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 $645 per night (USD)
VRBO
Triple Crown Villa- Boaters Paradise with Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
If you're looking for a luxurious and unforgettable waterfront vacation experience, look no further than this stunning v ...
From $645 per night (USD)
VRBO
From $4016 per night (USD)
VRBO
Luxury Motor Yacht Ready II Play
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Elevate your vacation experience by staying dockside aboard Motor Yacht Ready II Play, located on beautiful Okaloosa Isl ...
From $4016 per night (USD)
VRBO
From $456 per night (USD)
VRBO
Gorgeous Waterfront Home - Haven House
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: The Haven House is truly heavenly on the quiet residential canals in Key Haven. This home boasts a modern water ...
From $456 per night (USD)
VRBO
From $847 per night (USD)
Expedia
Waterfront & Heated Pool - Awai's Floating Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience Key West in a new way: aboard a luxury houseboat! From watching sunrise on the dock to watching suns ...
From $847 per night (USD)
Expedia
$Amazing 4 Bdrm, 4 Bath Catamaran - Purpus\n$
From $1077 per night (USD)
VRBO
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus\n
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 $397 per night (USD)
VRBO
Last Mango Beach Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the allure of La Brisa Penthouse! Step into this captivating two-bedroom, two-bathroom condo nestled within t ...
From $397 per night (USD)
VRBO
$Key Haven 3bedroom 2bath canal front home w\/boat dock, private pool, parking$
From $312 per night (USD)
VRBO
Key Haven 3bedroom 2bath canal front home w\/boat dock, private pool, parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $312 per night (USD)
VRBO
$Escape to \Oasis on 18th\ w\/ PRIVATE HEATED Pool in the KW Golf Club Sanctuary!$
From $354 per night (USD)
VRBO
Escape to \"Oasis on 18th\" w\/ PRIVATE HEATED Pool in the KW Golf Club Sanctuary!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to your own private paradise at "Oasis on 18th," a luxurious three-bedroom, three-bathroom haven nestled within t ...
From $354 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Escape to the Keys! Modern Pet-friendly Unit! EV Charger and Parking! Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $370 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $306 per night (USD)
VRBO
From $1020 per night (USD)
VRBO
VRBO Elite 72' Luxury Motor Yacht
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
New VRBO listing! Be one of the first guests aboard this beautiful, one of kind yacht. You and your guests will have exc ...
From $1020 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Key West - Stock Island
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Two Bedroom and 2 and Half Bath beautiful condo in great private Coral Hammock community, close to Golf Course and short ...
From $260 per night (USD)
Expedia
$Seaside Serenity-2BD 2BA condo w\/ pool, parking, tennis courts, near beaches$
From $196 per night (USD)
VRBO
Seaside Serenity-2BD 2BA condo w\/ pool, parking, tennis courts, near beaches
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 $196 per night (USD)
VRBO
From $1125 per night (USD)
VRBO
Hyatt Windward Point, Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale re ...
From $1125 per night (USD)
VRBO
$Hyatt Windward Pointe 2BR in Key West 6\/22\/2024 to 6\/29\/2024 for 7 nights$
Click For Pricing
VRBO
Hyatt Windward Pointe 2BR in Key West 6\/22\/2024 to 6\/29\/2024 for 7 nights
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This listing is for 7 nights from Saturday 6/22/2024 to Saturday 6/29/2024 only (Dates cannot be changed.). Hyatt Wind ...
Click For Pricing
VRBO
From $769 per night (USD)
VRBO
Oceans Edge Key West Resort, Hotel & Marina!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This stylish place to stay is perfect for group trips. This smoke-free hotel features a marina, 6 outdoor pools, and a r ...
From $769 per night (USD)
VRBO
From $1483 per night (USD)
VRBO
Windward Point Beachfront Resort, Hot Tub, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale re ...
From $1483 per night (USD)
VRBO
From $1482 per night (USD)
VRBO
Windward Point Beachfront Resort, Hot Tub, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the glamour of this stylish, upscale place. Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the ...
From $1482 per night (USD)
VRBO
From $1545 per night (USD)
VRBO
Mallory Resort, Beach, Hot Tub, Pool, BBQ, Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Let your spirit rejuvenate and your soul relax in lush tropical surroundings at the Coconut Mallory Marina & Resort! Loc ...
From $1545 per night (USD)
VRBO
From $1450 per night (USD)
VRBO
Oceans Edge Key West Resort, Hotel & Marina!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay in an upscale place that's near everything you want to visit. Located in Key West, Oceans Edge Key West Resort, Hot ...
From $1450 per night (USD)
VRBO
From $1393 per night (USD)
VRBO
Hyatt Beach House Residences! Keys, Hot Tub, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your own private sanctuary among the lush landscape of Key West - envision old-fashioned screen-enclosed porc ...
From $1393 per night (USD)
VRBO
From $1483 per night (USD)
VRBO
Windward Point Beachfront Resort, Hot Tub, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the glamour of this stylish, upscale place. Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the ...
From $1483 per night (USD)
VRBO
From $1575 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 $1575 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
$Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w\/boat slip for rent$
From $256 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 $256 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
$Key West Home on Golf Course w\/ Patio & Grill!$
From $244 per night (USD)
VRBO
Key West Home on Golf Course w\/ Patio & Grill!
Bedrooms:
2
Bathrooms:
3
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 $244 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $659 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 $659 per night (USD)
VRBO
From $639 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 $639 per night (USD)
Expedia
$Butterfly Nest - Pool View Condo w\/ Pvt Balcony$
Click For Pricing
VRBO
Butterfly Nest - Pool View Condo w\/ Pvt Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: - Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. - Just 1 mile from t ...
Click For Pricing
VRBO
From $228 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 $228 per night (USD)
VRBO
From $228 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 $228 per night (USD)
VRBO
$Newly Renovated Hotel w\/ Outdoor Pool | Short Drive to Historic Old Town$
From $258 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 $258 per night (USD)
VRBO
From $258 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 $258 per night (USD)
VRBO
From $298 per night (USD)
Expedia
An Island Siesta: 2 BR, 2 BA Townhouse in Key West, Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This lovely, fully furnished, townhouse has two bedrooms that sleeps up to 6 and two full baths . The spacious upstairs ...
From $298 per night (USD)
Expedia
$Ocean Front Lower Keys on Stock Island, 3\/2 luxury condo at the Ocean's Edge!$
From $527 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 $527 per night (USD)
VRBO
From $385 per night (USD)
Expedia
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 ...
From $385 per night (USD)
Expedia
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
$Key West Oasis-1Br\/2Ba Loft Town Home in a Resort$
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $145 per night (USD)
Expedia
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 $145 per night (USD)
Expedia
From $809 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 $809 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
You and your guests will have exclusive use of this 40ft yacht all to yourselves. The yacht stays docked, the entire res ...
From $503 per night (USD)
Expedia
$2BR Apt in Oceanview Resort w\/ Sunset Cruises & Poolside Relaxation$
From $898 per night (USD)
VRBO
2BR Apt in Oceanview Resort w\/ Sunset Cruises & Poolside Relaxation
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $898 per night (USD)
VRBO
From $807 per night (USD)
VRBO
2 Suites Oceanview Balcony King at Oceans Edge Key West, Full Service Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $807 per night (USD)
VRBO
From $403 per night (USD)
VRBO
Oceanview Balcony King Suite at Oceans Edge Key West, Sunset Cruises
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $403 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Ocean View Balcony King Room at Oceans Edge, Panoramic Water Views, Pets Welcome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $349 per night (USD)
VRBO
$Serene Retreat w\/ Waterfront Balcony & Easy Access to Paddleboarding$
From $449 per night (USD)
VRBO
Serene Retreat w\/ Waterfront Balcony & Easy Access to Paddleboarding
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $449 per night (USD)
VRBO
$Room in Coastal Resort w\/ Oceanview - Six Pools & Pvt Oceanview Balcony$
From $424 per night (USD)
VRBO
Room in Coastal Resort w\/ Oceanview - Six Pools & Pvt Oceanview Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $424 per night (USD)
VRBO
$Elegant Resort Room w\/ Paddleboards, Kayaks & Breathtaking Oceanviews$
From $427 per night (USD)
VRBO
Elegant Resort Room w\/ Paddleboards, Kayaks & Breathtaking Oceanviews
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $427 per night (USD)
VRBO
$2 Suites 2 Queen w\/ Oceanview at Oceans Edge Resort, Kayak Rentals, 6 Pools$
From $848 per night (USD)
VRBO
2 Suites 2 Queen w\/ Oceanview at Oceans Edge Resort, Kayak Rentals, 6 Pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $848 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Oceanview Balcony 2 Queen Room at Oceans Edge Resort, Six Saltwater Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $384 per night (USD)
VRBO
From $854 per night (USD)
VRBO
2 Cozy Resort Rooms Perfect for Family Vacations, Enjoy Pools & Water Activities
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $854 per night (USD)
VRBO
From $769 per night (USD)
VRBO
Ocean View Balcony 2 Queen at Oceans Edge Key West, Saltwater Pools - 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $769 per night (USD)
VRBO
$2 Charming Oceanfront Rooms w\/ Full-Service Marina & Bike Rentals - Pets Welcome$
From $942 per night (USD)
VRBO
2 Charming Oceanfront Rooms w\/ Full-Service Marina & Bike Rentals - Pets Welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $942 per night (USD)
VRBO
$Comfortable Family Resort Room w\/ Ocean Views, Kayak Rentals & Six Pools$
From $387 per night (USD)
VRBO
Comfortable Family Resort Room w\/ Ocean Views, Kayak Rentals & Six Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $387 per night (USD)
VRBO
$Ocean Oasis at Sunset Marina-2 bed 2 bath oceanfront condo w\/boat slip rental$
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
From $592 per night (USD)
VRBO
Luxurious Key West Yacht Primary Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
NEW to VRBO! A “Superhost” honored Luxury Yacht is Expanding to VRBO! Dates Limited! All aboard this 48 foot motor yach ...
From $592 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Tropical Tee Time Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to a stunning vacation rental in Key West, nestled on a picturesque golf course within an amazing resort. This pr ...
From $275 per night (USD)
Expedia
From $1958 per night (USD)
VRBO
Parking, Pool & Pet Friendly - Catchlight House
Bedrooms:
7
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 $1958 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Located in Stock Island, a tropical paradise inside Key West. Enjoy fine dining w/ outstanding landscaping just around t ...
From $470 per night (USD)
VRBO
From $2331 per night (USD)
VRBO
Parking, Pool & Pet Friendly - Larkshine House
Bedrooms:
9
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 $2331 per night (USD)
VRBO
From $1759 per night (USD)
VRBO
Ocean's Edge | Lux Resort | Concierge | Marina
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Oceans Edge Key West Hotel & Marina is a luxurious resort located on the serene Stock Island, just minutes from the vibr ...
From $1759 per night (USD)
VRBO
From $2148 per night (USD)
VRBO
Hyatt Beach | Concierge | Spa | Pool | Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your private sanctuary at Hyatt Beach House Resort, where the lush landscapes of Key West meet unparalleled l ...
From $2148 per night (USD)
VRBO
From $1945 per night (USD)
VRBO
Sleeps 6 | Lux Resort | Pool | Hot Tub | Concierge
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Oceans Edge Key West Hotel & Marina is a luxurious resort located on the serene Stock Island, just minutes from the vibr ...
From $1945 per night (USD)
VRBO
From $1771 per night (USD)
VRBO
Prestigious | Hyatt | Hot Tub | Pool | Concierge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your private sanctuary at Hyatt Beach House Resort, where the lush landscapes of Key West meet unparalleled l ...
From $1771 per night (USD)
VRBO
From $1733 per night (USD)
VRBO
Sleeps 6 | Hyatt | Lux Resort | Concierge | Pool | Spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set along the stunning Atlantic Ocean, Hyatt Windward Pointe Resort seamlessly blends Key West’s laid-back vibe with mod ...
From $1733 per night (USD)
VRBO
From $1733 per night (USD)
VRBO
Sleeps 6 | Hyatt | Beachfront | Lux Resort | Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set along the stunning Atlantic Ocean, Hyatt Windward Pointe Resort seamlessly blends Key West’s laid-back vibe with mod ...
From $1733 per night (USD)
VRBO
From $1745 per night (USD)
VRBO
Prestigious | Gym | Pool | Marina | Concierge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Oceans Edge Key West Hotel & Marina is a luxurious resort located on the serene Stock Island, just minutes from the vibr ...
From $1745 per night (USD)
VRBO
From $1771 per night (USD)
VRBO
Sleeps 6 | Lux Resort | Hot Tub | Pool | Concierge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your private sanctuary at Hyatt Beach House Resort, where the lush landscapes of Key West meet unparalleled l ...
From $1771 per night (USD)
VRBO
From $1733 per night (USD)
VRBO
Top Class | Hyatt | Beachfront | Pool | Lux Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set along the stunning Atlantic Ocean, Hyatt Windward Pointe Resort seamlessly blends Key West’s laid-back vibe with mod ...
From $1733 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Changes In Latitude
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to coastal perfection at this upscale waterfront retreat in Key Haven, just minutes from Old Town Key West and Du ...
From $508 per night (USD)
VRBO
From $1255 per night (USD)
Expedia
VRBO NEW OFFER!! LUXURIOUS 63 ft. Yacht in an amazing resort! Jet Ski & more.
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This colossal yacht is new to our fleet and VRBO! Colossal indeed, boasting 6 staterooms with each having its own privat ...
From $1255 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Island Oasis-2 Bedroom Townhouse in the Gated Community of the Key West Golf Club
Bedrooms:
2
Bathrooms:
3
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 $238 per night (USD)
VRBO
From $253 per night (USD)
VRBO
2 Bedroom Townhome in the Key West Golf Club
Bedrooms:
3
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
Click For Pricing
VRBO
Hyatt Vacation Club at Beach House, Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Spend your days relaxing by the zero-entry pool or at our on-site beach. Set on the northeastern corner of Key West, whe ...
Click For Pricing
VRBO
Click For Pricing
Expedia
NEW Special Offer! 60 ft. Yacht with Jet Ski! Located in a Beautiful Resort!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This luxurious yacht is new to our fleet and VRBO! She is elegant in every way, Italian made, to host an amazing experie ...
Click For Pricing
Expedia
From $660 per night (USD)
VRBO
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 $660 per night (USD)
VRBO
From $1963 per night (USD)
Expedia
Parking, Heated Pool, Pet Friendly -Floralee House
Bedrooms:
7
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 $1963 per night (USD)
Expedia
From $2069 per night (USD)
VRBO
Parking, Pool & Pet Friendly - Palmgale House
Bedrooms:
7
Bathrooms:
6
Sleeps:
16
Summary: Discover your perfect Key West getaway! This luxurious 6-bedroom, 6.5-bath home combines sophistication with is ...
From $2069 per night (USD)
VRBO
$PAINTED SKY~2 BR\/2 Ba Waterfront Condo at Sunset Marina w\/ Pool & Boat Slip!$
From $269 per night (USD)
Expedia
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 $269 per night (USD)
Expedia
From $640 per night (USD)
VRBO
Mermaid's Retreat at Coral Hammock Key West Island living at its best
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Mermaids Retreat features a full-sized kitchen and a comfortable dining area, along with front and back porches for rela ...
From $640 per night (USD)
VRBO
Click For Pricing
Expedia
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, ...
Click For Pricing
Expedia
From $309 per night (USD)
VRBO
Key West Golf Club 2 Bedroom Spa Home in the sanctuary
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to your own private retreat at this stunning standalone townhouse in the Sanctuary of the Key West Golf Course. T ...
From $309 per night (USD)
VRBO
From $1450 per night (USD)
VRBO
2| Coconut Mallory | Lux Stay | Pool | Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coconut Mallory Marina & Resort is a perfect blend of Key West’s laid-back charm and modern resort luxury. Nestled near ...
From $1450 per night (USD)
VRBO
$3-bedroom condo in Key West with 180 degree Ocean View\/Marina View Cold AC, WiFi$
From $897 per night (USD)
VRBO
3-bedroom condo in Key West with 180 degree Ocean View\/Marina View Cold AC, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Key West is waiting for you at this 3-bedroom Condo. Spectacular 180 degree view of the Ocean and Yachts in the Marina. ...
From $897 per night (USD)
VRBO
From $278 per night (USD)
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 ...
From $278 per night (USD)
Expedia
From $627 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 $627 per night (USD)
VRBO
$NEW monthly LISTING: 3000+ SQUARE FOOT HOME 0N OVER 1\/4 ACRE POOL SPA AND GARDEN$
From $355 per night (USD)
VRBO
NEW monthly LISTING: 3000+ SQUARE FOOT HOME 0N OVER 1\/4 ACRE POOL SPA AND GARDEN
Bedrooms:
5
Bathrooms:
3
Sleeps:
7
BEDAZZLING COMPOUND... This wonderful home is situated on a tremendously landscaped and walled double lot in New Town. ...
From $355 per night (USD)
VRBO
From $220 per night (USD)
VRBO
Cabana at the Golf Club-Monthly Rental Charming 2-Bedroom Golf Course Retreat
Bedrooms:
2
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 $220 per night (USD)
VRBO
From $613 per night (USD)
Expedia
Waterfront 5 Bedroom Mansion with Pool&Dock
Bedrooms:
6
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 $613 per night (USD)
Expedia
From $185 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 $185 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $669 per night (USD)
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 ...
From $669 per night (USD)
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
Click For Pricing
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 $152 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 $152 per night (USD)
VRBO
From $484 per night (USD)
VRBO
The Salt Cay | Updated! Stunning Sunset View, Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Salt Cay | Updated! Stunning Sunset View, Pool! Escape to The Salt Cay, a serene, beautifully updated, and well-app ...
From $484 per night (USD)
VRBO
$Heron House | Canal Front 3-Bedroom Home w\/ Private Boat Docking in Key Haven$
From $332 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 $332 per night (USD)
Expedia

Search Your Destination Now!

Stock Island Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 555 Rentals