Key West National Wildlife Refuge Rentals
- From $300 per night (USD)
VRBO
Key West Cabana-Old Town Key West- Steps to Duval Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key West Cabana welcomes you to our quaint 2 bedroom, 2 bathroom home with large private pool, assigned parking for 2 ca ...
From $300 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Breeze Cottage Cottage is a private, tropical, stand alone cottage located in the prestigious Truman Annex. 3 bedro ...
From $520 per night (USD)Expedia
- Click For Pricing
VRBO
3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Want to “ Get away from it all” but still be in the heart of Olde Town Key West with everything you need right there? Th ...
Click For PricingVRBO
- Click For Pricing
Expedia
3 blocks from waterfront and 1 block off Duval in Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Want to “ Get Away from it all” but still in the heart of Old Town Key West with everything you need within walking dist ...
Click For PricingExpedia
- From $588 per night (USD)
VRBO
Coconut Palm by Brightwild | Island Home w\/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Coconut Palm is the perfect place for your beautiful tropical getaway in Key West. It is located just one block ...
From $588 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Lazy Lane at The Truman Annex - Pool & Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Lazy Lane at the picturesque Shipyard Condominiums is just a few steps away from Fort Zachary Taylor Beach and ...
From $498 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Hemingway Hideaway in the Truman Annex
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Perfectly positioned townhouse in Truman Annex At Historic Foundry building. Hemingway Hideaway in Truman Annex is a de ...
From $450 per night (USD)VRBO
- From $307 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 $307 per night (USD)Expedia
- From $307 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 $307 per night (USD)VRBO
- From $284 per night (USD)
Expedia
CONCH RETREAT Truman Annex Condo with 2 decks, Close to Beach, 2 Bikes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A TRUE CARIBBEAN PARADISE! Location! Location! Location! The Conch Retreat Condo is located in the prestigious Truman An ...
From $284 per night (USD)Expedia
- Click For Pricing
VRBO
ISLAND SPA at The Truman Annex in Key West
- 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 $307 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 $307 per night (USD)VRBO
- From $221 per night (USD)
Expedia
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 $221 per night (USD)Expedia
- From $1987 per night (USD)
VRBO
**THE LIME & THE COCONUT @ OLD TOWN** 6BR\/6BA Compound + LAST KEY SERVICES..
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 16
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! According to ...
From $1987 per night (USD)VRBO
- From $500 per night (USD)
Expedia
A LATITUDE ADJUSTMENT at the Truman Annex in Key West
- Bedrooms:
- 3
- 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 $500 per night (USD)Expedia
- From $396 per night (USD)
VRBO
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 $396 per night (USD)VRBO
- From $829 per night (USD)
Expedia
A SUNSET BREEZE in Key West
- Bedrooms:
- 3
- 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 $829 per night (USD)Expedia
- From $350 per night (USD)
VRBO
A SUNSET POOLSIDE at The Truman Annex in Key West
- 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 $350 per night (USD)VRBO
- From $379 per night (USD)
Expedia
ARCHIPELAGO ll at The Truman Annex in Key West
- Bedrooms:
- 3
- 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 $379 per night (USD)Expedia
- From $221 per night (USD)
VRBO
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 $221 per night (USD)VRBO
- From $379 per night (USD)
Expedia
SAILOR'S STORY at The Truman Annex in Key West
- Bedrooms:
- 3
- 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 $379 per night (USD)Expedia
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- From $372 per night (USD)
Expedia
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 $372 per night (USD)Expedia
- From $497 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 $497 per night (USD)VRBO
- From $621 per night (USD)
Expedia
Commodore's Cove by Brightwild | Private Hot Tub!
- 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 $621 per night (USD)Expedia
- From $1225 per night (USD)
VRBO
Commodore's Compound by Brightwild | HUGE Home!
- 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 $1225 per night (USD)VRBO
- From $814 per night (USD)
Expedia
Seaport Suite by Brightwild | 2nd Story Hideaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Situated in the heart of Old Town Key West, Seaport Suite is the perfect vacation spot for large groups of up t ...
From $814 per night (USD)Expedia
- From $393 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 $393 per night (USD)VRBO
- From $236 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 $236 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Peachy Keen: Parking, Private Pool, Dogs Ok near Truman Annex
- Bedrooms:
- 4
- 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 $408 per night (USD)VRBO
- From $1592 per night (USD)
Expedia
**GRAND KEY OASIS @ THE ANNEX** Magnificent Estate & Large Pool + LAST KEY SERVI
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! The vacation ...
From $1592 per night (USD)Expedia
- From $357 per night (USD)
VRBO
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 $357 per night (USD)VRBO
- From $457 per night (USD)
Expedia
FOREVER YOUNG at The Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $457 per night (USD)Expedia
- From $336 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 $336 per night (USD)VRBO
- From $335 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 $335 per night (USD)Expedia
- From $293 per night (USD)
VRBO
SAND CRAB CABANA 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 $293 per night (USD)VRBO
- From $145 per night (USD)
Expedia
The Estela, Old Town Key West Monthly Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tucked away just 1 block from the action of Duval Street lies our newest space located at 613 Fleming Street. Find your ...
From $145 per night (USD)Expedia
- From $325 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 $325 per night (USD)VRBO
- From $1029 per night (USD)
Expedia
QUEEN EMMA in the Truman Annex Key West
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully finished and decorated four bedroom, three bath home has classic Key West architecture and is located o ...
From $1029 per night (USD)Expedia
- From $221 per night (USD)
VRBO
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 $221 per night (USD)VRBO
- From $550 per night (USD)
Expedia
ANGEL FISH at The Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Tropically decorated 2 bedroom 2 bathroom townhouse in secluded area of Truman Annex, complete with updated appliances, ...
From $550 per night (USD)Expedia
- From $457 per night (USD)
VRBO
ABSOLUTE KEY WEST in Truman Annex
- Bedrooms:
- 3
- 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 $457 per night (USD)VRBO
- From $586 per night (USD)
Expedia
TROPICAL EXECUTIVE at The Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $586 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Paradise Island suite-2 bedroom 1 bath, a block off Duval St w\/pool, parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that all guests MUST be 25 years of age or older. This policy ensures a peaceful and enjoyable experience fo ...
From $519 per night (USD)VRBO
- From $751 per night (USD)
Expedia
Bimini suite-3 bedroom 3 bath, a block off Duval St w\/pool, parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that all guests MUST be 25 years of age or older. This policy ensures a peaceful and enjoyable experience fo ...
From $751 per night (USD)Expedia
- From $534 per night (USD)
VRBO
Mesa House, Dos by Brightwild | Unreal Location
- 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 $534 per night (USD)VRBO
- Click For Pricing
Expedia
Galleon Resort available. 2\/19\/21-2\/26\/21
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This unit has a queen size bed. Updated ceramic stand up shower. The unit is an efficiency.It has a small refrigerator, ...
Click For PricingExpedia
- From $701 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
Please note that all guests MUST be 25 years of age or older. This policy ensures a peaceful and enjoyable experience fo ...
From $701 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Nassau suite-2 bedroom 2 bath, a block off Duval St w\/pool, parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that all guests MUST be 25 years of age or older. This policy ensures a peaceful and enjoyable experience fo ...
From $496 per night (USD)Expedia
- From $336 per night (USD)
VRBO
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 $336 per night (USD)VRBO
- From $357 per night (USD)
Expedia
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 $357 per night (USD)Expedia
- From $307 per night (USD)
VRBO
GREEN BAMBOO at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Paradise! This 2 bedroom townhouse, one bedroom is a king and the second bedroom features twin beds which can ...
From $307 per night (USD)VRBO
- From $379 per night (USD)
Expedia
CAPTAINS WHEEL at The Truman Annex in Key West
- Bedrooms:
- 3
- 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 $379 per night (USD)Expedia
- From $336 per night (USD)
VRBO
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 $336 per night (USD)VRBO
- From $460 per night (USD)
VRBO
Dream Vacation! Near The Famous Duval Street!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...
From $460 per night (USD)VRBO
- Click For Pricing
VRBO
Amazing Vacation for 16 Guests! 3 Pools, Onsite Dining Pets Allowed!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...
Click For PricingVRBO
- From $1159 per night (USD)
Expedia
Southern Palms by Brightwild | Pool & Parking
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Southern Palms is the perfect vacation rental for your large group! It is a property split into three separated ...
From $1159 per night (USD)Expedia
- From $379 per night (USD)
VRBO
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 area. The c ...
From $379 per night (USD)VRBO
- From $586 per night (USD)
Expedia
A SUNSET AND A HARBOUR VIEW at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exceptional accommodations, spectacular location and first class amenities await you and your group! This two bedroom, ...
From $586 per night (USD)Expedia
- From $350 per night (USD)
VRBO
ANNIE'S HIDEAWAY at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming one bedroom, one bath 2nd floor property features an Olympic queen in the master bedroom and a large cover ...
From $350 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Carriage House at Grand Maloney by Brightwild
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red br ...
From $357 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Bunk Room at the Grand Maloney by Brightwild
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red br ...
From $288 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Unique Home with loft @ Truman Annex
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We ...
From $280 per night (USD)Expedia
- From $357 per night (USD)
VRBO
MARLIN BLUE at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make your special trip to paradise most memorable with a stay in your bright and airy Shipyard Unit. Located within Trum ...
From $357 per night (USD)VRBO
- From $307 per night (USD)
Expedia
TROPICAL BREEZES 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 $307 per night (USD)Expedia
- From $350 per night (USD)
VRBO
MANATEE at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
'Manatee' is a beautiful two bedroom, one bath, 1st floor condominium located within the prestigious gated community of ...
From $350 per night (USD)VRBO
- From $307 per night (USD)
Expedia
ISLAND 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 $307 per night (USD)Expedia
- From $264 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 $264 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Classic Key West condo w\/ private parking, covered porches, & shared pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Cool Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $498 per night (USD)Expedia
- From $500 per night (USD)
VRBO
AAH PARADISE at the Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
AAH PARADISE This Foundry townhouse is a Bostonian style 3 level home located in Old Town Key West. This home has been r ...
From $500 per night (USD)VRBO
- From $375 per night (USD)
Expedia
STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
When choosing your dates, please keep in mind that we rent a minimum of 7 DAYS from SATURDAY to SATURDAY. (One exception ...
From $375 per night (USD)Expedia
- From $457 per night (USD)
VRBO
A LICENSE TO CHILL at the Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The historic Foundry, known as building #11, features three story townhomes, located in the award-winning residential ne ...
From $457 per night (USD)VRBO
- From $340 per night (USD)
Expedia
PELICAN - A cheerful condo in beautiful Truman Annex and close to Duval St.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
When choosing your dates, please keep in mind that we rent a minimum of 7 DAYS from SATURDAY to SATURDAY. (One exception ...
From $340 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Quaint Island Escape Condo w\/Spacious Balcony Deck in Beautiful Truman Annex
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This lovely Island Escape Condo is a upper level condo located in the prestigious Truman Annex. Not just another rental ...
From $245 per night (USD)VRBO
- From $1029 per night (USD)
Expedia
DOLPHIN WATCH in Key West @ The Truman Annex Compass Realty
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VERY LUXURIOUS water front home located in the heart of downtown Key West within walking distance to all downtown attrac ...
From $1029 per night (USD)Expedia
- From $379 per night (USD)
VRBO
AMBERJACK at The Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Recently refurbished throughout in a fun, tropical theme, Amberjack is situated on Southard Street in the exclusive gate ...
From $379 per night (USD)VRBO
- From $821 per night (USD)
Expedia
CATCH OF THE DAY at The Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
View passing ships and sunsets from your own first floor, large deck with plenty of seating for a large family in the Tr ...
From $821 per night (USD)Expedia
- From $364 per night (USD)
VRBO
SOUTHARD COMFORT at The Truman Annex in Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LOCATION, LOCATION, LOCATION! Southard Comfort is on Southard Street in the TRUMAN ANNEX, which is one of the most beau ...
From $364 per night (USD)VRBO
- From $379 per night (USD)
Expedia
2 Blocks east of Sloppy Joes on QUIET Peacon Lane. Kids and Pets welcome.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Single family home. Not a condo. We welcome kids, pets, partners, friends. Free off street parking for 2-3 vehicles. P ...
From $379 per night (USD)Expedia
- From $675 per night (USD)
VRBO
Luxury Waterfront at Galion Resort in Old Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This condo is a 2BR/2BA Penthouse Loft on the 5th floor overlooking the marina. On the first floor is a full sized, ful ...
From $675 per night (USD)VRBO
- From $586 per night (USD)
Expedia
PARADISE ON THE OCEANat The Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
This two bedroom condo is located in the Truman Annex, Key West's premier residential community in Harbour Place on the ...
From $586 per night (USD)Expedia
- From $379 per night (USD)
VRBO
A SUNRISE COTTAGE at The Truman Annex in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming 2 story 2 bedroom with loft, two bath cottage in the Shipyard Condominiums is located just off the pool an ...
From $379 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "Cocktails & Dreams," an impeccably updated second-floor condo located in the coveted Shipyard Condominiums. ...
From $350 per night (USD)Expedia
- From $336 per night (USD)
VRBO
ALMOST 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 $336 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Sweet Caroline by Brightwild | Pool & Parking
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Banana's Foster Guest House is a charming, historic home situated in the heart of Key West. This unique old con ...
From $528 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Key Lime Cottage by Brightwild | Pool & Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Banana's Foster Guest House is a charming, historic home situated in the heart of Key West. This unique old con ...
From $250 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Sugar Pie Suite by Brightwild | Pool & Grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Banana's Foster Guest House is a charming, historic home situated in the heart of Key West. This unique old con ...
From $230 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Honey Bun Hideaway by Brightwild | Pool & Grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Banana's Foster Guest House is a charming, historic home situated in the heart of Key West. This unique old con ...
From $219 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Banana Split by Brightwild | Pool & Grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Banana's Foster Guest House is a charming, historic home situated in the heart of Key West. This unique old con ...
From $303 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Creme Brulee Suite by Brightwild | Pool & Grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Banana's Foster Guest House is a charming, historic home situated in the heart of Key West. This unique old con ...
From $228 per night (USD)VRBO
- From $429 per night (USD)
Expedia
COLORFUL COCKTAIL at The Truman Annex in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This Shipyard unit is a two level condominium which has a private courtyard with a deck to enjoy the beautiful weather a ...
From $429 per night (USD)Expedia
- From $643 per night (USD)
VRBO
**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! When explorin ...
From $643 per night (USD)VRBO
- From $557 per night (USD)
Expedia
A PALM OASIS at The Truman Annex in Key West.....
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
NEW LISTING!!! This charming two bedroom, two and one half bath townhome has recently been updated and added to our rent ...
From $557 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Coastal Inspired Cottage in Bahama Village Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Bahama Dreams, a fully renovated 3 bedroom/ 2 bath eyebrow style home just two blocks off iconic Duval Street ...
From $253 per night (USD)VRBO
- From $174 per night (USD)
Expedia
Bright Keys Cottage with Enclosed Yard, Deck, Porch, Partial, AC, & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Key Rest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $174 per night (USD)Expedia
- From $379 per night (USD)
VRBO
MONTHLY RENTAL, block to Duval, POOL, your own personal resort, 3 BR\/ 3 BA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to "Shipwrecked in Paradise"! Historic Key West Eyebrow House with private pool..... ONE block to Duval, the He ...
From $379 per night (USD)VRBO
- Click For Pricing
Expedia
Studio at Hyatt Residence Club Key West, Sunset Harbor.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Seth Nock Licensed Broker, Selling Timeshares INC. Studio at Hyatt Residence Club Key West, Sunset Harbor. Check-in: ...
Click For PricingExpedia
- From $429 per night (USD)
VRBO
SWEET'S SPOT at The Truman Annex in Key West
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breathtaking water a ...
From $429 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Red Room at Grand Maloney Hotel with Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red br ...
From $320 per night (USD)Expedia