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 $1486 per night (USD)
VRBO
Hyatt Beach House Residences! Keys, Hot Tub, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the glamour of this stylish, upscale place. Welcome to your own private sanctuary among the lush landscape of Key ...
From $1486 per night (USD)
VRBO
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Expedia
You Found the One!!! Approx 4 miles from Duval St. 2 BDRM 2BATH CONDO. SLEEPS 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sleeps up to 6 guests Lush tropical beauty welcomes you to a spacious residential-style condominium featuring a primary ...
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Expedia
From $271 per night (USD)
VRBO
Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w/boat slip for rent
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $271 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Cozy Houseboat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perched on the shimmering waters, this 1 bedroom, 1 bath houseboat epitomizes cozy waterfront living. Step inside and y ...
From $431 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Key West Home on Golf Course w/ Patio & Grill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Play a round of golf, snorkel the crystal-clear waters, and explore Key West’s bustling downtown when you stay at this l ...
From $245 per night (USD)
VRBO
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Expedia
Key West Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Luxurious accommodations, recreational amenities include an outdoor pool, a spa tub, and bicycles to rent. This hotel a ...
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Expedia
From $374 per night (USD)
VRBO
Stay at SUNRISE SUITES 203!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise Suite 203 is a quiet alternative to the bustling noise of downtown Key West. Located just a 10-minute drive from ...
From $374 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Retreat to RUM CAY @ Sunrise Suites
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Rum Cay offers a quiet alternative to the downtown area of Key West. This modern condo is located a short 10-minute ride ...
From $389 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Key West King Escape, Fairfield Inn, Outdoor Swimming Pool | Near Mallory Square
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $222 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Key West Stay Ideal For Couple Close to Mallory Square | Outdoor Swimming Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $222 per night (USD)
VRBO
From $248 per night (USD)
VRBO
Newly Renovated Hotel w/ Outdoor Pool | Short Drive to Historic Old Town
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $248 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $247 per night (USD)
VRBO
From $308 per night (USD)
VRBO
An Island Siesta: 2 BR, 2 BA in Key West, Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This lovely, fully furnished, townhouse has two bedrooms that sleeps up to 6 and two full baths . The spacious upstairs ...
From $308 per night (USD)
VRBO
From $518 per night (USD)
VRBO
Ocean Front Lower Keys on Stock Island, 3/2 luxury condo at the Ocean's Edge!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This ocean front 3/2 condominium is fully equipped with all the amenities you will need for a relaxing stay. The gated c ...
From $518 per night (USD)
VRBO
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VRBO
Keys to Paradise by AvantStay | Balcony, Pool, Golf
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This home is available for stays of 28 nights or longer. Welcome to Keys to Paradise, your Key West sanctuary nestled r ...
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VRBO
From $5625 per night (USD)
VRBO
Hyatt 2-bedroom resort in delightful Key West with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled along the Atlantic Ocean, Hyatt Windward Pointe Resort seamlessly combines the relaxed Key West vibe with a mode ...
From $5625 per night (USD)
VRBO
From $5625 per night (USD)
VRBO
Hyatt Beach House Resort Key West 2-bedroom with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your private sanctuary in the lush landscape of Key West. Imagine old-fashioned screen-enclosed porches, gard ...
From $5625 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Key West Oasis-1Br/2Ba Loft Town Home in a Resort
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Experience the perfect balance of excitement and tranquility in this charming loft town home. Minutes from downtown, ye ...
From $376 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Charming 3-bedroom townhome with WiFi, AC in fantastic Key West Golf Course
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Your home away from home in Key West with 3 bedrooms. This adorable townhome features a cozy sofa bed, a comfortable que ...
From $290 per night (USD)
VRBO
From $1069 per night (USD)
VRBO
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Dream Getaway at the Beach House Resort+Amenities. 2BR
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Key West Paradise at the Beach House Resort Retreat! 🏖️ Additional $ ...
From $1069 per night (USD)
VRBO
From $441 per night (USD)
VRBO
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
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 $441 per night (USD)
VRBO
From $592 per night (USD)
VRBO
2BR Apt in Oceanview Resort w/ Sunset Cruises & Poolside Relaxation
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $592 per night (USD)
VRBO
From $591 per night (USD)
VRBO
2 Suites Oceanview Balcony King at Oceans Edge Key West, Full Service Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $591 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Oceanview Balcony King Suite at Oceans Edge Key West, Sunset Cruises
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $297 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Ocean View Balcony King Room at Oceans Edge, Panoramic Water Views, Pets Welcome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $250 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Serene Retreat w/ Waterfront Balcony & Easy Access to Paddleboarding
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $297 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Room in Coastal Resort w/ Oceanview - Six Pools & Pvt Oceanview Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $310 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Elegant Resort Room w/ Paddleboards, Kayaks & Breathtaking Oceanviews
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $282 per night (USD)
VRBO
From $625 per night (USD)
VRBO
2 Suites 2 Queen w/ Oceanview at Oceans Edge Resort, Kayak Rentals, 6 Pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $625 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Oceanview Balcony 2 Queen Room at Oceans Edge Resort, Six Saltwater Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $282 per night (USD)
VRBO
From $559 per night (USD)
VRBO
2 Cozy Resort Rooms Perfect for Family Vacations, Enjoy Pools & Water Activities
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $559 per night (USD)
VRBO
From $564 per night (USD)
VRBO
Ocean View Balcony 2 Queen at Oceans Edge Key West, Saltwater Pools - 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $564 per night (USD)
VRBO
From $620 per night (USD)
VRBO
2 Charming Oceanfront Rooms w/ Full-Service Marina & Bike Rentals - Pets Welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $620 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Comfortable Family Resort Room w/ Ocean Views, Kayak Rentals & Six Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high defi ...
From $250 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Ocean Oasis at Sunset Marina-2 bed 2 bath oceanfront condo w/boat slip rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $258 per night (USD)
VRBO
From $806 per night (USD)
Expedia
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
All aboard this 48 foot motor yacht in Key West. Get ready to live your best life on this yacht, featuring a luxurious p ...
From $806 per night (USD)
Expedia
From $2472 per night (USD)
VRBO
Parking, Pool & Pet Friendly - Catchlight House
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: Welcome to your ultimate Key West getaway! This stunning 6-bed, 6.5-bath home perfectly blends comfort, style, ...
From $2472 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high defi ...
From $312 per night (USD)
VRBO
From $2845 per night (USD)
VRBO
Parking, Pool & Pet Friendly - Larkshine House
Bedrooms:
8
Bathrooms:
8
Sleeps:
18
Summary: Welcome to Larkshine House in Lunara Bay, Key West—a perfect retreat for families and large groups! This 8-bedr ...
From $2845 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Island Oasis-2 Bedroom Townhouse in the Gated Community of the Key West Golf Club
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Step into our Island Oasis! A very spacious 2-bedroom, 1 1/2 -bathroom home, perfect for your island getaway, in the cov ...
From $182 per night (USD)
VRBO
From $253 per night (USD)
VRBO
2 Bedroom Townhome in the Key West Golf Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
**Beautiful 2-Bedroom Townhome in Key West Golf Club** Welcome to this charming 2-bedroom, 2.5-bathroom townhome locate ...
From $253 per night (USD)
VRBO
From $773 per night (USD)
Expedia
3-bedroom townhome in Key West with fitness room, WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your cozy getaway awaits in Key West at this lovely townhome. With 3 bedrooms including 2 king beds and 2 queen beds, th ...
From $773 per night (USD)
Expedia
From $2162 per night (USD)
VRBO
Floralee House | Stunning Estate w/ Heated Pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: Welcome to your dream Key West escape! This stunning 6-bedroom, 6.5-bath home offers luxury and island charm ju ...
From $2162 per night (USD)
VRBO
From $2338 per night (USD)
Expedia
Gorgeous KW Home w/ Heated Pool - Palmgale Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: Discover your perfect Key West getaway! This luxurious 6-bedroom, 6.5-bath home combines sophistication with is ...
From $2338 per night (USD)
Expedia
From $246 per night (USD)
VRBO
PAINTED SKY~2 BR/2 Ba Waterfront Condo at Sunset Marina w/ Pool & Boat Slip!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ISLAND MASTERPIECE... In the private gated community of Sunset Marina, this exquisite waterfront condo's view is awash i ...
From $246 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Mermaid's Retreat at Coral Hammock Key West Island living at its best
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Mermaids Retreat Escape to the tropical charm of Mermaids Retreat, where comfort meets convenience in a sere ...
From $580 per night (USD)
Expedia
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VRBO
Charming 2-bedroom resort with WiFi, AC in gorgeous Key West. Quiet & relaxing
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your home away from home in Key West with 2 bedrooms. This enchanting resort offers a cozy living room with a sofa bed, ...
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VRBO
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Expedia
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Come and experience living the FLORIDA KEYS dream. As seen on the TV show “ My Floating Home”. This charming tiny float ...
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Expedia
From $623 per night (USD)
VRBO
Funky Chicken Cottage with shared pool, 3 bed 3 bath minutes from Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover this 3-bedroom gem in Key West. This tranquil townhome offers a wonderful escape for guests. With 1 king bed an ...
From $623 per night (USD)
VRBO
From $381 per night (USD)
VRBO
NEW monthly LISTING: 3000+ SQUARE FOOT HOME 0N OVER 1/4 ACRE POOL SPA AND GARDEN
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
BEDAZZLING COMPOUND... This wonderful home is situated on a tremendously landscaped and walled double lot in New Town. ...
From $381 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Cabana at the Golf Club-Monthly Rental Charming 2-Bedroom Golf Course Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming 2-Bedroom Retreat with Golf Course Views | Key West Golf Club Community Nestled in the picturesque Key West Go ...
From $179 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Waterfront 5 Bedroom Mansion with Pool&Dock
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Escape to a luxurious waterfront oasis located at Key Haven, just a stone's throw from Key West. Bring your boat up to 3 ...
From $627 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, Close to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, and Close to Beach! Salt Pond Hideaway is your ideal retreat ...
From $334 per night (USD)
VRBO
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Expedia
Waterfront Resort, New Year’s Eve, 7 Nights, Sleeps 6, Pool, Hot Tub, Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have I mentioned that this listing is for celebrating New Year’s Eve in sunny Key West, FL? You will be staying at the H ...
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Expedia
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VRBO
Waterfront Resort, Private Beach, Boat Docks, Sleeps 6, Pool, Hot Tub, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your vacation get-away at the Hyatt Beach House in sunny Key West, FL; 7 nights; fully furnished condo style resid ...
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VRBO
From $669 per night (USD)
Expedia
Oceanfront Resort, Infinity Pool, Hot Tub, Courtyard, Sleeps 6, 7 Nights, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your vacation get-away at the Hyatt Windward Pointe in sunny Key West, FL; 7 nights; fully furnished condo style r ...
From $669 per night (USD)
Expedia
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VRBO
Oceanfront Resort, Infinity Pool, Hot Tub, Courtyard, Sleeps 6, 7 Nights, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your vacation get-away at the Hyatt Windward Pointe in sunny Key West, FL; 7 nights; fully furnished condo style r ...
Click For Pricing
VRBO
From $172 per night (USD)
VRBO
NEW LISTING - CHARMING 2-BEDROOM CONDO IN BEAUTIFUL KEY WEST
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We just purchased our 2-bedroom, 2-bathroom property at the beautifully landscaped Las Salinas Condominiums in Key West. ...
From $172 per night (USD)
VRBO
From $340 per night (USD)
VRBO
The Salt Cay | Updated! Stunning Sunset View, Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Salt Cay | Updated! Stunning Sunset View, Pool! Escape to The Salt Cay, a serene, beautifully updated, and well-app ...
From $340 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Heron House | Canal Front 3-Bedroom Home w/ Private Boat Docking in Key Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Heron House | Canal Front 3-Bedroom Home with Private Boat Docking in Key Haven Located in the serene and sought-after ...
From $338 per night (USD)
Expedia
From $209 per night (USD)
VRBO
2 bedroom Town home in a gated community with a resort sytle pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just a few minutes from Key West, enjoy the peace and tranquility of this 2 story home, located in the Key West Golf Clu ...
From $209 per night (USD)
VRBO
From $660 per night (USD)
Expedia
**OCEANFRONT OASIS @ KEY HAVEN** Private Home & Pool + LAST KEY SERVICES…
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! OCEANFRONT OA ...
From $660 per night (USD)
Expedia
From $671 per night (USD)
VRBO
New Listing! Key Lime Paradise/Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come find your slice of paradise in this 2 bed 2 full bath newly renovated condo. This listing is perfect for those want ...
From $671 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Oceanfront Resort, RWO Championship Boat Races, Pool, Hot Tub, Sleeps 6, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have I mentioned that this listing is for Race World Offshore Power Boat World Championship Races in sunny Key West, FL? ...
From $838 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Double Cabin Luxury Power Motor Yacht in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy a five star marina in key west on a double cabin luxury power motor yacht. This amazing property features 1 king b ...
From $429 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the charm of “Old Key West” aboard Vita Felice, a Luxurious Vintage Yacht and a piece of American History. Thi ...
From $556 per night (USD)
Expedia
From $838 per night (USD)
VRBO
Waterfront Resort, RWO Championship Boat Races, Pool, Hot Tub, Sleeps 6, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have I mentioned that this listing is for Race World Offshore Power Boat World Championship Races in sunny Key West, FL? ...
From $838 per night (USD)
VRBO
From $979 per night (USD)
Expedia
Waterfront Resort, Fantasy Fest, Private Beach, Boat Docks, Sleeps 6, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have I mentioned that this listing is for celebrating Fantasy Fest in sunny Key West, FL? You will be staying at the Hya ...
From $979 per night (USD)
Expedia
From $716 per night (USD)
VRBO
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
You and your guests will have exclusive use of this 50 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $716 per night (USD)
VRBO
From $894 per night (USD)
Expedia
Oceanfront Resort, Thanksgiving Week, Infinity Pool, Hot Tub, Sleeps 6, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your Thanksgiving vacation get-away at the Hyatt Windward Pointe in sunny Key West, FL; 7 nights; fully furnished ...
From $894 per night (USD)
Expedia
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VRBO
Oceanfront Resort, Infinity Pool, Hot Tub, Courtyard, Sleeps 6, 7 Nights, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your vacation get-away at the Hyatt Windward Pointe in sunny Key West, FL; 7 nights; fully furnished condo style r ...
Click For Pricing
VRBO
From $403 per night (USD)
Expedia
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
Bedrooms:
0
Bathrooms:
2
Sleeps:
3
**Escape to Paradise on a Floating Retreat in Key West!** Welcome to your unforgettable getaway aboard this gemini sa ...
From $403 per night (USD)
Expedia
From $894 per night (USD)
VRBO
Oceanfront Resort, Fantasy Fest, Infinity Pool, Hot Tub, Sleeps 6 7 Nites, Hyatt
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have I mentioned that this listing is for celebrating Fantasy Fest in sunny Key West, FL? You will be staying at the Hya ...
From $894 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Waterfront Boater's Paradise on deep water canal, boat dock, ocean access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Tropical waterfront getaway. A Boater's Paradise. This charming 4 bedroom (1 King, 3 Queens), 2 bath bungalow is located ...
From $685 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Cat Island Suite | Beautifully Renovated w/ Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cat Island Suite | Updated! Stunning Sunset View, Pool! Escape to Cat Island Suite, a serene, beautifully updated, and ...
From $400 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Butterfly Nest | Newly Updated w/ Shared Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Butterfly Nest | Newly Updated w/ Shared Pool Escape to Butterfly Nest, a serene, beautifully designed 2-bedroom condo ...
From $349 per night (USD)
Expedia
From $351 per night (USD)
VRBO
The Andros | Incredible Views w/ Shared Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Andros | Incredible Views w/ Shared Pool Escape to The Andros, a serene, beautifully designed 2-bedroom, 2-bath con ...
From $351 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Key West Happy Hideaway! 2 BDR/1.5 BA, GOLF POOL, GYM
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Key West Happy Hideaway is exactly that! Your perfect little hideaway nestled in the beautiful and lush landscaping of t ...
From $160 per night (USD)
Expedia
From $690 per night (USD)
VRBO
Key West Paradise 3-bedroom townhome w/large shared pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Perfect for family getaways or group trips, this spacious townhome offers plenty of room for everyone to enjoy. It featu ...
From $690 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Private & Haven-ly pool home on boating canal
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
This Haven-ly Marina home is a picture perfect Keys escape. The 2 bed/2 bath main home and 1/1 casita is situated on a c ...
From $418 per night (USD)
Expedia
Click For Pricing
VRBO
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Key West just minutes from beautiful sunsets at Mallory Square or renowned dining and nightlife of Duval Stre ...
Click For Pricing
VRBO
From $1719 per night (USD)
VRBO
Luxurious 60' Yacht, sleeps 6 +2, fitness, wifi, BBQ, NEW to VRBO, Key West
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Unwind in Key West at this marvelous yacht. With 3 cozy bedrooms including a queen bed, 2 twin beds, and a child bed, gu ...
From $1719 per night (USD)
VRBO
From $643 per night (USD)
VRBO
Coral Oasis – Spacious 3BR Retreat, Shared Pool, Dog Friendly, Parking, Minutes to Downtown Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Coral Oasis, a charming 3-bedroom townhouse nestled in a gated community just over Cow Key Bridge from Key We ...
From $643 per night (USD)
VRBO
From $235 per night (USD)
VRBO
8th Hole Golf Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Luxury Two-Bedroom Condo with Resort-Style Amenities for Rent in Key West Golf Club Community. ...
From $235 per night (USD)
VRBO
From $351 per night (USD)
VRBO
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Samana Cay | Tropial, Airy Retreat w/ Private Balcony & Pool! Escape to The Samana Cay, a bright and inviting 2-bed ...
From $351 per night (USD)
VRBO
From $1350 per night (USD)
Expedia
Charming 2-bedroom resort with WiFi, fitness room in phenomenal Key West.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this enchanting 2-bedroom gem in Key West. This charming resort boasts a cozy atmosphere with 1 king bed and 2 ...
From $1350 per night (USD)
Expedia
Click For Pricing
VRBO
Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Get ready to relax in this 2-bedroom villa in Key West. Hyatt Beach House Resort features over seventy luxurious two-be ...
Click For Pricing
VRBO
From $653 per night (USD)
Expedia
3-bedroom ocean view condo in delightful Key West with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover this delightful 3-bedroom gem in Key West. This charming condo features 1 king bed, 1 queen bed, and 2 twin bed ...
From $653 per night (USD)
Expedia
Click For Pricing
VRBO
2 Bedrooms, 1 Bath-42' Hatteras in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate escape aboard our 42’ Hatteras, docked at the exclusive Perry Marina. This spacious yacht offers ...
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VRBO
From $648 per night (USD)
Expedia
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate escape aboard our 40’ yacht, docked at the exclusive Perry Marina. This unique yacht is perfect ...
From $648 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Poolside Suite with Direct Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience luxury at Beachside Resort, set on seven acres of property overlooking the Gulf of Mexico. Unwind in ...
From $430 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Poolside Suite with Direct Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience luxury at Beachside Resort, set on seven acres of property overlooking the Gulf of Mexico. Unwind in ...
From $430 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Poolside Suite with Direct Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience luxury at Beachside Resort, set on seven acres of property overlooking the Gulf of Mexico. Unwind in ...
From $430 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Poolside Suite with Direct Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience luxury at Beachside Resort, set on seven acres of property overlooking the Gulf of Mexico. Unwind in ...
From $427 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Sunrise Condo at Seaside - KEY WEST!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Now through September: Reduced Rates + 2-Night Minimum! The owners of Sunrise Condo have made thoughtful upgrades based ...
From $394 per night (USD)
VRBO
From $1311 per night (USD)
VRBO
Your Luxurious Key West Escape Awaits – A Boater’s Dream Retreat!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Your Luxurious Key West Escape Awaits – A Boater’s Dream Retreat... Nestled in the exclusive Key Haven neighborhood, ju ...
From $1311 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Charming Key West Town Home Beach/Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Home of Famous Ernest Hemingway and Jimmy Buffet. Enjoy the downtown area on Duval Street where Sloppy Joe's and Captain ...
From $354 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Key Haven Coastal Retreat - Canal front with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Key Haven Coastal Retreat – Your Private Waterfront Paradise Discover luxury island living at Key Haven Coas ...
From $375 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Cozy 1 Bedroom Green Flash Houseboat @ the Perry Marina with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to our unique and Cozy houseboat, where tranquility meets adventure! Enjoy a spacious living room and a fully equ ...
From $492 per night (USD)
VRBO
From $544 per night (USD)
VRBO
Cozy houseboat Felix the Cat Experience with AC and WiFi @ The Perry
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome aboard our cozy houseboat nestled in the Perry Marina! Uniquely crafted by legendary artist, immerse yourself in ...
From $544 per night (USD)
VRBO

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