views Custom designed and built from the ground up by resort owner Phil Sena – with nothing compromised – this luxurious Caribbean home is on the ocean’s edge with 180 degrees of unobstructed ocean views and sunrises. With complete privacy, this site is home to famous movie shoots, celebrity weddings and family reunions.About The Caribbean ResortOur Caribbean homes are named in honor of Hemingway, the beautiful Canary Island Jamaican Malayan Princess and Royal Palm trees that grace our resort. These homes rest on white-sand grounds among luxuriant tropical flower gardens and arching palms that sway in the gentle ocean breezes. Just steps away from the emerald-green oceans edge. Endless piers and a beach-entry pool awaits your arrival. Coconut palms arching gracefully over the pool. Fresh water lapping at your toes as you enter the beach. Our one-of-a-kind pool is a natural oasis that gives life to gardens of tropical fl
$1,073
/ night
Islamorada, Florida
Luxurious Caribbean 2 Bedroom 2 Bath Home
Located in Islamorada, Florida, United States. Luxurious Caribbean 2 Bedroom 2 Bath Home 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 Bedrooms, 2 baths. Caribbean homes with 450-foot fishing pier and beach entry pool keep guest coming back. Its the off-shore fishing and diving that makes it so hard to leave. Located on a deep-water channel with protected dockage. 1 King Bed, 2 Full Beds, 1 Pull Out
$424
/ night
Islamorada, Florida
Caribbean-Style Family Home w/ Full Kitchen, WiFi, Grill, & Outdoor Veranda
Located in Islamorada, Florida, United States. Caribbean-Style Family Home w/ Full Kitchen, WiFi, Grill, & Outdoor Veranda 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 th
$425
/ night
Islamorada, Florida
Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina
Located in Islamorada, Florida, United States. Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina King, Queen, 2 twins, 1 pullout. Custom designed and built from the ground up by resort owner Phil Sena with nothing compromised this luxurious Caribbean home is on the oceansedge with 180 degrees of unobstructed ocean views and sunrises. Withcomplete privacy, this site is home to famous movie shoots, celebrityweddings and family reunions.Caribbean homes with 450-foot fishing pier and beach entry pool keep guestcoming back. Its the off-shore fishing and diving that makes it so hard toleave. Located on a deep-water channel with protected dockage
$1,028
/ night
Islamorada, Florida
BRAND NEW Island-design home located in Islamorada fishing capital of the world!
Located in Islamorada, Florida, United States. BRAND NEW Island-design home located in Islamorada fishing capital of the world! The Pink Sands House is located in the beautiful Lower Matecumbe island in close proximity to all your Class-A shopping, dining, and fishing needs. The Island-Design House is located in a quiet, private community with your own private gated sandy beach area with sunset views and crystal clear warm waters. For area info call or text Alexis at (305) 345-7217. Also, per month COMPLIMENTARY HOUSE CLEANING will be occur for rentals 2 or more months. Please note prices are subject to change based on season, holidays, occupancy, and weekly rates.
$308
/ night
Islamorada, Florida
Experience Life in Islamorada: 1BR Condo
Located in Islamorada, Florida, United States. Experience Life in Islamorada: 1BR Condo Immerse yourself in our spacious 1-bedroom, 2-bathroom suite, offering a delightful haven for guests. Relax in the bedroom with two queen beds, an ensuite bathroom, and a private balcony. The living area features a snug queen sofa bed, a functional kitchen with a dining table for four, a second bathroom, and an additional balcony. While our property boasts an oceanfront location, not all units guarantee direct ocean views.At Caloosa Cove Resort, enjoy breathtaking vistas, a heated swimming pool, a serene beachfront, a convenient General Store, boat slips, and invigorating boat charters. With plenty of activities nearby, it's the perfect destination to unwind and fully immerse yourself in the captivating ambiance of Islamorada. Room assignments are based on availability at check-in, and specific views or locations cannot be guaranteed. Thank you for your understanding.
$228
/ night
Islamorada, Florida
Ideal Mix of Comfort and Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
Located in Islamorada, Florida, United States. Ideal Mix of Comfort and Value! Pool, Free Parking, Near Anne's Beach & Sea Oats Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive into water sports. Enjoy nearby attractions like Anne's Beach, Theater of the Sea, and the History of Diving Museum.Experience a slice of paradise in this authentic room at our boutique beachfront resort! We offer a private lounge on the beach where you can relish the authentic island life experience. Enjoy a bike tour through the island, an outdoor pool, and a sun terrace with breathtaking views of Alligator Reef Lighthouse. Embark on boating excursions and dine at our delightful American restaurant. Relax, rejuvenate, and explore the serene beauty that awaits.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- The property requires a damage deposit of $100/night/unit on the credit/debit
$327
/ night
Islamorada, Florida
Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool
Located in Islamorada, Florida, United States. Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool 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 Caribbean ho
$310
/ night
Islamorada, Florida
Water Front 3/3 Family and Boat Friendly Home, Great Views
Located in Islamorada, Florida, United States. Water Front 3/3 Family and Boat Friendly Home, Great Views This beautiful well-kept and spacious two story bay-side waterfront home is a perfect rental home for you and your family. The home has three bedrooms and three baths, 2/2 upstairs and 1/1 down. The expansive great room (22 ft. X 38ft.), which includes the kitchen, dining, sitting and living rooms with 60 inch hd tv overlooks the wide open views of hurricane creek, making entertaining or just chilling something to remember. The front of home has a balcony with chairs overlooking the park and partial view of the bay. . From the 96 ft. Dock you have a view of the bay and are able to fish, swim and tie up at least two boats. It is located at mile marker 73.5, on lower matecumbe key, making it close to islamorada restaurants and shopping. Within one mile of the home, you will find a convenient store, gas station, restaurant, lounge, hard ware store, bait and tackle store and ann’s beach. By boat, channel 2 and 5 are less than t
$271
/ night
Islamorada, Florida
Tropical Paradise
Located in Islamorada, Florida, United States. Tropical Paradise Beautiful bayside villa in Islamorada. Sandy beach, fishing dock, pool, tennis court and boat slip for up to 25 ft boat included. Bicycles available. Close to many restaurants, bars and places of interest.
$271
/ night
Islamorada, Florida
Exceptional condo with panoramic views of the Atlantic Ocean.
Located in Islamorada, Florida, United States. Exceptional condo with panoramic views of the Atlantic Ocean. PROPERTY NAME: The Palms #30979901 Overseas Highway, Islamorada, FLLOCATION: Bayside Condominium MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 79.9DETAILS: an exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your arrival this unit offers an updated kitchen with Corian counters, updated cabinetry and a little breakfast nook. All kitchen appliances are newer and the kitchen is complete with pots, pans, dishes, glasses and flatware. The two bathrooms have been updated - one features a tub and shower combination and the other a walk-in shower. The master suite has small office area with a desk, monitor and keyboard. Bring your computer there's even a printer. There is a queen size bed, walk-in closet, and a dressing area.
$118
/ night
Islamorada, Florida
Leisure Inn Islamorada - 3/2 canal home on a double lot, bring all of the toys!
Located in Islamorada, Florida, United States. Leisure Inn Islamorada - 3/2 canal home on a double lot, bring all of the toys! This charming Florida home is situated on a double lot with a full sea basin on an ocean side, deep water canal...seconds from the Atlantic Ocean and a straight shot to Alligator Reef. This one story home has 3 bedrooms, 2 baths, a spacious kitchen and living area. Sleeps 6 guests comfortably, 8 guests if using the living room sleeper sofa. Access to an exclusive, nearby club is included in your stay. The club offers free access to the pool, boat ramp, and fuel at cost for guests.
$190
/ night
Islamorada, Florida
Waves of Luxury: Access to Bayside Pool and Boat Slips. FREE Parking Onsite!
Located in Islamorada, Florida, United States. Waves of Luxury: Access to Bayside Pool and Boat Slips. FREE Parking Onsite! 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:This listing is specifically for a hotel room located within a hotel, distinguishing it from typic
$412
/ night
Islamorada, Florida
Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking!
Located in Islamorada, Florida, United States. Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking! Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and plenty of space to take in the tranquil ambiance. Each of the guest rooms and suites in our three-bedroom house is decorated in the light, natural colors of Islamorada and furnished with a remarkable range of facilities. They are also infused with the casual elegance of the tropics with our resort amenities. Guests have access to all the amenities they might possibly need right on the premises, including a restaurant, bar, swimming pool, and slips for those visiting with boats. But if you want to venture offsite, we have a shuttle service that can take you around.PLEASE NOTE:- The property requires a damage deposit of USD 100/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.- Early check-in is subject to availability u
$446
/ 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
Custom-Built Oceanfront Caribbean Home w/ Gorgeous Ocean & Sunrise Views
Islamorada, Florida
$1,073/night
Luxurious Caribbean 2 Bedroom 2 Bath Home
Islamorada, Florida
$424/night
Caribbean-Style Family Home w/ Full Kitchen, WiFi, Grill, & Outdoor Veranda
Islamorada, Florida
$425/night
Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina
Islamorada, Florida
$1,028/night
BRAND NEW Island-design home located in Islamorada fishing capital of the world!
Islamorada, Florida
$308/night
Experience Life in Islamorada: 1BR Condo
Islamorada, Florida
$228/night
Ideal Mix of Comfort and Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
Islamorada, Florida
$327/night
Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool
Islamorada, Florida
$310/night
Water Front 3/3 Family and Boat Friendly Home, Great Views
Islamorada, Florida
$271/night
Tropical Paradise
Islamorada, Florida
$271/night
Exceptional condo with panoramic views of the Atlantic Ocean.
Islamorada, Florida
$118/night
Leisure Inn Islamorada - 3/2 canal home on a double lot, bring all of the toys!
Islamorada, Florida
$190/night
Waves of Luxury: Access to Bayside Pool and Boat Slips. FREE Parking Onsite!
Islamorada, Florida
$412/night
Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking!
Islamorada, Florida
$446/night