Stock Island, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Stock Island, Florida on RentalSaver.com!

Stock Island Rentals

From $485 per night (USD)
VRBO
Cozy Sea Ray Yacht with Flybridge Views, 2 Staterooms @ The Perry
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome aboard the Cozy Yacht Experience at the Perry marina! This yacht features two staterooms, a fully equipped galle ...
From $485 per night (USD)
VRBO
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Expedia
Fantasy Fest Week 2-bedroom condo in lovely Key West with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantasy Fest Week . Nestled in Key West, this delightful condo offers a superb retreat for guests. With 2 bedrooms featu ...
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Expedia
From $394 per night (USD)
VRBO
Cozy Modern Casa Azul Houseboat Experience & Scenic Views @ The Perry
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the Casa Azul Houseboat! Experience tranquility on the water at Perry Marina. This stylish floating haven boa ...
From $394 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Glamorous Houseboat Stay - Enchantress Experience @ The Perry
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the Enchantress. This modern houseboat has been handcrafted to provide a warm and wholehearted True Key West ...
From $466 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Stay aboard elegant sailboat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestle into comfort and embrace the charm of this Hunter 380 Sailboat , on waters edge at the Perry Hotel and Marina! ...
From $342 per night (USD)
VRBO
From $1011 per night (USD)
Expedia
Spacious 52 ft Catamaran for Dockside Stay
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: Welcome aboard S/V SeaLab, a 52-foot Lagoon sailing catamaran docked at the premier Perry Marina in Key West, F ...
From $1011 per night (USD)
Expedia
From $449 per night (USD)
VRBO
NEW VRBO Listing! Elegant 40' Yacht in 5-Star Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
You and your guests will have exclusive use of this 40ft yacht all to yourselves. The yacht stays docked, the entire res ...
From $449 per night (USD)
VRBO
From $755 per night (USD)
Expedia
CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the charm of “Old Key West” aboard Vita Felice, a Luxurious Vintage Yacht and a piece of American History. Thi ...
From $755 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Tropical Tee-Time: 2BR Townhome in Key West Golf Club with Two Shared Pools, Fitness Center, Dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $184 per night (USD)
VRBO
From $745 per night (USD)
Expedia
SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This yacht is new to our fleet and VRBO! Boasting 6 staterooms with each having its own private bath and shower, sleepin ...
From $745 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Quiet 2-bedroom plus office townhome on the Key West golf course!
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Just a short walk from the Resort style pool and fitness center, our townhome, situated on the 1st fairway of the Key We ...
From $168 per night (USD)
VRBO
From $2968 per night (USD)
Expedia
The Starboard House at Solaire Lunara Bay
Bedrooms:
8
Bathrooms:
8
Sleeps:
20
Summary: Explore a stunning new build with eight generous bedrooms and a private pool. This exceptional home offers top- ...
From $2968 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Antique trawler 2-bedroom boat in phenomenal Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Key West like a local in this adorable 2-bedroom antique trawler 37' yacht located at The Perry Marina. This ...
From $244 per night (USD)
VRBO
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Expedia
Hyatt Windward Pointe Resort is one of the finest Resorts in all of Key West.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hyatt Windward Pointe offers an ideal respite from reality. Ocean view. Located on the southeast end of Key West, this S ...
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Expedia
From $315 per night (USD)
VRBO
Oceanfront 2-bedroom Villa at a Resort in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This memorable resort is the perfect home base for your trip to Key West. With 2 bedrooms and 2 bathrooms featuring a je ...
From $315 per night (USD)
VRBO
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Expedia
2 bedroom Beach House Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Hyatt Beach House, a Hyatt Residence Club, your own private sanctuary in Key West with crystal-clear wate ...
Click For Pricing
Expedia
From $876 per night (USD)
VRBO
51' Luxury Yacht in Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Introducing Andiamo our 51' power catamaran. You and your guests will have exclusive use of this amazing boat to yourse ...
From $876 per night (USD)
VRBO
$Luxurious \Atlantia\ 2020 6-bedrooms 64ft yacht with full time crew$
From $7602 per night (USD)
Expedia
Luxurious \"Atlantia\" 2020 6-bedrooms 64ft yacht with full time crew
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Stay comfortably in Key West at this amazing 6-bedroom yacht. With 5 queen beds and 1 single bed, this luxury yacht off ...
From $7602 per night (USD)
Expedia
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VRBO
Hyatt Vacation Club at Windward Point Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hotel Description Be sure to enjoy recreational amenities, including an outdoor pool, a spa tub, and bicycles to rent. T ...
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VRBO
From $2992 per night (USD)
Expedia
New Waterfront Estate - The Sunray Home
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Summary: Discover a luxurious new build featuring waterfront views, a private dock, eight spacious bedrooms and a privat ...
From $2992 per night (USD)
Expedia
From $3021 per night (USD)
VRBO
Waterfront, Luxury Home - Tidelands House
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Summary: Discover a luxurious new build featuring waterfront views, boat docking, eight spacious bedrooms and a private ...
From $3021 per night (USD)
VRBO
From $3349 per night (USD)
Expedia
The Shellstone House at Solaire Lunara Bay
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Summary: Discover an exquisite new build featuring eight spacious bedrooms and a private pool. This remarkable home boas ...
From $3349 per night (USD)
Expedia
From $309 per night (USD)
VRBO
A Sunset Celebration at the Key West Golf Club - Photos Coming Soon!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This lovely, fully furnished, townhouse has three bedrooms that sleeps up to 6 and two full baths . The spacious upstair ...
From $309 per night (USD)
VRBO
$\nHyatt Vacation Club at Beach House, Key West$
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Expedia
\nHyatt Vacation Club at Beach House, Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lush tropical beauty welcomes you to a spacious residential-style villa featuring a primary bedroom with a king-size bed ...
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Expedia
From $595 per night (USD)
VRBO
Hyatt Vacation Club at Windward Pointe Resort. 2 Bedroom/2 Bath Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax in a tropical retreat overlooking the Atlantic Ocean, Windward Pointe captures the essence of Key West. The resort ...
From $595 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Best Resort in Key West! 2-bedroom/2 Bath condo with WiFi, AC in lovely Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Key West adventure begins at this lovely 2-bedroom condo. With a king bed, a queen bed, and a cozy living room with ...
From $557 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Superb waterfront Coconut Mallory 2 BR, 2 bath condo, 2 pools, incredible views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No matter where you stay on the Key West island, you'll be able to get to whatever historical site, beach, restaurant, b ...
From $383 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Your 2025 Labor Day Week Getaway in Paradise ..... Coconut Mallory, Key West.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a ONE-WEEK opportunity to enjoy Paradise! Our week can be yours in September 2025. This wonderful 2-bd con ...
From $232 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Your Island Base | 3 Pool View Rooms at Fun & Breezy Blue Flamingo Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room p ...
From $420 per night (USD)
VRBO
From $629 per night (USD)
VRBO
Kick Back in 3 Pool-View Rooms at Key West’s Blue Flamingo Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room p ...
From $629 per night (USD)
VRBO
From $836 per night (USD)
VRBO
4 Pool-view Rooms with 2 Queen Beds l Island Vibes Await in Blue Flamingo Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Key West’s newest island escape offers breezy rooms, poolside cabanas, and nonstop fun. Lounge by the pool, enjoy tiki c ...
From $836 per night (USD)
VRBO
From $186 per night (USD)
VRBO
Colorful Stay at Blue Flamingo | Poolside Bar, Lawn Games, Music & Fire Pits
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Perched at the gateway to Key West, Blue Flamingo Resort immerses guests in island vibes with tiki cocktails, poolside c ...
From $186 per night (USD)
VRBO
From $745 per night (USD)
VRBO
Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $745 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Chill & Play in Key West | Pools, Tiki Bar, Games, Fire Pits & Island Eats
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience luxury and space in this studio suite at Blue Flamingo Resort, offering uninterrupted ocean vistas. The suite ...
From $271 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Sun, Sip, & Socialize | Island Stay w/ 2 Pools & Backyard Bash
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located at the entrance to Key West, Blue Flamingo Resort offers a tropical escape with easy access to Duval Street, Mal ...
From $450 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Blue Flamingo Resort Key West | 2 Relaxing Ocean View Rooms for Your Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $482 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Family-Friendly Two Queen Beds Room Near Key West Hotspots
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $195 per night (USD)
VRBO
From $201 per night (USD)
VRBO
All-Day Fun in Key West |Lawn Games, Pools & Cabanas, Karaoke Fun, Free Shuttle
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience the lively atmosphere of Blue Flamingo Resort, complete with poolside bars and daily entertainment. This room ...
From $201 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Spacious Double Queen Room with Contemporary Touches
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $199 per night (USD)
VRBO
From $766 per night (USD)
VRBO
Blue Flamingo Resort l 4 Rooms, Pool, Cabanas, Karaoke & Old Town Shuttle
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $766 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Three Rooms w/ 2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stay at Blue Flamingo Resort Key West, featuring comfortable two queen beds and convenient access to South Roosevelt Bou ...
From $388 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Sun, Sip, & Socialize | Island Stay with 2 Pools & Lawn Games
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Situated on a higher floor, this room at Blue Flamingo Resort offers panoramic views of Key West's charming landscape. F ...
From $232 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Tropical Playground | Relaxed Key West Stay w/ Pool, Karaoke Nights & Tiki Bar
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Perched at the gateway to Key West, Blue Flamingo Resort immerses guests in island vibes with tiki cocktails, poolside c ...
From $184 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Your Happy Place in Key West | 2 Pools, Fire Pits, Food Trucks & Free Shuttle
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Indulge in the ultimate Key West experience in this one-bedroom suite at Blue Flamingo Resort, boasting direct ocean vie ...
From $312 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Key West Poolside Paradise w/ Cabanas, Lawn Games & Tiki Bar
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room p ...
From $209 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Island Charm & Retro Fun | Pools, Comfort Eats, Shuttle & Fire Pits
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room p ...
From $209 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Shuttle to Town, Stay for the Party, Poolside Fun | Key West’s New Hot Spot
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Key West’s newest island escape offers breezy rooms, poolside cabanas, and nonstop fun. Lounge by the pool, enjoy tiki c ...
From $291 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Poolside Paradise in Key West | Renovated Room, 2 Pools, Games & Live Music
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Blue Flamingo Resort's oceanfront location offers guests breathtaking sea views and easy beach access. This room feature ...
From $224 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Key West Cool | Chill Days, Fun Nights, Poolside Drinks & Lawn Games
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $229 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Live the Island Life | Pool, Lawn Games, Cabanas & Karaoke Nights
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience luxury and space in this studio suite at Blue Flamingo Resort, offering uninterrupted ocean vistas. The suite ...
From $270 per night (USD)
VRBO
From $231 per night (USD)
VRBO
Poolside Paradise l Fire Pits, Lawn Games, Live Music & Endless Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $231 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Three Rooms w/ 2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $583 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Relax & Play in Key West | Shuttle, Lawn Games & Poolside Dining
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Situated on a higher floor, this room at Blue Flamingo Resort offers panoramic views of Key West's charming landscape. F ...
From $232 per night (USD)
VRBO
From $476 per night (USD)
VRBO
Where Fun Meets Chill | 2 Island View Rooms in Blue Flamingo Resort Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $476 per night (USD)
VRBO
From $921 per night (USD)
VRBO
Island Views & Comfort | 4 Rooms at Blue Flamingo Key West l Pools & Cabanas
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $921 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Carefree Key West Days | 2 Pools, Karaoke Nights, Tiki Drinks & Games
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Indulge in the ultimate Key West experience in this one-bedroom suite at Blue Flamingo Resort, boasting direct ocean vie ...
From $312 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Colorful Key West Escape | Pools, Food Trucks, Karaoke Night & Free Shuttle
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located at the entrance to Key West, Blue Flamingo Resort offers a tropical escape with easy access to Duval Street, Mal ...
From $450 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Laid-Back Luxe | Pools, Comfort Foods, Lawn Games & Shuttle to Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $241 per night (USD)
VRBO
From $201 per night (USD)
VRBO
Key West Fun Zone: Pools, Lawn Games, Fire Pits, Tiki Cocktails & More
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience the lively atmosphere of Blue Flamingo Resort, complete with poolside bars and daily entertainment. This room ...
From $201 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Relax & Have Fun | Key West Poolside Stay w/ Pools, Games & Comfort Eats
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $241 per night (USD)
VRBO
From $692 per night (USD)
VRBO
Blue Flamingo Key West | Three Island View Rooms w/ 2 Queen Beds
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $692 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Key West Resort Room | Fun Dining, Pools, Music Nights & Free Shuttle to Town
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Blue Flamingo Resort's oceanfront location offers guests breathtaking sea views and easy beach access. This room feature ...
From $224 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Breezy Key West Stay | Renovated Rooms, Pool, Bar & Nightly Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy the vibrant energy of Blue Flamingo Resort from this one-bedroom suite overlooking the pool. Featuring a separate ...
From $291 per night (USD)
VRBO
From $963 per night (USD)
VRBO
Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $963 per night (USD)
VRBO
From $884 per night (USD)
VRBO
Grand Admiral - 46’ 2 Cabin Yacht
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome aboard your private floating hotel room, docked at The Perry Hotel & Marina in Key West. This lovely vessel feat ...
From $884 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Spacious 4-bedroom house with large family and dining room. BRAND NEW
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in Stock Island, brand new 4-bedroom house. This delightful property features WiFi, washer/dryer, upgraded appl ...
From $291 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Super-cozy boat in 5 Star Key West Marina.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to paradise on a fully renovated 3 bed 34ft cabin cruiser at a 5-star Key West yacht club for JUST $199/NIGHT! Th ...
From $201 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Charming 1-bedroom/Sleeps 5/kitchenette in the Heart of Key West- , shared pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the beauty of Key West from this adorable one-bedroom cottage. The cozy space features a queen bed, queen pull- ...
From $133 per night (USD)
Expedia
Click For Pricing
VRBO
Stay Together, Stay Afloat - 4 Bed & 4 Bath - Catamaran in Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make your Key West getaway unforgettable aboard this stunning 4-bedroom, 4-bath luxury catamaran, docked at a private ma ...
Click For Pricing
VRBO
From $297 per night (USD)
Expedia
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
A Unique Key West Getaway! Welcome aboard Sparhawk! This beautiful 30-foot Baba double-ender sailboat offers a cozy and ...
From $297 per night (USD)
Expedia
From $1077 per night (USD)
VRBO
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy all the comforts of home including 4 luxurious staterooms with queen sized beds each with its own private bathroom ...
From $1077 per night (USD)
VRBO
From $3061 per night (USD)
Expedia
New Waterfront Home - Dreamside House
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Summary: Discover a luxurious new build featuring waterfront views, eight spacious bedrooms and a private pool. This stu ...
From $3061 per night (USD)
Expedia
From $884 per night (USD)
VRBO
FREE TIME 50’ 2 Cabin Yacht Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
All aboard your 50-foot luxury motor yacht in stunning Key West—your adventure starts here! Experience the best of life ...
From $884 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Modern Sea Ray Yacht 1BR + Convertible Salon Bed and 2Bath ~ Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience Key West from the water in elevated style aboard this 46’ Sea Ray—your floating luxury suite docked at one of ...
From $500 per night (USD)
Expedia
From $844 per night (USD)
VRBO
2BR/2BA Beachfront Resort Villa @ Windward Pointe along Atlantic Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a two-bedroom residential-style villa with a fully equipped kitchen, private patio or balcony, washer and dryer, a ...
From $844 per night (USD)
VRBO
From $657 per night (USD)
Expedia
Charming 3-bedroom boat with WiFi, AC in amazing Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the charm of “Old Key West” aboard Vita Felice, a Luxurious Vintage Yacht and a piece of American History. Thi ...
From $657 per night (USD)
Expedia
From $844 per night (USD)
VRBO
Gorgeous Condo at Hyatt Beach House fantastic amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Situated in the NE corner of Key West, the lushly landscaped Beach House represents island living at its best. Your home ...
From $844 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Docked in Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the best of Key West from your own private houseboat docked at The Perry Hotel & Marina. Enjoy stunning water ...
From $433 per night (USD)
Expedia
From $1887 per night (USD)
VRBO
Fantasy Fest week in Key West! 2-bdrms, 2 baths, Kitchen, Laundry, pool, balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Fantasy Fest getaway awaits in Key West. With 2 bedrooms, 2 bathrooms and a fully equiped kitchen, escape to a Flor ...
From $1887 per night (USD)
VRBO
From $464 per night (USD)
Expedia
SERENITY ON SUNRISE ~ 5 BR/5.5 Bath New Town Home w/ Pool & Dockage!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
MASTERPIECE CANAL ESTATE ON ELEGANT LANE... Located on Key West's only canal system in quiet New Town, this expansive sa ...
From $464 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Rare Beach Front Resort in Key West, Florida- 2 Bedroom/2 Bathroom!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with the whole family at this peaceful place to stay! As our guest, you will have exclusive access to our luxurio ...
From $506 per night (USD)
VRBO
From $919 per night (USD)
Expedia
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the charm of “Old Key West” aboard Vita Felice, a Luxurious Vintage Yacht and a piece of American History. Thi ...
From $919 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Glamorous 3BDR/2BA Home in Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Swarovski Sanctuary, a luxurious 3-bedroom, 2-bathroom retreat nestled in a lush tropical garden vibrant. Thi ...
From $217 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Located in Key West, enjoy what this 1 bedroom house boat has to offer. This delightful property features 1 queen bed, a ...
From $296 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Floating Island Escape: Spacious 65' Hatteras Boat, Full Amenities & Sun Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nautical Luxury & Unique Experience on your private 65-Foot Yacht Welcome aboard your floating paradise! Docked in a pr ...
From $438 per night (USD)
VRBO
From $224 per night (USD)
Expedia
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Key West, enjoy what this delightful 1-bedroom boat has to offer. With a cozy living room featuring a queen b ...
From $224 per night (USD)
Expedia
Click For Pricing
VRBO
Charming villa in enchanting Key West with AC, fitness room
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your cozy getaway awaits in Key West at this phenomenal villa. With 2 bathrooms featuring a jetted bathtub and hair drye ...
Click For Pricing
VRBO

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