Key West National Wildlife Refuge, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Key West National Wildlife Refuge, Florida on RentalSaver.com!

Key West National Wildlife Refuge Rentals

From $458 per night (USD)
VRBO
Private Heated Pool, Cabana, & Prime Key West Location 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 $458 per night (USD)
VRBO
From $1503 per night (USD)
Expedia
**GRAND KEY OASIS @ THE ANNEX** Magnificent Estate & Pool + LAST KEY SERVICES…
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 $1503 per night (USD)
Expedia
From $388 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 $388 per night (USD)
VRBO
From $530 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 $530 per night (USD)
Expedia
From $393 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 $393 per night (USD)
VRBO
From $381 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 $381 per night (USD)
Expedia
From $322 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 $322 per night (USD)
VRBO
From $271 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 $271 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Banyan Court downtown condo- 2 bedroom, 2.5 bath, walkable, parking, pool
Bedrooms:
3
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 $241 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Shipyard Truman Annex; 620 Thomas St. 1st Floor AVAILABLE SEPT 2025
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A Change In Latitudes is a non-smoking, 1st floor end unit in the serene section of Shipyard, Truman Annex. All the ame ...
From $214 per night (USD)
Expedia
From $608 per night (USD)
VRBO
** Waterfront - Two Blocks From Duval Street & Mallory Square**
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This condo located right on the water in Building 5 (Unit 531) - top floor - at the Hyatt Sunset Harbor, is a 2 bedroom, ...
From $608 per night (USD)
VRBO
From $288 per night (USD)
Expedia
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 $288 per night (USD)
Expedia
From $273 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 $273 per night (USD)
VRBO
Click For Pricing
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, ...
Click For Pricing
Expedia
From $493 per night (USD)
VRBO
ABSOLUTE TRUMAN ANNEX in Key West
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 $493 per night (USD)
VRBO
From $660 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 $660 per night (USD)
Expedia
$Paradise Island suite-2 bedroom 1 bath, a block off Duval St w\/pool, parking$
From $665 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
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $665 per night (USD)
VRBO
$Bimini suite-3 bedroom 3 bath, a block off Duval St w\/pool, parking$
From $723 per night (USD)
Expedia
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 $723 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Washer & Dryer, Near Downtown - Mesa House, Dos
Bedrooms:
1
Bathrooms:
3
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 $643 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Washer & Dryer, Near Downtown - Mesa House, Uno
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Mesa House, Uno, is a charming condo in a prime location with a large front porch. Great for couples on a weeke ...
From $397 per night (USD)
Expedia
$Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w\/pool, parking$
From $833 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 $833 per night (USD)
VRBO
$Nassau suite-2 bedroom 2 bath, a block off Duval St w\/pool, parking$
From $619 per night (USD)
Expedia
Nassau suite-2 bedroom 2 bath, a block off Duval St w\/pool, parking
Bedrooms:
2
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 $619 per night (USD)
Expedia
Click For Pricing
VRBO
“LOCATION”
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantastic Location. Only minutes from Duval St. Quaint 2 bd/ba with lots of space and a great kitchen. Short walk to mar ...
Click For Pricing
VRBO
From $317 per night (USD)
Expedia
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 $317 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Dog-friendly house + guesthouse with private hot tub - less than a mile to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tropic Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $330 per night (USD)
VRBO
From $393 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 $393 per night (USD)
Expedia
From $414 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 $414 per night (USD)
VRBO
From $375 per night (USD)
Expedia
GREEN BAMBOO at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to Paradise! This 2 bedroom townhouse, featuring one bedroom with a king and the second bedroom features twin be ...
From $375 per night (USD)
Expedia
From $516 per night (USD)
VRBO
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 $516 per night (USD)
VRBO
From $393 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 $393 per night (USD)
Expedia
$Key West Retreat Near Duval Street | Scenic Resort w\/ Outdoor Pool$
From $871 per night (USD)
VRBO
Key West Retreat Near Duval Street | Scenic Resort w\/ Outdoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind in Key West's vibrant heart, where every step brings you closer to adventure. Just moments from Duval Street, the ...
From $871 per night (USD)
VRBO
From $1812 per night (USD)
Expedia
Steps from Duval with Private Pool – Southern Palms
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Summary: Welcome to Southern Palms, the ultimate home base for your Key West adventure! Perfect for couples, friends, or ...
From $1812 per night (USD)
Expedia
From $2186 per night (USD)
VRBO
Key West Suites Hotel # 205
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Key West Suites Hotel Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used t ...
From $2186 per night (USD)
VRBO
From $1738 per night (USD)
Expedia
Key West Suites Hotel #201 on Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Key West Suites Hotel #201 Welcome to your charming private studio apartment right on Duval street! Built in 1919, it u ...
From $1738 per night (USD)
Expedia
From $446 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 neighborhood ...
From $446 per night (USD)
VRBO
From $735 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 $735 per night (USD)
Expedia
From $404 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 $404 per night (USD)
VRBO
From $405 per night (USD)
Expedia
SALTY KISSES ~ Charming 2 Bedroom, 1.5 Bath Townhome in Truman Annex!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
STEPS TO IT ALL... Peaceful surroundings of lush tropical foliage and picturesque white picket fences invite you into th ...
From $405 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
Secret Villa I @ Old Town with Private Pool, close to Duval!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
- Secret Villa I - A Newly Renovated, Private Sanctuary, Centrally Located off of Duval Street with your very own priv ...
From $1181 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Steps from Duval, Pool on Site & Bikes Included!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
***Pool on Property and use of Free Bikes During your Stay!!!*** ***Contactless Check In and Check Out*** ***Enhanced Cl ...
From $283 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. 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. ...
From $284 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Carriage House at the Grand Maloney
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 $343 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Bunk Room at the Grand Maloney
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 $358 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Unique Home with loft @ Truman Annex
Bedrooms:
1
Bathrooms:
3
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 $297 per night (USD)
Expedia
From $411 per night (USD)
VRBO
MARLIN BLUE in the Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Make your special trip to paradise most memorable with a stay in your bright and airy Shipyard Unit. Located within Trum ...
From $411 per night (USD)
VRBO
From $364 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 $364 per night (USD)
Expedia
From $381 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 $381 per night (USD)
VRBO
From $364 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 $364 per night (USD)
Expedia
$FunSeeker 1\/2 block off Duval$
From $537 per night (USD)
VRBO
FunSeeker 1\/2 block off Duval
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Only one block to the Hemingway House and two blocks to the Green Parrot bar! Restaurants, beaches, bars, entertainment ...
From $537 per night (USD)
VRBO
$Classic Key West condo w\/ private parking, covered porches, & shared pool$
From $667 per night (USD)
Expedia
Classic Key West condo w\/ private parking, covered porches, & shared pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cool Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $667 per night (USD)
Expedia
From $564 per night (USD)
VRBO
AAH PARADISE at the Truman Annex in Key West
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
AAH PARADISE This Foundry townhouse is a Bostonian style 3 level home located in Old Town Key West. This home has been r ...
From $564 per night (USD)
VRBO
From $477 per night (USD)
Expedia
STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Note: In 2026, bookings will require a minimum stay of 28 days, starting on the first of the month. I can adjust the dat ...
From $477 per night (USD)
Expedia
From $520 per night (USD)
VRBO
A LICENSE TO CHILL in the Truman Annex
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 $520 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Bahama Palms
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to “Bahama Palms” Key West! Newly renovated and full of Key West charm, this 2 bedroom 1 bath condo with washer ...
From $315 per night (USD)
Expedia
$Quaint Island Escape Condo w\/Spacious Balcony Deck in Beautiful Truman Annex$
From $208 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 $208 per night (USD)
VRBO
From $1153 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 $1153 per night (USD)
Expedia
From $441 per night (USD)
VRBO
AMBERJACK at The Truman Annex in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Recently refurbished throughout in a fun, tropical theme, Amberjack is situated on Southard Street in the exclusive gate ...
From $441 per night (USD)
VRBO
From $914 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 $914 per night (USD)
Expedia
From $396 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 $396 per night (USD)
VRBO
From $169 per night (USD)
Expedia
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
RELAXED DOWNTOWN LIVING... Envelop yourself in true island living in this cute cottage just for the two of you. Located ...
From $169 per night (USD)
Expedia
From $855 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 $855 per night (USD)
VRBO
From $1218 per night (USD)
Expedia
Secret Villa II @ Old Town: with Private Pool, close to Duval!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
- Secret Villa II - A Newly Renovated, Private Sanctuary, Centrally Located off of Duval Street with your very own pri ...
From $1218 per night (USD)
Expedia
From $660 per night (USD)
VRBO
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 $660 per night (USD)
VRBO
From $453 per night (USD)
Expedia
A SUNRISE COTTAGE at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
3
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 $453 per night (USD)
Expedia
From $426 per night (USD)
VRBO
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 $426 per night (USD)
VRBO
From $364 per night (USD)
Expedia
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 $364 per night (USD)
Expedia
From $803 per night (USD)
VRBO
Sweet Caroline | Banana's Foster Guesthouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $803 per night (USD)
VRBO
From $403 per night (USD)
Expedia
KeyLime Cottage | Banana's Foster Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $403 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Sugar Pie Suite | Banana's Foster Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $357 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Honeybun Hideaway at Banana's Foster Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $360 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Banana Split | Banana's Foster Guesthouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $432 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Creme Brulee Suite | Banana's Foster Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $403 per night (USD)
Expedia
From $853 per night (USD)
VRBO
Near Duval: Hot Tub, Sleeps 6, Top Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Just 30 seconds from vibrant Duval Street, this iconic conch home is your perfect Key West escape! With two bed ...
From $853 per night (USD)
VRBO
From $1208 per night (USD)
Expedia
Just steps to Duval- Sleeps 10- Pool House
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Located only 30 seconds from Duval Street, this house will be your Key West headquarters for bachelor parties, ...
From $1208 per night (USD)
Expedia
From $2215 per night (USD)
VRBO
Steps to Duval-Pool-Hot tub- Sleeps 16- BIG groups
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Summary: Perfect for bachelor and bachelorette parties, these 2 cottages that are quintessential Key West. Some of those ...
From $2215 per night (USD)
VRBO
From $502 per night (USD)
Expedia
COLORFUL COCKTAIL in the Truman Annex
Bedrooms:
3
Bathrooms:
3
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 $502 per night (USD)
Expedia
From $751 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 $751 per night (USD)
VRBO
From $594 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 $594 per night (USD)
Expedia
From $575 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 $575 per night (USD)
VRBO
From $285 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 $285 per night (USD)
Expedia
$MONTHLY RENTAL, block to Duval, POOL, your own personal resort, 3 BR\/ 3 BA$
From $238 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 $238 per night (USD)
VRBO
From $844 per night (USD)
Expedia
Luxury Waterfront Stay @ The Galleon, Mins from Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Imagine waking up every morning in Paradise. With Balconies that overlook the marina and ocean. Private marina, private ...
From $844 per night (USD)
Expedia
From $2285 per night (USD)
VRBO
CLASSIC KEY WEST - Grand home in Old Town location
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
The Mansion, circa 1840’s is a lovingly restored and renovated three story Classic Folk Victorian home with seven bedroo ...
From $2285 per night (USD)
VRBO
From $1120 per night (USD)
Expedia
PERFECTION...STEPS FROM DUVAL ~
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Villa is a newer built poolside home, situated steps away from famous Duval Street, the historic seaport and everyth ...
From $1120 per night (USD)
Expedia
From $3331 per night (USD)
VRBO
WATSON HOUSE GRAND ESTATE on Simonton St
Bedrooms:
11
Bathrooms:
11
Sleeps:
22
The Grand Estate is comprised of the Mansion and the Villa offering 11 bedrooms and baths. It is ideal for family gather ...
From $3331 per night (USD)
VRBO
$Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w\/Private Pool$
From $734 per night (USD)
Expedia
Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w\/Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Everything about this historic Key West tropical gem adds up to make a precious private garden cottage. Sitting in the m ...
From $734 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We want to let you know that your safety and comfort is our priority. Past reviews have always praised how clean our con ...
From $506 per night (USD)
VRBO
$BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w\/ Private Heated Pool!$
From $1233 per night (USD)
Expedia
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w\/ Private Heated Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
BEGIN YOUR ISLAND ESCAPE... Come get lost in the magic of this captivating island retreat offering modern amenities with ...
From $1233 per night (USD)
Expedia
$Snowbird-friendly condo with private balcony, garden views, W\/D, on-site pool$
From $441 per night (USD)
VRBO
Snowbird-friendly condo with private balcony, garden views, W\/D, on-site pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Happy Hour Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $441 per night (USD)
VRBO
From $572 per night (USD)
Expedia
**THE BEAMING BARRACUDA @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERV
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! THE BEAMING B ...
From $572 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Sunset Harbor - Old Town Key West Location - Beautiful Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the perfect location in old town Key West. Situated on the western side of the island, this resort is located ...
From $576 per night (USD)
VRBO
From $394 per night (USD)
Expedia
The Galleon Resort Best Resort Location in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
June unit 1bd 1ba with pull out sofa-sleeps 4, 5th floor with large balcony, great marina views. The Galleon Resort has ...
From $394 per night (USD)
Expedia
$Zen Cigar Maker Cottage, magical serpentine pool, serene landscaping, pkg\/bikes$
From $406 per night (USD)
VRBO
Zen Cigar Maker Cottage, magical serpentine pool, serene landscaping, pkg\/bikes
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the Key West Shire! A sublime sanctuary where all your worldly troubles melt away and relaxation is paramoun ...
From $406 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 Pricing
Expedia
From $504 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 $504 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Red Room at the Grand Maloney
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 $332 per night (USD)
Expedia
From $337 per night (USD)
VRBO
BEST TIME at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This newly renovated shipyard unit is a one level condominium on the second floor which has 2 decks to enjoy the beautif ...
From $337 per night (USD)
VRBO
From $417 per night (USD)
Expedia
POOLSIDE HANGOVER at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is an amazing second floor two bedroom TWO BATH condo over by the gorgeous pool. Fully equipped for you to enjoy yo ...
From $417 per night (USD)
Expedia
From $1227 per night (USD)
VRBO
A Place on Emma at the Truman Annex in Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautifully renovated & furnished 4 bedroom/ 4 bath single family home including a charming detached guest cottage is lo ...
From $1227 per night (USD)
VRBO
From $337 per night (USD)
Expedia
SOUTHERNMOST SANCTUARY at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Southernmost Sanctuary is a beautiful two bedroom, one bath condominium has recently been updated located in the Shipyar ...
From $337 per night (USD)
Expedia

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