
Key West Rentals

- From $777 per night (USD)
VRBO
Spacious Waterfront 4 Bedroom Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
If you’re looking for an upscale escape by the sea, Havana Daydream is your Key West hidden gem. Enjoy the island life i ...
From $777 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Beach Penthouse: Ocean Views from every room Tropical Excellence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 throug ...
From $450 per night (USD)Expedia
- From $995 per night (USD)
VRBO
Oceanview home with private pool & lush landscaping!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"Banana Breeze" is an upscale escape by the sea, and considered by some to be a hidden gem. Tucked away in your own oasi ...
From $995 per night (USD)VRBO
- From $517 per night (USD)
Expedia
Hemingway Hideaway in the Truman Annex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfectly positioned townhouse in Truman Annex At Historic Foundry building. Hemingway Hideaway in Truman Annex is a de ...
From $517 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you are looking to stay in accommodations of high standards. This is the one for you! As you enter this large one bed ...
From $341 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Conch House in the Historic District
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover a piece of paradise with a beautiful conch home located in the historic district of Key West. 4-bedrooms, 2 ba ...
From $299 per night (USD)Expedia
- Click For Pricing
VRBO
ISLAND SPA in the Truman Annex
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Shipyard unit has a Queen bed, one bathroom, very sunny, bright condo.It has a very nice large deck balcony facing ...
Click For PricingVRBO
- Click For Pricing
Expedia
Luxury Galleon Resort & Marina 2 Bed/2 Bath Marina View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Galleon Resort is located in the heart of Old Town Key West and the Marina is one of the most desired harbors in the ...
Click For PricingExpedia
- From $316 per night (USD)
VRBO
BLUE HEAVEN at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $316 per night (USD)VRBO
- From $349 per night (USD)
Expedia
A Bella Capri in Key West by the Beach! *Monthly rental*
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This magnificent 5 bedroom Mediterranean villa has a landmark presence, complete privacy and a breathtaking outdoor plaz ...
From $349 per night (USD)Expedia
- From $290 per night (USD)
VRBO
OYSTER'S PEARL at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1BR 1BA condo has an extra large living room with a big screen TV. It sits nestled in the back of the Shipyard back ...
From $290 per night (USD)VRBO
- From $2396 per night (USD)
Expedia
**THE LIME & THE COCONUT @ OLD TOWN** 6BR/6BA Compound + LAST KEY SERVICES..
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! According to ...
From $2396 per night (USD)Expedia
- From $503 per night (USD)
VRBO
A LATITUDE ADJUSTMENT at the Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Foundry townhouse is a Bostonian style 3 level home located in Old Town Key West. This home has been recently renov ...
From $503 per night (USD)VRBO
- From $470 per night (USD)
Expedia
ANOTHER DAY IN PARADISE at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $470 per night (USD)Expedia
- From $959 per night (USD)
VRBO
A SUNSET BREEZE Beautiful private home with pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a beautiful private home located in the Historic Truman Gated Community Old Town Key West. Only steps away from Du ...
From $959 per night (USD)VRBO
- From $433 per night (USD)
Expedia
A SUNSET POOLSIDE in the Truman Annex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This amazing FIRST FLOOR end unit features two bedrooms and TWO ensuite bathrooms with walk in showers. Each bedroom has ...
From $433 per night (USD)Expedia
- From $457 per night (USD)
VRBO
ARCHIPELAGO ll at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newer renovation is a gorgeous 2 bedroom, 2.5 bath townhouse. The kitchen and baths are new and living room, dining ...
From $457 per night (USD)VRBO
- From $290 per night (USD)
Expedia
ALHAMBRA at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $290 per night (USD)Expedia
- From $460 per night (USD)
VRBO
SAILOR'S STORY at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Presidents Walk and Southard Court community is located in the Truman Annex Complex which is located 2 blocks from D ...
From $460 per night (USD)VRBO
- From $348 per night (USD)
Expedia
AQUA OASIS at The Truman Annex in Key West..
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $348 per night (USD)Expedia
- From $381 per night (USD)
VRBO
CONCH ISLAND at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $381 per night (USD)VRBO
- From $587 per night (USD)
Expedia
*Casa-Amelia-Key-West* 1/2 block off Duval Street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! Casa Amelia is a charming Conch house in the historic Gato Cigar Village. Wake up ...
From $587 per night (USD)Expedia
- From $551 per night (USD)
VRBO
Spacious, waterfront condo w/ a full kitchen, shared pool, & furnished balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunset at Harbour Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $551 per night (USD)VRBO
- From $1024 per night (USD)
Expedia
Commodore's Cove - Epic Location 1 Block to Duval
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Commodore's Cove offers the best of Key West: a prime location and all the amenities of home. Up to 12 can stay ...
From $1024 per night (USD)Expedia
- From $1861 per night (USD)
VRBO
Commodore's Compound - Epic Location Near Duval
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 24
Summary: Welcome to Commodore's Compound, an incredible 8 bed, 7 bath home in prime location situated just one short blo ...
From $1861 per night (USD)VRBO
- From $1077 per night (USD)
Expedia
Steps from Duval, Private Hot Tub - Seaport Suite
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Located in the heart of Old Town Key West, Seaport Suite is the ideal getaway for large groups of up to 12 gues ...
From $1077 per night (USD)Expedia
- From $468 per night (USD)
VRBO
SEASCAPE at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $468 per night (USD)VRBO
- From $271 per night (USD)
Expedia
TROPICAL VINEYARD at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $271 per night (USD)Expedia
- Click For Pricing
VRBO
Old Town Island House Near a grocery store, beach, bike rental shop, Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Two Story Apartment in central Old Town Key West location. Only a 5 min bike ride to Duval. 1 King size bed on 3rd flo ...
Click For PricingVRBO
- From $380 per night (USD)
Expedia
GREEN SPOT at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our comfortable and delightful 2nd floor condo in the Shipyard section of Truman Annex. Unit #258 is a tastef ...
From $380 per night (USD)Expedia
- From $380 per night (USD)
VRBO
ANOTHER THREE HOUR TOUR at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $380 per night (USD)VRBO
- From $259 per night (USD)
Expedia
CONCH RETREAT Truman Annex Condo - 2 decks, pool, 2 Bikes, Free parking and WIFI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A TRUE CARIBBEAN PARADISE! Location! Location! Location! This is a Saturday-Saturday weekly condo for the rest of 2025. ...
From $259 per night (USD)Expedia
- From $397 per night (USD)
VRBO
**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Spanning an e ...
From $397 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Peachy Keen Private Heated Pool, Cabana, & Prime Location Truman Annex!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
This beautiful home has 3 bedrooms and 3 baths in the main house with a bonus cabana. There is a private and heated po ...
From $498 per night (USD)Expedia
- From $1306 per night (USD)
VRBO
**GRAND KEY OASIS @ THE ANNEX** Magnificent Estate & Pool + LAST KEY SERVICES…
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! The vacation ...
From $1306 per night (USD)VRBO
- From $396 per night (USD)
Expedia
ADRIFT in Key West at the Truman Annex
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stunning, Modern Nautical-themed 2 bedroom, 1 bathroom ground floor condo in the Truman Annex Shipyard Complex completel ...
From $396 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Luxurious Key West Pool Home block from Duval! Pool & Patio Recently Renovated!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Old Town refuge barely a block from world famous Duval Street with glimpse of Key West Light House! Located in the Histo ...
From $203 per night (USD)VRBO
- From $504 per night (USD)
Expedia
FOREVER YOUNG at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $504 per night (USD)Expedia
- From $409 per night (USD)
VRBO
ABOUT TIME at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $409 per night (USD)VRBO
- From $389 per night (USD)
Expedia
HAVANA VIEWS at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $389 per night (USD)Expedia
- From $330 per night (USD)
VRBO
SAND CRAB CABANA at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $330 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Blue Moonshine upgrades throughout modern finishes, close to Smathers Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $449 per night (USD)Expedia
- From $517 per night (USD)
VRBO
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom (one King and one Queen, plus Queen size pull out couch in the living room), 2 bathroom unit offers all ...
From $517 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Direct Ocean View from Your Condo-No Contact Check-In
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern 2 bedroom/2 bath condo with nice size balcony overlooks the Atlantic Ocean. California king bed in Master Bedroom ...
From $359 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Conch Republic Consul General's Cottage.-Historic District
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in the Conch Republic Consul General's Cottage. Historic Carriage House is located a few blocks from famous Duval S ...
From $332 per night (USD)VRBO
- From $290 per night (USD)
Expedia
A PLEASANT STAY at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $290 per night (USD)Expedia
- From $452 per night (USD)
VRBO
ANGEL FISH at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tropically decorated 2 bedroom 2 bathroom townhouse in secluded area of Truman Annex, complete with updated appliances, ...
From $452 per night (USD)VRBO
- From $501 per night (USD)
Expedia
ABSOLUTE TRUMAN ANNEX in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This Private home is located in the historic Truman Annex of old town Key West, where you can get away from it all while ...
From $501 per night (USD)Expedia
- From $635 per night (USD)
VRBO
TROPICAL EXECUTIVE at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $635 per night (USD)VRBO
- From $565 per night (USD)
Expedia
Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $565 per night (USD)Expedia
- From $649 per night (USD)
VRBO
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $649 per night (USD)VRBO
- From $591 per night (USD)
Expedia
Washer & Dryer, Near Downtown - Mesa House, Dos
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Whether you're lounging on the front porch or enjoying a seafood dinner inside, this 2-Bedroom Suite at The Mes ...
From $591 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in the Conch Republic Consul General's Cottage. This one bedroom cottage is located in the historic district and o ...
From $284 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Steps To The Beach And The Sunrise-No Contact Check-In
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nature's boutique offer you an exceptional view of key west's native birds right from your private balcony. It is furnis ...
From $319 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Stone Throw Famous Duval Street Location-No Contact Check-In
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
House is located just steps from famous Dvual Street. Duval Street stretches from the Atlantic Ocean to the Gulf of Mexi ...
From $230 per night (USD)VRBO
- From $803 per night (USD)
Expedia
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunday to Sunday WEEK available to book. Limited Boat Slip available onsite. Must be reserved in advance after reserva ...
From $803 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, fully furnished condominium with brand new living room furniture and dining room table set is located in ...
From $281 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Private Home- Sun-filled Pool- Neighborhood Water Inlet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home sits in Key Lime Grove Subdivision which I was born and raised in. It is a neighborhood rich in history and c ...
From $241 per night (USD)Expedia
- From $761 per night (USD)
VRBO
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $761 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Nassau suite-2 bedroom 2 bath, a block off Duval St w/pool, parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $575 per night (USD)Expedia
- From $334 per night (USD)
VRBO
SUN, SEA, AND SKY at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sun Sea and Sky is blocks from bustling Duval Street, the heart of Old Town Key West, and an easy walk to restaurants, s ...
From $334 per night (USD)VRBO
- From $409 per night (USD)
Expedia
ANGLER'S RETREAT at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A stay in Anglers Retreat is more then just a rental, but will be part of your Key West vacation experience. In addition ...
From $409 per night (USD)Expedia
- From $396 per night (USD)
VRBO
A Seaglass Paradise at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $396 per night (USD)VRBO
- From $391 per night (USD)
Expedia
GREEN BAMBOO at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Paradise! This 2 bedroom townhouse, featuring one bedroom with a king and the second bedroom features twin be ...
From $391 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Island Time | Luxury Beach Condo w/ Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: "Island Time" is a newly renovated, 2 bed 2 bath condo located in the gated La Brisa Condominium complex. Situa ...
From $394 per night (USD)VRBO
- From $532 per night (USD)
Expedia
CAPTAINS WHEEL at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This very popular getaway in the award-winning Truman Annex is a tropically decorated 2 bedroom, 2.5 bath town home feat ...
From $532 per night (USD)Expedia
- From $611 per night (USD)
VRBO
**WALKING ON SUNSHINE @ THE BEACH** Ocean Condo & Large Pool + LAST KEY SERVICES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CONSTRUCTION NOTICE - There will be concrete restoration happening in this complex through Summer 2026. This constructio ...
From $611 per night (USD)VRBO
- From $409 per night (USD)
Expedia
A LOW TIDE at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Low Tide is a charming first floor end unit in the Shipyard Condominiums in the award winning gated community of the T ...
From $409 per night (USD)Expedia
- Click For Pricing
VRBO
Private luxury retreat all included.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
All included in this large home has a huge master bedroom with 2 walking closets, opens to large wrap around balcony ove ...
Click For PricingVRBO
- From $2001 per night (USD)
Expedia
Steps from Duval with Private Pool – Southern Palms
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Welcome to Southern Palms, the ultimate home base for your Key West adventure! Perfect for couples, friends, or ...
From $2001 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Perfect Staycation! Three Fantastic Ocean View Rooms, Outdoor Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $779 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Sunsplashed Tropical Gem! Two Amazing Rooms with Breathtaking Views in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $520 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Your Next Getaway is Here! Three Premium Ocean View (w\/ 2 Queens Each), Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $779 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Escape To Paradise in Key West! 2 Relaxing Spaces, Minutes Away From The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $525 per night (USD)Expedia
- From $1038 per night (USD)
VRBO
Close to Nearest Beach! Four Premium Ocean View Rooms (w\/ 2 Queen Beds), Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $1038 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Amazing Stay in the Keywest! Two Deluxe Pool View Two Queen Beds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $484 per night (USD)Expedia
- From $929 per night (USD)
VRBO
You Found it! Four Amazing Rooms w\/ (2 Queen Beds Each), Outdoor Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $929 per night (USD)VRBO
- From $1038 per night (USD)
Expedia
Perfect Staycation! Four Fantastic Ocean View Rooms, Outdoor Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $1038 per night (USD)Expedia
- From $697 per night (USD)
VRBO
Delight In The Florida Sun! 3 Gorgeous Units In Sun Soaked Key West, Onsite Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $697 per night (USD)VRBO
- From $726 per night (USD)
Expedia
3x Deluxe Pool View Two Queen Beds at 24 North Hotel Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $726 per night (USD)Expedia
- From $520 per night (USD)
VRBO
Your Next Beach Getaway is Here! Two Premium Ocean View Rooms, Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $520 per night (USD)VRBO
- From $968 per night (USD)
Expedia
Close to the Nearest Beach! Four Amazing Rooms w\/ Pool View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $968 per night (USD)Expedia
- From $697 per night (USD)
VRBO
Perfect Beach Getaway! 3 Amazing Rooms Rooms, Driving Distance to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $697 per night (USD)VRBO
- From $726 per night (USD)
Expedia
Key West Vacation! 3 Comfortable Units, Onsite Pool, Close to Smathers Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $726 per night (USD)Expedia
- From $929 per night (USD)
VRBO
Amazing Stay Perfect for the Whole Family! Four Convenient Rooms, Outdoor Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $929 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Two Amazing Rooms (w\/ 2 Queen Beds), Outdoor Pool, Close to Nearest Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $465 per night (USD)Expedia
- From $968 per night (USD)
VRBO
You Found it! Amazing Stay w\/ 4 Deluxe Pool View (w\/ Two Queen Beds Each)
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $968 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Amazing Stay in the Key West! Premium Ocean View w\/ King Bed, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Perfect Location for Your Next Getaway! Amazing Room w\/ King Bed, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $243 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Dream Vacation! Fantastic Panoramic Ocean View Room, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $260 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Short Drive to the Nearest Beach! Amazing Deluxe Room w\/ Amazing Pool View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $242 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Fantastic Beach Vacation! Amazing Room, 2 Queen Beds, Pool w\/ Sun Loungers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Perfect staycation! Relaxing Room, Close to Amazing Beach, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the entertainment district in Key West and close to the airport, this property offers great amenities to help ...
From $237 per night (USD)VRBO
- From $564 per night (USD)
Expedia
Rare Find! 2 Comfortable Rooms In The Heart Of Key West Minutes From The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $564 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Look No More! Perfect for a Getaway! Close to Nearest Beach, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Perfect Location! Spacious Deluxe Pool View, Outdoor Swimming Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $213 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Beautiful Key West! Close to the Beach! Amazing Ocean View, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $260 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Escape To Paradise in Key West! Relaxing Room, Minutes Away From The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $233 per night (USD)Expedia
- Click For Pricing
VRBO
KEY WEST - Weekly Stay Only - 2 Bedroom 2 Bathrooms Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Coconut Mallory Marina and Resort is located in the southernmost city in the continental United States. Key West, Fl ...
Click For PricingVRBO
- From $462 per night (USD)
Expedia
PELICAN'S PERCH at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s Old Town neighborhood ...
From $462 per night (USD)Expedia