37,298 results for "Florida Keys waterfront"

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Brand New Unit - The Beach Nook Gulf Breeze, Florida

Brand New Unit - The Beach Nook

Located in Gulf Breeze, Florida, United States. Brand New Unit - The Beach Nook Newly Renovated Beach Condo with Stunning Gulf and Sound Views!!Welcome to our beautiful, newly renovated 2-bedroom, 2-bathroom beach condo! This charming getaway is perfect for a relaxing vacation, offering breathtaking views of both the Gulf of Mexico. Located just steps from the pristine white sands, our condo promises a memorable stay with all the comforts of home.Stunning Views! Enjoy panoramic vistas of the Gulf from the comfort of your living room or private balcony. Our condo has been recently updated with modern furnishings, sleek finishes, and all the amenities you need for a comfortable stay. This modern condo offers two well-appointed bedrooms featuring cozy beds, ample storage, and stylish decor. Both bedrooms have 2 kings beds. The two full bathrooms offer contemporary fixtures, ensuring convenience and privacy for all guests. Take a refreshing dip in the sparkling pool, perfect for cooling off after a day at the beach. You can also

🛏 2 beds · 👥 6 guests
$184 /night
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"Welcome to Pura Vida",  Steps away from beach! Pensacola Beach, Florida

"Welcome to Pura Vida", Steps away from beach!

Located in Pensacola Beach, Florida, United States. "Welcome to Pura Vida", Steps away from beach! Gorgeous newly remodeled and redecorated top floor Condo at Sabine Yacht and Racquet Club. You are steps away from the beautiful white sand and blue waters. Gulf views from the living room & bedrooms. Pensacola Beach is the ideal destination if you are looking for a wide variety of activities or just want to relax and unwind. This well appointed condo has all new appliances, Keurig coffee maker, and microwave. Property amenities include pool, tennis court, fitness room, laundry room and fire pit.

🛏 2 beds · 👥 6 guests
$158 /night
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Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa Madeira Beach, Florida

Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa

Located in Madeira Beach, Florida, United States. Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa Arie Dam 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your extraordinary Gulf-front experience awaits at Arie Dam 201 perfectly situated on the sugary white sand in Madeira Beach. This peaceful oasis is perched above the sparkling shores where sensational sunsets and soothing waves are enjoyed. This oceanfront community is highly desirable and is just one and a half miles from John's Pass, the renowned outdoor shopping and dining Mecca with over 100 stores and restaurants. This casual and relaxing vacation spot will have you wandering along the coast collecting seashells and wonderful memories. Enjoy access to a refreshing community outdoor pool - it's heated, so no matter when you are visiting, it will be available for you. There is also a poolside pool spa to relax in.Back home, the private screened-in balcony with

🛏 2 beds · 👥 6 guests
$140 /night
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Welcome to Your Oceanfront Paradise in Madeira Beach! Madeira Beach, Florida

Welcome to Your Oceanfront Paradise in Madeira Beach!

Located in Madeira Beach, Florida, United States. Welcome to Your Oceanfront Paradise in Madeira Beach! Escape to our exquisite 3-bedroom, 2-bathroom oceanfront condo, where sun-kissed beaches, stunning sunsets, and endless relaxation await. Nestled in the heart of Madeira Beach, this newly updated retreat promises a perfect blend of luxury, comfort, and convenience.Bedrooms:Master Bedroom: Retreat to the elegance of the master suite, featuring a luxurious king-size bed, ensuite bathroom, and sliders that open to your private oceanfront balcony. Wake up to the gentle sounds of the waves and start your day with panoramic views of the Gulf of Mexico.Second Bedroom: Unwind in the cozy embrace of a queen-size bed, ensuring a peaceful night's sleep after a day of beachside adventures.Third Bedroom: Perfect for families, this room offers twin trundle beds, ideal for children or extra guests, ensuring everyone has their own space to relax.Living Space:The unit boasts a modern open kitchen/living concept, allowing seamless flow between the we

🛏 3 beds · 👥 6 guests
$204 /night
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The Breakers 405 - Open-Concept Beachfront Condo Redington Beach, Florida

The Breakers 405 - Open-Concept Beachfront Condo

Located in Redington Beach, Florida, United States. The Breakers 405 - Open-Concept Beachfront Condo Experience beach living at its finest in this stunning 2BR/2BA condo located directly on the sand! At THE BREAKERS, you’ll find everything you need for a perfect seaside getaway: a Gulf-front heated pool, paved patio, BBQ grills, and direct beach access, all set against breathtaking westward views of the sunset.This elegantly designed condo boasts a chic coastal flair with granite countertops, stainless steel appliances, and unique wood cabinetry in both the kitchen and baths. The coastal-inspired decor, ocean-themed colors, and stylish furnishings create a glamorous and inviting atmosphere throughout.The Breakers is a charming, intimate Gulf-front complex with only 38 units, all centered around a lush tropical atrium. Enjoy FULL, unobstructed Gulf views from your private, spacious second-floor balcony—an exceptional feature of this prime unit.Additional amenities include an upper terrace with more stunning Gulf views, private laundry fa

🛏 3 beds · 👥 4 guests
$181 /night
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Welcome to your very own paradise at Juno Ocean Key! Juno Beach, Florida

Welcome to your very own paradise at Juno Ocean Key!

Located in Juno Beach, Florida, United States. Welcome to your very own paradise at Juno Ocean Key! Built in 2006 these two Key West style buildings embody the phrase ''Its Five O'clock Somewhere'' Enjoy privacy and a serene setting with only four units per floor, and a semi-private elevator access to your unit. Spacious 9-foot ceilings throughout entire property. An open concept floor plan featuring arches, wide bedroom doors and many upgrades throughout. Live the beach life in style! Minutes away from the beach and the best dining Juno Beach and Jupiter has to offer!

🛏 2 beds · 👥 4 guests
$116 /night
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Ocean View with protected dock on lagoon with private boat ramp Islamorada, Florida

Ocean View with protected dock on lagoon with private boat ramp

Located in Islamorada, Florida, United States. Ocean View with protected dock on lagoon with private boat ramp Large 3/2 with ground level carport. Lagoon side screened porch 50' x 10'. Terrace on Ocean side is open. Boat access on Gulf side fishing and snorkeling, you can be in the ocean quickly. WiFi internet, 5 large screen TVs all with internet access. Spectacular view, great diving locations and fishing.

🛏 3 beds · 👥 8 guests
$188 /night
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Panoramic Ocean Views from this 3 Bedroom Islamorada Home Islamorada, Florida

Panoramic Ocean Views from this 3 Bedroom Islamorada Home

Located in Islamorada, Florida, United States. Panoramic Ocean Views from this 3 Bedroom Islamorada Home 137 LeSerra Lane - Beautiful designer appointed Oceanside canal home located at the mile marker 76.5 in Lower Matecumbe (south part of Islamorada). This home is the second one on the point and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffeemaker, toaster, and blender. There are two flat panel TVs in the house, as well as Wi-Fi internet. House is decorated with modern decor, and you'll love the water views from every window! Protected dockage enough for 2 boats! The dockage is 30' and has a fish cleaning station. Near the house is the small Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The home is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everythi

🛏 3 beds · 👥 6 guests
$294 /night
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Serene Sunsets from Your 2 Bedroom Villa Islamorada, Florida

Serene Sunsets from Your 2 Bedroom Villa

Located in Islamorada, Florida, United States. Serene Sunsets from Your 2 Bedroom Villa Serene Sunsets from your villa! Sandy Pointe is located in prestigious Port Antigua on Lower Matecumbe. This condo is a comfortable two-bedroom one and a half bath, open dining and living room with bar seating to separate the kitchen. Step outside and relax on your private white natural sandy beach looking out into the bay. This beach is known for its unbelievable sunset views.If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in

🛏 2 beds · 👥 4 guests
$133 /night
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Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere. Islamorada, Florida

Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere.

Located in Islamorada, Florida, United States. Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere. Beautiful updated house on dead-end road with pool and private beach access. Launch a kayak or paddleboard from the beach and explore the shallow, warm waters off the private beach just steps away. Three large bedrooms, each with en suite bath, chef's kitchen with high-end appliances, deck with bbq and ocean views, fully-fenced yard with large pool, tiki hut, and putting green. Located in the heart of Islamorada--walk or bike to all the best restaurants, breweries and shops.Well behaved pets welcome!Available as a furnished monthly rental, or longer lease for a discounted rate.

🛏 3 beds · 👥 7 guests
$249 /night
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Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock! Islamorada, Florida

Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!

Located in Islamorada, Florida, United States. Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock! 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 Honeydew (Villa #1) 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, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area that features ample seating

🛏 3 beds · 👥 6 guests
$270 /night
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Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada Islamorada, Florida

Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada

Located in Islamorada, Florida, United States. Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada 80ft Dock and Boat Lift very close to Islamorada Sandbar and Alligator Reef. Great fishing, diving, snorkeling and boating! 400lb Ice Maker on property to fill your coolers. Large home in upscale neighborhood, very quiet private and peaceful. Tropical views of palm trees and ocean from every window and outside decks. Master Suite takes up the whole third floor with veranda.

🛏 3 beds · 👥 10 guests
$249 /night
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Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach Islamorada, Florida

Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach

Located in Islamorada, Florida, United States. Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach Casa KotoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a location right between an attractive canal and a private beach, this stunning three-level, six-bedroom hacienda is exactly what you've been hoping to find for your next family reunion or get-together with friends! You'll have breathtaking vistas of White Marlin Beach from every level, and the two separate wings will afford your group all the space and privacy you deserve during a long and luxurious vacation. When you're not out walking along your private beach, stretch out on the second level's furnished balcony to savor a refreshing beverage while catching up with old friends. You'll have a gas grill for those fun hot-weather barbecues, and there is plenty of seating for everyone to savor the views in comfort. Inside, you'll find a modern and welcoming liv

🛏 6 beds · 👥 12 guests
$370 /night
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Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe Islamorada, Florida

Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe

Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe Bay Harbour D-114 - Beautiful modern luxury unit with three bedrooms and two full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room with Wi-Fi also included. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and Wi-Fi in the community club house. Near the complex is the small Anne's Beach. There are nature trails, boardwalks that lead to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The condo is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everything is really close! You are only minutes away from "Downtown Islamorada" where Worldwide Sportsman and the Islamorada Fish Company are located yet you ar

🛏 3 beds · 👥 8 guests
$301 /night
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Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable Islamorada, Florida

Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable

Located in Islamorada, Florida, United States. Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, 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 Lychee (Villa #6) 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, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area tha

🛏 3 beds · 👥 6 guests
$299 /night
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Coastal Retreat in the Heart of Islamorada Islamorada, Florida

Coastal Retreat in the Heart of Islamorada

Located in Islamorada, Florida, United States. Coastal Retreat in the Heart of Islamorada Nestled between the Cheeca Lodge and Caribbean Resort, our 4-bedroom oceanside home offers a unique beachfront experience for those looking for a luxurious and private getaway. Each spacious bedroom and en suite bathroom is inspired by modern coastal furnishings. Perfect for entertaining family and friends, including a fully equipped kitchen and an outdoor grilling area. Plus, enjoy the privacy of your own pool and patio that extend from the living area.Please note, this property may be booked for minimum of 28 nights. Currently taking weekly reservations starting November 2024. Please inquire to discuss.

🛏 4 beds · 👥 8 guests
$828 /night
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Unique 2 Bedroom Bay Front Home with Roof Top Terrace Islamorada, Florida

Unique 2 Bedroom Bay Front Home with Roof Top Terrace

Located in Islamorada, Florida, United States. Unique 2 Bedroom Bay Front Home with Roof Top Terrace 75130 Overseas Highway - Great house in Lower Matecumbe (south side of Islamorada) at the 75-mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. View beautiful sunsets from the screened porch that includes tables and chairs. The roof deck allows for you to see both sides of the island! The bedrooms are located on opposite sides of the house with the common areas in between. Amenities include flat screen tv in the living room, cable television, and Wi-Fi. Dockage is not available at this house.Near the house is Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. VACATION RENTAL LICENSE: 24-0415 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if und

🛏 2 beds · 👥 4 guests
$284 /night
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3 Lux Ensuites Walk/Boat Island! Islamorada, Florida

3 Lux Ensuites Walk/Boat Island!

Located in Islamorada, Florida, United States. 3 Lux Ensuites Walk/Boat Island! Summary:Dive into the heart of Islamorada and COUPLES Imagine: THREE MASTER BEDROOMS, so no squabbles over only 1 Master! This 2017 townhome promises restful nights and lively marine filled mornings. From your balcony, salute serenity; Dockside bid sunsets a farewell or mingle with manatees and lobsters. A stroll away: world-class dining, boutiques, bars or a Paddleboard escapade. Welcome to bayside luxury with a splash of fun! Explore the community & nearby libations. Your tranquil Bayside haven awaits

🛏 3 beds · 👥 6 guests
$348 /night
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3200 square ft.  Masterpiece Home Fishing Paradise Waterfront  4 / 3 Islamorada Islamorada, Florida

3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada

Located in Islamorada, Florida, United States. 3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada "Monthly rentals only, no split months, thank you."Day 1, of the month , to end of the month.Welcome, to GULFVIEW 150, ISLAMORADA, WHITE MARLIN BEACH"Sports Fishing Capital Of The World" 3200 sq ft. home5 minute walk to White Marlin Beach, from home ! Members only, private key entry, to access beach.Lower Matecumbe, White Marlin Beach, ISLAMORADA, Tri Level 4 Bedroom, 3 Bath home, sleeps 8 to 10You will enjoy the beautiful spacious 800sqf with 16.5 foot vaulted ceiling main room masterfully crafted by gifted carpenters with an open kitchen, new appliances , induction cooktop and *reverse osmosis drinking water filtration , complete with 70" TV internet, cable tv, a pool table, KMP L shape sofa, beautiful Tommy Bahama dining room table that expands to seat 8 - all opening up to 9'x50' back veranda with plenty of seating for your whole group! A wrap around walk way all on the 2nd level, of this beauti

🛏 4 beds · 👥 10 guests
$282 /night
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1 BR Condo   Oceanfront Resort and Marina Islamorada, Florida

1 BR Condo Oceanfront Resort and Marina

Located in Islamorada, Florida, United States. 1 BR Condo Oceanfront Resort and Marina Experience the inviting comfort of our 1-bedroom, 2-bathroom suite, designed as a serene sanctuary for guests. Relax in the bedroom with two queen beds, an ensuite bathroom, and a private balcony. The living area exudes warmth, featuring a snug queen sofa bed, a functional kitchenette, and an additional balcony. While our property enjoys a prime 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 exciting boat charters. With a variety of activities nearby, it's the perfect destination to unwind and fully immerse yourself in the captivating ambiance of Islamorada. Our onsite marina offers boat slip rentals and charters for adventurous guests. Additionally, a private beach and large, heated pool provide relaxation options.

🛏 1 bed · 👥 6 guests
$235 /night
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  Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym Islamorada, Florida

Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym

Located in Islamorada, Florida, United States. Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new flat screen HD TVs in living room, master and queen guest! Gourmet kitchen has granite countertops, stainless steel appliances and a great selection of cookware and utensils. Open floor plan with wet bar and formal dining room. Enjoy your morning coffee or afternoon cocktail with the gentle ocean breeze on the wonderful screened in water front balcony. This unit is the model for all of Bay Harbour and is professionally decorated and furnished.The condo includes all linens and is equipped with a full washer and dryer. Also included is the use of a 50-foot boat slip in a protected harbor with four-foot control depth. The large screened in balcony looks

🛏 3 beds · 👥 6 guests
$381 /night
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DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT Islamorada, Florida

DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT

Located in Islamorada, Florida, United States. DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT This stunning top floor end unit in Bay Harbour with ocean and harbor views also includes a 50' boat slip with Boat Lift! The interior design is spectacular. Coffered ceilings in the living area, top of the line Miele and Thermador appliances, custom kitchen cabinetry, intricate tilework in the baths exceptional views from all common areas and primary bedroom. The Bay Harbour complex amenities include a pool, spa, gym, tennis courts and a clubhouse for friendly gatherings. Covered parking and a ground level storage unit are also included.

🛏 3 beds · 👥 8 guests
$579 /night
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Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound. Islamorada, Florida

Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.

Located in Islamorada, Florida, United States. Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound. This Beautifully renovated Compound / Property Comes With A recently completed Magnificent Landscape Oasis , That Begins With Coral Stones And Fire Bowl Entrance To A Large Golf Putting Green For Everyone In The Family To Enjoy ⛳️, Plenty Of Shaded Areas With Palm Trees 🌴 , A Fire Pit and Hammock area With Confortable Sittings that’s just perfect For Family Gatherings and fishing stories , (including the one that got away) and/or just total relaxation . and Much More . Truly The Perfect Vacation Home For Any Size Family. .Has 3 distinct Sleeping Quarters ,one in the Upper Floor Home ( This Spacious And Accommodating 2nd Floor Suite have its Own Entrance ,King Size Bed , Small Fridge/ Microwave Oven , Nespreso Coffee Maker , Sitting Vanity With Mirror , A 65 In TV And A Large Confortable Scenic And Relaxing Wrap - Around Balcony ). On Ground Floor and With Access from the Swimming Pool Area ,you’ll find Entra

🛏 6 beds · 👥 12 guests
$402 /night
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Beautiful Maison #307 Islamorada, Florida

Beautiful Maison #307

Located in Islamorada, Florida, United States. Beautiful Maison #307 Maison Matecumbe #307 - Maison Matecumbe is an exclusive gated and private boutique complex comprised of 9 units. Centrally located right in the heart of Islamorada within walking and biking distance to many restaurants, cafes, shopping, marinas and Islamorada's Art District. The unit has been totally renovated, brand new kitchen, beautiful bathrooms, decor and bedding. The unit offers an open lower level living room with kitchen and guest bedroom and full bath. Beautiful views of the Atlantic from the screened balcony. The upper level has a king master en suite and third bedroom with two queen beds. Newly renovated swimming pool and hot tub to spend your days lounging along with Maison's beach, outdoor kitchen, tiki hut and spa. VACATION RENTAL LICENSE: 24-0074If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests’ re-book the same property on an annual basis. No reservation is confirmed until you

🛏 3 beds · 👥 8 guests
$519 /night
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Brand New Unit - The Beach Nook

Gulf Breeze, Florida

Brand New Unit - The Beach Nook

🛏 2 bed · 👥 6 guests

Located in Gulf Breeze, Florida, United States. Brand New Unit - The Beach Nook Newly Renovated Beach Condo with Stunning Gulf and Sound Views!!Welcome to our beautiful, newly renovated 2-bedroom, 2-bathroom beach condo! This charming getaway is perfect for a relaxing vacation, offering breathtaking views of both the Gulf of Mexico. Located just steps from the pristine white sands, our condo promises a memorable stay with all the comforts of home.Stunning Views! Enjoy panoramic vistas of the Gulf from the comfort of your living room or private balcony. Our condo has been recently updated with modern furnishings, sleek finishes, and all the amenities you need for a comfortable stay. This modern condo offers two well-appointed bedrooms featuring cozy beds, ample storage, and stylish decor. Both bedrooms have 2 kings beds. The two full bathrooms offer contemporary fixtures, ensuring convenience and privacy for all guests. Take a refreshing dip in the sparkling pool, perfect for cooling off after a day at the beach. You can also

$184

/ night

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"Welcome to Pura Vida",  Steps away from beach!

Pensacola Beach, Florida

"Welcome to Pura Vida", Steps away from beach!

🛏 2 bed · 👥 6 guests

Located in Pensacola Beach, Florida, United States. "Welcome to Pura Vida", Steps away from beach! Gorgeous newly remodeled and redecorated top floor Condo at Sabine Yacht and Racquet Club. You are steps away from the beautiful white sand and blue waters. Gulf views from the living room & bedrooms. Pensacola Beach is the ideal destination if you are looking for a wide variety of activities or just want to relax and unwind. This well appointed condo has all new appliances, Keurig coffee maker, and microwave. Property amenities include pool, tennis court, fitness room, laundry room and fire pit.

$158

/ night

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Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa

Madeira Beach, Florida

Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa

🛏 2 bed · 👥 6 guests

Located in Madeira Beach, Florida, United States. Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa Arie Dam 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your extraordinary Gulf-front experience awaits at Arie Dam 201 perfectly situated on the sugary white sand in Madeira Beach. This peaceful oasis is perched above the sparkling shores where sensational sunsets and soothing waves are enjoyed. This oceanfront community is highly desirable and is just one and a half miles from John's Pass, the renowned outdoor shopping and dining Mecca with over 100 stores and restaurants. This casual and relaxing vacation spot will have you wandering along the coast collecting seashells and wonderful memories. Enjoy access to a refreshing community outdoor pool - it's heated, so no matter when you are visiting, it will be available for you. There is also a poolside pool spa to relax in.Back home, the private screened-in balcony with

$140

/ night

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Welcome to Your Oceanfront Paradise in Madeira Beach!

Madeira Beach, Florida

Welcome to Your Oceanfront Paradise in Madeira Beach!

🛏 3 bed · 👥 6 guests

Located in Madeira Beach, Florida, United States. Welcome to Your Oceanfront Paradise in Madeira Beach! Escape to our exquisite 3-bedroom, 2-bathroom oceanfront condo, where sun-kissed beaches, stunning sunsets, and endless relaxation await. Nestled in the heart of Madeira Beach, this newly updated retreat promises a perfect blend of luxury, comfort, and convenience.Bedrooms:Master Bedroom: Retreat to the elegance of the master suite, featuring a luxurious king-size bed, ensuite bathroom, and sliders that open to your private oceanfront balcony. Wake up to the gentle sounds of the waves and start your day with panoramic views of the Gulf of Mexico.Second Bedroom: Unwind in the cozy embrace of a queen-size bed, ensuring a peaceful night's sleep after a day of beachside adventures.Third Bedroom: Perfect for families, this room offers twin trundle beds, ideal for children or extra guests, ensuring everyone has their own space to relax.Living Space:The unit boasts a modern open kitchen/living concept, allowing seamless flow between the we

$204

/ night

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The Breakers 405 - Open-Concept Beachfront Condo

Redington Beach, Florida

The Breakers 405 - Open-Concept Beachfront Condo

🛏 3 bed · 👥 4 guests

Located in Redington Beach, Florida, United States. The Breakers 405 - Open-Concept Beachfront Condo Experience beach living at its finest in this stunning 2BR/2BA condo located directly on the sand! At THE BREAKERS, you’ll find everything you need for a perfect seaside getaway: a Gulf-front heated pool, paved patio, BBQ grills, and direct beach access, all set against breathtaking westward views of the sunset.This elegantly designed condo boasts a chic coastal flair with granite countertops, stainless steel appliances, and unique wood cabinetry in both the kitchen and baths. The coastal-inspired decor, ocean-themed colors, and stylish furnishings create a glamorous and inviting atmosphere throughout.The Breakers is a charming, intimate Gulf-front complex with only 38 units, all centered around a lush tropical atrium. Enjoy FULL, unobstructed Gulf views from your private, spacious second-floor balcony—an exceptional feature of this prime unit.Additional amenities include an upper terrace with more stunning Gulf views, private laundry fa

$181

/ night

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Welcome to your very own paradise at Juno Ocean Key!

Juno Beach, Florida

Welcome to your very own paradise at Juno Ocean Key!

🛏 2 bed · 👥 4 guests

Located in Juno Beach, Florida, United States. Welcome to your very own paradise at Juno Ocean Key! Built in 2006 these two Key West style buildings embody the phrase ''Its Five O'clock Somewhere'' Enjoy privacy and a serene setting with only four units per floor, and a semi-private elevator access to your unit. Spacious 9-foot ceilings throughout entire property. An open concept floor plan featuring arches, wide bedroom doors and many upgrades throughout. Live the beach life in style! Minutes away from the beach and the best dining Juno Beach and Jupiter has to offer!

$116

/ night

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Ocean View with protected dock on lagoon with private boat ramp

Islamorada, Florida

Ocean View with protected dock on lagoon with private boat ramp

🛏 3 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Ocean View with protected dock on lagoon with private boat ramp Large 3/2 with ground level carport. Lagoon side screened porch 50' x 10'. Terrace on Ocean side is open. Boat access on Gulf side fishing and snorkeling, you can be in the ocean quickly. WiFi internet, 5 large screen TVs all with internet access. Spectacular view, great diving locations and fishing.

$188

/ night

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Panoramic Ocean Views from this 3 Bedroom Islamorada Home

Islamorada, Florida

Panoramic Ocean Views from this 3 Bedroom Islamorada Home

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Panoramic Ocean Views from this 3 Bedroom Islamorada Home 137 LeSerra Lane - Beautiful designer appointed Oceanside canal home located at the mile marker 76.5 in Lower Matecumbe (south part of Islamorada). This home is the second one on the point and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffeemaker, toaster, and blender. There are two flat panel TVs in the house, as well as Wi-Fi internet. House is decorated with modern decor, and you'll love the water views from every window! Protected dockage enough for 2 boats! The dockage is 30' and has a fish cleaning station. Near the house is the small Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The home is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everythi

$294

/ night

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Serene Sunsets from Your 2 Bedroom Villa

Islamorada, Florida

Serene Sunsets from Your 2 Bedroom Villa

🛏 2 bed · 👥 4 guests

Located in Islamorada, Florida, United States. Serene Sunsets from Your 2 Bedroom Villa Serene Sunsets from your villa! Sandy Pointe is located in prestigious Port Antigua on Lower Matecumbe. This condo is a comfortable two-bedroom one and a half bath, open dining and living room with bar seating to separate the kitchen. Step outside and relax on your private white natural sandy beach looking out into the bay. This beach is known for its unbelievable sunset views.If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in

$133

/ night

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Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere.

Islamorada, Florida

Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere.

🛏 3 bed · 👥 7 guests

Located in Islamorada, Florida, United States. Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere. Beautiful updated house on dead-end road with pool and private beach access. Launch a kayak or paddleboard from the beach and explore the shallow, warm waters off the private beach just steps away. Three large bedrooms, each with en suite bath, chef's kitchen with high-end appliances, deck with bbq and ocean views, fully-fenced yard with large pool, tiki hut, and putting green. Located in the heart of Islamorada--walk or bike to all the best restaurants, breweries and shops.Well behaved pets welcome!Available as a furnished monthly rental, or longer lease for a discounted rate.

$249

/ night

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Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!

Islamorada, Florida

Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock! 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 Honeydew (Villa #1) 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, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area that features ample seating

$270

/ night

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Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada

Islamorada, Florida

Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada

🛏 3 bed · 👥 10 guests

Located in Islamorada, Florida, United States. Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada 80ft Dock and Boat Lift very close to Islamorada Sandbar and Alligator Reef. Great fishing, diving, snorkeling and boating! 400lb Ice Maker on property to fill your coolers. Large home in upscale neighborhood, very quiet private and peaceful. Tropical views of palm trees and ocean from every window and outside decks. Master Suite takes up the whole third floor with veranda.

$249

/ night

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Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach

Islamorada, Florida

Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach

🛏 6 bed · 👥 12 guests

Located in Islamorada, Florida, United States. Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach Casa KotoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a location right between an attractive canal and a private beach, this stunning three-level, six-bedroom hacienda is exactly what you've been hoping to find for your next family reunion or get-together with friends! You'll have breathtaking vistas of White Marlin Beach from every level, and the two separate wings will afford your group all the space and privacy you deserve during a long and luxurious vacation. When you're not out walking along your private beach, stretch out on the second level's furnished balcony to savor a refreshing beverage while catching up with old friends. You'll have a gas grill for those fun hot-weather barbecues, and there is plenty of seating for everyone to savor the views in comfort. Inside, you'll find a modern and welcoming liv

$370

/ night

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Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe

Islamorada, Florida

Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe

🛏 3 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe Bay Harbour D-114 - Beautiful modern luxury unit with three bedrooms and two full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room with Wi-Fi also included. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and Wi-Fi in the community club house. Near the complex is the small Anne's Beach. There are nature trails, boardwalks that lead to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The condo is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everything is really close! You are only minutes away from "Downtown Islamorada" where Worldwide Sportsman and the Islamorada Fish Company are located yet you ar

$301

/ night

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Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable

Islamorada, Florida

Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, 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 Lychee (Villa #6) 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, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area tha

$299

/ night

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Coastal Retreat in the Heart of Islamorada

Islamorada, Florida

Coastal Retreat in the Heart of Islamorada

🛏 4 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Coastal Retreat in the Heart of Islamorada Nestled between the Cheeca Lodge and Caribbean Resort, our 4-bedroom oceanside home offers a unique beachfront experience for those looking for a luxurious and private getaway. Each spacious bedroom and en suite bathroom is inspired by modern coastal furnishings. Perfect for entertaining family and friends, including a fully equipped kitchen and an outdoor grilling area. Plus, enjoy the privacy of your own pool and patio that extend from the living area.Please note, this property may be booked for minimum of 28 nights. Currently taking weekly reservations starting November 2024. Please inquire to discuss.

$828

/ night

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Unique 2 Bedroom Bay Front Home with Roof Top Terrace

Islamorada, Florida

Unique 2 Bedroom Bay Front Home with Roof Top Terrace

🛏 2 bed · 👥 4 guests

Located in Islamorada, Florida, United States. Unique 2 Bedroom Bay Front Home with Roof Top Terrace 75130 Overseas Highway - Great house in Lower Matecumbe (south side of Islamorada) at the 75-mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. View beautiful sunsets from the screened porch that includes tables and chairs. The roof deck allows for you to see both sides of the island! The bedrooms are located on opposite sides of the house with the common areas in between. Amenities include flat screen tv in the living room, cable television, and Wi-Fi. Dockage is not available at this house.Near the house is Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. VACATION RENTAL LICENSE: 24-0415 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if und

$284

/ night

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3 Lux Ensuites Walk/Boat Island!

Islamorada, Florida

3 Lux Ensuites Walk/Boat Island!

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. 3 Lux Ensuites Walk/Boat Island! Summary:Dive into the heart of Islamorada and COUPLES Imagine: THREE MASTER BEDROOMS, so no squabbles over only 1 Master! This 2017 townhome promises restful nights and lively marine filled mornings. From your balcony, salute serenity; Dockside bid sunsets a farewell or mingle with manatees and lobsters. A stroll away: world-class dining, boutiques, bars or a Paddleboard escapade. Welcome to bayside luxury with a splash of fun! Explore the community & nearby libations. Your tranquil Bayside haven awaits

$348

/ night

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3200 square ft.  Masterpiece Home Fishing Paradise Waterfront  4 / 3 Islamorada

Islamorada, Florida

3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada

🛏 4 bed · 👥 10 guests

Located in Islamorada, Florida, United States. 3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada "Monthly rentals only, no split months, thank you."Day 1, of the month , to end of the month.Welcome, to GULFVIEW 150, ISLAMORADA, WHITE MARLIN BEACH"Sports Fishing Capital Of The World" 3200 sq ft. home5 minute walk to White Marlin Beach, from home ! Members only, private key entry, to access beach.Lower Matecumbe, White Marlin Beach, ISLAMORADA, Tri Level 4 Bedroom, 3 Bath home, sleeps 8 to 10You will enjoy the beautiful spacious 800sqf with 16.5 foot vaulted ceiling main room masterfully crafted by gifted carpenters with an open kitchen, new appliances , induction cooktop and *reverse osmosis drinking water filtration , complete with 70" TV internet, cable tv, a pool table, KMP L shape sofa, beautiful Tommy Bahama dining room table that expands to seat 8 - all opening up to 9'x50' back veranda with plenty of seating for your whole group! A wrap around walk way all on the 2nd level, of this beauti

$282

/ night

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1 BR Condo   Oceanfront Resort and Marina

Islamorada, Florida

1 BR Condo Oceanfront Resort and Marina

🛏 1 bed · 👥 6 guests

Located in Islamorada, Florida, United States. 1 BR Condo Oceanfront Resort and Marina Experience the inviting comfort of our 1-bedroom, 2-bathroom suite, designed as a serene sanctuary for guests. Relax in the bedroom with two queen beds, an ensuite bathroom, and a private balcony. The living area exudes warmth, featuring a snug queen sofa bed, a functional kitchenette, and an additional balcony. While our property enjoys a prime 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 exciting boat charters. With a variety of activities nearby, it's the perfect destination to unwind and fully immerse yourself in the captivating ambiance of Islamorada. Our onsite marina offers boat slip rentals and charters for adventurous guests. Additionally, a private beach and large, heated pool provide relaxation options.

$235

/ night

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  Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym

Islamorada, Florida

Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new flat screen HD TVs in living room, master and queen guest! Gourmet kitchen has granite countertops, stainless steel appliances and a great selection of cookware and utensils. Open floor plan with wet bar and formal dining room. Enjoy your morning coffee or afternoon cocktail with the gentle ocean breeze on the wonderful screened in water front balcony. This unit is the model for all of Bay Harbour and is professionally decorated and furnished.The condo includes all linens and is equipped with a full washer and dryer. Also included is the use of a 50-foot boat slip in a protected harbor with four-foot control depth. The large screened in balcony looks

$381

/ night

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DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT

Islamorada, Florida

DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT

🛏 3 bed · 👥 8 guests

Located in Islamorada, Florida, United States. DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT This stunning top floor end unit in Bay Harbour with ocean and harbor views also includes a 50' boat slip with Boat Lift! The interior design is spectacular. Coffered ceilings in the living area, top of the line Miele and Thermador appliances, custom kitchen cabinetry, intricate tilework in the baths exceptional views from all common areas and primary bedroom. The Bay Harbour complex amenities include a pool, spa, gym, tennis courts and a clubhouse for friendly gatherings. Covered parking and a ground level storage unit are also included.

$579

/ night

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Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.

Islamorada, Florida

Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.

🛏 6 bed · 👥 12 guests

Located in Islamorada, Florida, United States. Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound. This Beautifully renovated Compound / Property Comes With A recently completed Magnificent Landscape Oasis , That Begins With Coral Stones And Fire Bowl Entrance To A Large Golf Putting Green For Everyone In The Family To Enjoy ⛳️, Plenty Of Shaded Areas With Palm Trees 🌴 , A Fire Pit and Hammock area With Confortable Sittings that’s just perfect For Family Gatherings and fishing stories , (including the one that got away) and/or just total relaxation . and Much More . Truly The Perfect Vacation Home For Any Size Family. .Has 3 distinct Sleeping Quarters ,one in the Upper Floor Home ( This Spacious And Accommodating 2nd Floor Suite have its Own Entrance ,King Size Bed , Small Fridge/ Microwave Oven , Nespreso Coffee Maker , Sitting Vanity With Mirror , A 65 In TV And A Large Confortable Scenic And Relaxing Wrap - Around Balcony ). On Ground Floor and With Access from the Swimming Pool Area ,you’ll find Entra

$402

/ night

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Beautiful Maison #307

Islamorada, Florida

Beautiful Maison #307

🛏 3 bed · 👥 8 guests

Located in Islamorada, Florida, United States. Beautiful Maison #307 Maison Matecumbe #307 - Maison Matecumbe is an exclusive gated and private boutique complex comprised of 9 units. Centrally located right in the heart of Islamorada within walking and biking distance to many restaurants, cafes, shopping, marinas and Islamorada's Art District. The unit has been totally renovated, brand new kitchen, beautiful bathrooms, decor and bedding. The unit offers an open lower level living room with kitchen and guest bedroom and full bath. Beautiful views of the Atlantic from the screened balcony. The upper level has a king master en suite and third bedroom with two queen beds. Newly renovated swimming pool and hot tub to spend your days lounging along with Maison's beach, outdoor kitchen, tiki hut and spa. VACATION RENTAL LICENSE: 24-0074If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests’ re-book the same property on an annual basis. No reservation is confirmed until you

$519

/ night

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Brand New Unit - The Beach Nook

Gulf Breeze, Florida

$184/night

"Welcome to Pura Vida", Steps away from beach!

Pensacola Beach, Florida

$158/night

Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa

Madeira Beach, Florida

$140/night

Welcome to Your Oceanfront Paradise in Madeira Beach!

Madeira Beach, Florida

$204/night

The Breakers 405 - Open-Concept Beachfront Condo

Redington Beach, Florida

$181/night

Welcome to your very own paradise at Juno Ocean Key!

Juno Beach, Florida

$116/night

Ocean View with protected dock on lagoon with private boat ramp

Islamorada, Florida

$188/night

Panoramic Ocean Views from this 3 Bedroom Islamorada Home

Islamorada, Florida

$294/night

Serene Sunsets from Your 2 Bedroom Villa

Islamorada, Florida

$133/night

Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere.

Islamorada, Florida

$249/night

Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!

Islamorada, Florida

$270/night

Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada

Islamorada, Florida

$249/night

Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach

Islamorada, Florida

$370/night

Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe

Islamorada, Florida

$301/night

Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable

Islamorada, Florida

$299/night

Coastal Retreat in the Heart of Islamorada

Islamorada, Florida

$828/night

Unique 2 Bedroom Bay Front Home with Roof Top Terrace

Islamorada, Florida

$284/night

3 Lux Ensuites Walk/Boat Island!

Islamorada, Florida

$348/night

3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada

Islamorada, Florida

$282/night

1 BR Condo Oceanfront Resort and Marina

Islamorada, Florida

$235/night

Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym

Islamorada, Florida

$381/night

DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT

Islamorada, Florida

$579/night

Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.

Islamorada, Florida

$402/night

Beautiful Maison #307

Islamorada, Florida

$519/night