Stock Island Rentals
- From $969 per night (USD)
VRBO
Resort View Three Bedroom Residence
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $969 per night (USD)VRBO
- From $969 per night (USD)
Expedia
Resort View Three Bedroom Residence
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $969 per night (USD)Expedia
- From $1057 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1057 per night (USD)VRBO
- From $1057 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1057 per night (USD)Expedia
- From $1057 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1057 per night (USD)VRBO
- From $969 per night (USD)
Expedia
Resort View Three Bedroom Residence
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $969 per night (USD)Expedia
- From $1057 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1057 per night (USD)VRBO
- From $969 per night (USD)
Expedia
Resort View Three Bedroom Residence
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $969 per night (USD)Expedia
- From $969 per night (USD)
VRBO
Resort View Three Bedroom Residence
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $969 per night (USD)VRBO
- From $1057 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1057 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)VRBO
- From $651 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)VRBO
- From $651 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)VRBO
- From $651 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)VRBO
- From $651 per night (USD)
Expedia
Two Bedroom Residence
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $651 per night (USD)Expedia
- From $969 per night (USD)
VRBO
Resort View Three Bedroom Residence
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $969 per night (USD)VRBO
- From $1057 per night (USD)
Expedia
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1057 per night (USD)Expedia
- From $1057 per night (USD)
VRBO
Ocean Front Presidential Suite | Beachside Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on seven acres of property overlooking the Gulf of Mexico, experience luxury at Beachside Resort & Residenc ...
From $1057 per night (USD)VRBO
- From $431 per night (USD)
Expedia
Sunrise 307-2BR\/2BA condo near beaches with pool, parking, balcony
- 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 $431 per night (USD)Expedia
- From $810 per night (USD)
VRBO
Reduced Rate! 46’ Yacht in Beautiful Resort!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
New Listing on VRBO! You and your guests will have exclusive use of this 46 ft yacht all to yourselves. The yacht stays ...
From $810 per night (USD)VRBO
- From $716 per night (USD)
Expedia
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 $716 per night (USD)Expedia
- From $2831 per night (USD)
VRBO
Spacious Luxury Super Yacht
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Take your vacation to the next level by staying dockside on this115 foot private, luxury yacht. Hot Tub, hammocks, & BBQ ...
From $2831 per night (USD)VRBO
- From $570 per night (USD)
Expedia
Heron House | Luxury Waterfront Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Summary: Beautifully renovated canal home located just outside Key West in an exclusive Key Haven neighborhood. This 28- ...
From $570 per night (USD)Expedia
- From $629 per night (USD)
VRBO
NEW! Haven House | Waterfront Home, Amazing Views!
- 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 $629 per night (USD)VRBO
- From $769 per night (USD)
Expedia
Awai's Floating Villa - Luxury Houseboat
- 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 $769 per night (USD)Expedia
- From $462 per night (USD)
VRBO
Memories of a Lifetime! A one of a Kind Sailboat!\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Based in the incredible Perry Marina and Resort, your vacation aboard this stunning historical sailboat will be a treasu ...
From $462 per night (USD)VRBO
- From $1090 per night (USD)
Expedia
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 $1090 per night (USD)Expedia
- From $271 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 $271 per night (USD)VRBO
- From $355 per night (USD)
Expedia
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 $355 per night (USD)Expedia
- From $571 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 $571 per night (USD)VRBO
- From $691 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 $691 per night (USD)VRBO
- From $524 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 $524 per night (USD)VRBO
- From $2854 per night (USD)
Expedia
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 $2854 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Beautiful Coral Hammock Key West Condo
- 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 $465 per night (USD)VRBO
- From $250 per night (USD)
Expedia
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 $250 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Dog-friendly duplex with a furnished patio & fast WiFi - near beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical Treat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $315 per night (USD)VRBO
- From $1238 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 $1238 per night (USD)VRBO
- 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 PricingVRBO
- From $945 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 $945 per night (USD)VRBO
- From $1591 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 $1591 per night (USD)VRBO
- From $1573 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 $1573 per night (USD)VRBO
- From $1629 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 $1629 per night (USD)VRBO
- From $1474 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 $1474 per night (USD)VRBO
- From $1520 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 $1520 per night (USD)VRBO
- From $1584 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 $1584 per night (USD)VRBO
- From $1621 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 $1621 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 PricingExpedia
- From $266 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 $266 per night (USD)VRBO
- Click For Pricing
Expedia
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Stay on this gorgeous 53’ Hatteras yacht with cherry wood throughout and a huge salon with everything you need to relax ...
Click For PricingExpedia
- From $439 per night (USD)
VRBO
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 $439 per night (USD)VRBO
- From $254 per night (USD)
Expedia
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 $254 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $428 per night (USD)
Expedia
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 $428 per night (USD)Expedia
- From $457 per night (USD)
VRBO
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 $457 per night (USD)VRBO
- From $530 per night (USD)
Expedia
New! Butterfly Nest- Newly Decorated & Shared Pool
- 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 ...
From $530 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Cozy 1BR, Spacious Felix Boat Experience in Key West, Perry Marina - Wifi & AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome aboard our newly renovated houseboat nestled in the Perry Marina! Uniquely crafted by legendary artist, immerse ...
From $431 per night (USD)VRBO
- From $434 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 $434 per night (USD)VRBO
- From $483 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 $483 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Newly Renovated Hotel w\/ Outdoor Pool | Short Drive to Historic Old Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $510 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $510 per night (USD)VRBO
- From $527 per night (USD)
VRBO
Modern Houseboat Oasis, 1BD, WiFi & AC - Writer’s Block in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome aboard the Writer's Block! A Houseboat, where the gentle lull of the waves inspires creativity and ignites the i ...
From $527 per night (USD)VRBO
- From $449 per night (USD)
VRBO
The SeaRay Experience boat with 2 bedrooms and WiFi, AC in Perry Marina Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome aboard the Cozy Sea Ray Experience! This cozy yacht boasts a stylish interior with two staterooms, one half bath ...
From $449 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Dockside 2BD Monte Carlo in enchanting Key West, Perry Marina with WiFi & Gym
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the ultimate getaway on the water with our stunning Wellcraft Monte Carlo boat! This stylish and vessel offer ...
From $350 per night (USD)VRBO
- From $522 per night (USD)
VRBO
Luxury Houseboat, 1BD WiFi & AC Oasis @ The Perry, Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Enchantress. This modern houseboat has been handcrafted to provide a warm and wholehearted True Key West ...
From $522 per night (USD)VRBO
- From $310 per night (USD)
Expedia
New Property! An Island Siesta
- 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 $310 per night (USD)Expedia
- From $562 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 $562 per night (USD)VRBO
- From $343 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 $343 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
- From $313 per night (USD)
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 ...
From $313 per night (USD)VRBO
- From $262 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 $262 per night (USD)Expedia
- From $1046 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 $1046 per night (USD)VRBO
- From $668 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 $668 per night (USD)Expedia
- From $1390 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 $1390 per night (USD)VRBO
- From $1158 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 $1158 per night (USD)VRBO
- From $567 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 $567 per night (USD)VRBO
- From $532 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 $532 per night (USD)VRBO
- From $678 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 $678 per night (USD)VRBO
- From $570 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 $570 per night (USD)VRBO
- From $539 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 $539 per night (USD)VRBO
- From $1141 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 $1141 per night (USD)VRBO
- From $514 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 $514 per night (USD)VRBO
- From $1077 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 $1077 per night (USD)VRBO
- From $1041 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 $1041 per night (USD)VRBO
- From $1369 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 $1369 per night (USD)VRBO
- From $562 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 $562 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Yacht Primary Guest Quarters - Key West Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1-bedroom Primary Guest Suite in Key West is perfect for your escape. The bright bedroom features a nice queen bed, ...
From $325 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Tropical Tee Time Villa
- Bedrooms:
- 4
- 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 $219 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Casa Del Mar in Beautiful Key west. Amazing open water view!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Key West like a local in this charming 4-bedroom house. With 1 king bed, 2 queen beds, and 1 twin bed, guests ...
From $263 per night (USD)VRBO
- From $2587 per night (USD)
Expedia
Brand New! Catchlight House with Private Pool!
- 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 $2587 per night (USD)Expedia
- From $802 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 $802 per night (USD)VRBO
- From $2058 per night (USD)
Expedia
Brand New Build! Larkshine House - Pool
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 18
Summary: Welcome to Larkshine House in Key Haven Estates, Key West—a perfect retreat for families and large groups! This ...
From $2058 per night (USD)Expedia
- From $501 per night (USD)
VRBO
New Years in Key West! 2 bedroom Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spread out with the whole family in this spacious two-bedroom suite. Stunning waters and pristine beach greet you in Key ...
From $501 per night (USD)VRBO
- From $1407 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 $1407 per night (USD)VRBO
- From $1918 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 $1918 per night (USD)VRBO
- From $1556 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 $1556 per night (USD)VRBO