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 $608 per night (USD)
VRBO
** Waterfront - Two Blocks From Duval Street & Mallory Square**
Bedrooms:
2
Bathrooms:
2
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 $281 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 $281 per night (USD)
Expedia
From $290 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 $290 per night (USD)
VRBO
From $496 per night (USD)
Expedia
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 $496 per night (USD)
Expedia
From $541 per night (USD)
VRBO
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 $541 per night (USD)
VRBO
From $677 per night (USD)
Expedia
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 $677 per night (USD)
Expedia
From $629 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 $629 per night (USD)
VRBO
From $809 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 $809 per night (USD)
Expedia
From $711 per night (USD)
VRBO
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 $711 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Washer & Dryer, Near Downtown - Mesa House, Uno
Bedrooms:
1
Bathrooms:
1
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 $470 per night (USD)
Expedia
From $808 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 $808 per night (USD)
VRBO
From $624 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 $624 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 $334 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 $334 per night (USD)
Expedia
From $283 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 $283 per night (USD)
VRBO
From $413 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 $413 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 $580 per night (USD)
VRBO
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 $580 per night (USD)
VRBO
From $447 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 $447 per night (USD)
Expedia
From $2791 per night (USD)
VRBO
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 $2791 per night (USD)
VRBO
From $1751 per night (USD)
Expedia
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 $1751 per night (USD)
Expedia
From $1738 per night (USD)
VRBO
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)
VRBO
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
From $743 per night (USD)
VRBO
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 $743 per night (USD)
VRBO
From $437 per night (USD)
Expedia
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 $437 per night (USD)
Expedia
From $276 per night (USD)
VRBO
SALTY KISSES ~ Charming 2 Bedroom, 1.5 Bath Townhome in Truman Annex!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nigh ...
From $276 per night (USD)
VRBO
From $1226 per night (USD)
Expedia
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 $1226 per night (USD)
Expedia
From $233 per night (USD)
VRBO
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 $233 per night (USD)
VRBO
From $383 per night (USD)
Expedia
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 $383 per night (USD)
Expedia
From $424 per night (USD)
VRBO
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 $424 per night (USD)
VRBO
From $404 per night (USD)
Expedia
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 $404 per night (USD)
Expedia
From $302 per night (USD)
VRBO
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 $302 per night (USD)
VRBO
From $483 per night (USD)
Expedia
MARLIN BLUE in the Truman Annex
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 $483 per night (USD)
Expedia
From $380 per night (USD)
VRBO
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 $380 per night (USD)
VRBO
From $443 per night (USD)
Expedia
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 $443 per night (USD)
Expedia
From $380 per night (USD)
VRBO
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 $380 per night (USD)
VRBO
From $550 per night (USD)
Expedia
FunSeeker 1/2 block off Duval
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Only one block to the Hemingway House and two blocks to the Green Parrot bar! Restaurants, beaches, bars, entertainment ...
From $550 per night (USD)
Expedia
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VRBO
Classic Key West condo w/ private parking, covered porches, & shared pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cool Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For Pricing
VRBO
From $610 per night (USD)
Expedia
Aah PARADISE at the Truman Annex in Old Town Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AAH PARADISE This Foundry townhome is a Bostonian style 3 level home located in Old Town Key West. This home has been re ...
From $610 per night (USD)
Expedia
From $471 per night (USD)
VRBO
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 $471 per night (USD)
VRBO
From $567 per night (USD)
Expedia
A LICENSE TO CHILL in the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The historic Foundry, known as building #11, features three story townhomes, located in the award-winning residential ne ...
From $567 per night (USD)
Expedia
From $258 per night (USD)
VRBO
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 $258 per night (USD)
VRBO
From $192 per night (USD)
Expedia
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 $192 per night (USD)
Expedia
From $1148 per night (USD)
VRBO
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 $1148 per night (USD)
VRBO
From $411 per night (USD)
Expedia
AMBERJACK at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Recently refurbished throughout in a fun, tropical theme, Amberjack is situated on Southard Street in the exclusive gate ...
From $411 per night (USD)
Expedia
From $1056 per night (USD)
VRBO
CATCH OF THE DAY at The Truman Annex in Key West
Bedrooms:
2
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 $1056 per night (USD)
VRBO
From $438 per night (USD)
Expedia
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 $438 per night (USD)
Expedia
From $145 per night (USD)
VRBO
PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/ Shared Heated Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RELAXED DOWNTOWN LIVING... Envelop yourself in true island living in this cute cottage just for the two of you. One of ...
From $145 per night (USD)
VRBO
From $669 per night (USD)
Expedia
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 $669 per night (USD)
Expedia
From $1238 per night (USD)
VRBO
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 $1238 per night (USD)
VRBO
From $723 per night (USD)
Expedia
PARADISE ON THE OCEANat The Truman Annex in Key West
Bedrooms:
2
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 $723 per night (USD)
Expedia
From $467 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 $467 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
***This unit holds a City of Key West Transient License and will be permitted to continue offering weekly rentals in 202 ...
From $414 per night (USD)
Expedia
From $395 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 $395 per night (USD)
VRBO
From $832 per night (USD)
Expedia
Private Parking, Heated Pool - Sweet Caroline
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $832 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Private Parking , Heated Pool - Key Lime Cottage
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 $341 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Heated Pool, Epic Location - Sugar Pie Suite
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 $320 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Heated Pool, Epic Location - Honeybun Hideaway
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 $519 per night (USD)
Expedia
Private Parking, Heated Pool - Banana Split
Bedrooms:
1
Bathrooms:
1
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 $519 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Heated Pool, Private Parking - Creme Brulee Suite
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 $355 per night (USD)
VRBO
From $938 per night (USD)
Expedia
Near Duval: Hot Tub, Sleeps 6, Top Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Just 30 seconds from vibrant Duval Street, this iconic conch home is your perfect Key West escape! With two bed ...
From $938 per night (USD)
Expedia
From $1237 per night (USD)
VRBO
Just steps to Duval- Sleeps 10- Pool House
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Located only 30 seconds from Duval Street, this house will be your Key West headquarters for bachelor parties, ...
From $1237 per night (USD)
VRBO
From $2914 per night (USD)
Expedia
Steps to Duval-Pool-Hot tub- Sleeps 16- BIG groups
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Summary: Perfect for bachelor and bachelorette parties, these 2 cottages that are quintessential Key West. Some of those ...
From $2914 per night (USD)
Expedia
From $524 per night (USD)
VRBO
COLORFUL COCKTAIL in the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your perfect Key West getaway! Nestled in the coveted Shipyard community of Truman Annex, this beautifully ma ...
From $524 per night (USD)
VRBO
From $696 per night (USD)
Expedia
**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! When explorin ...
From $696 per night (USD)
Expedia
From $666 per night (USD)
VRBO
A PALM OASIS at The Truman Annex in Key West.....
Bedrooms:
2
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 $666 per night (USD)
VRBO
From $436 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 $436 per night (USD)
VRBO
From $255 per night (USD)
VRBO
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 $255 per night (USD)
VRBO
From $406 per night (USD)
Expedia
MONTHLY RENTAL, Thanksgiving 25 open, block to Duval, POOL, personal resort
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 $406 per night (USD)
Expedia
From $619 per night (USD)
VRBO
Luxury Waterfront Stay @ The Galleon, Mins from Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Imagine waking up every morning in Paradise. With Balconies that overlook the marina and ocean. Private marina, private ...
From $619 per night (USD)
VRBO
From $2752 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 $2752 per night (USD)
VRBO
From $1122 per night (USD)
VRBO
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 $1122 per night (USD)
VRBO
From $3953 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 $3953 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Everything about this historic Key West tropical gem adds up to make a precious private garden cottage. Sitting in the m ...
From $695 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautifully home with quaint charm has a one month minimum stay requirement because of local zoning regulation. Col ...
From $179 per night (USD)
Expedia
From $1110 per night (USD)
VRBO
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BEGIN YOUR ISLAND ESCAPE... Come get lost in the magic of this captivating island retreat offering modern amenities with ...
From $1110 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Snowbird-friendly condo with private balcony, garden views, W/D, on-site pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Happy Hour Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $268 per night (USD)
Expedia
From $502 per night (USD)
VRBO
**THE BEAMING BARRACUDA @ THE FOUNDRY** Near Duval & Beach + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! THE BEAMING B ...
From $502 per night (USD)
VRBO
From $687 per night (USD)
Expedia
Sunset Harbor - Old Town Key West Location - Beautiful Property
Bedrooms:
2
Bathrooms:
2
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 $687 per night (USD)
Expedia
From $534 per night (USD)
VRBO
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 $534 per night (USD)
VRBO
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
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VRBO
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: ...
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VRBO
From $508 per night (USD)
Expedia
SWEET'S SPOT at The Truman Annex in Key West
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breathtaking water a ...
From $508 per night (USD)
Expedia
From $378 per night (USD)
VRBO
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 $378 per night (USD)
VRBO
From $356 per night (USD)
Expedia
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 $356 per night (USD)
Expedia
From $433 per night (USD)
VRBO
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 $433 per night (USD)
VRBO
From $1367 per night (USD)
Expedia
A Place on Emma at the Truman Annex in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautifully renovated & furnished 4 bedroom/ 4 bath single family home including a charming detached guest cottage is lo ...
From $1367 per night (USD)
Expedia
From $383 per night (USD)
VRBO
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 $383 per night (USD)
VRBO
From $549 per night (USD)
VRBO
Incredible 2BR Penthouse condo on Front Street with amazing amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Galleon Resort is one of Key West's best resorts. Located on Front Street in front of the Marina, it has a large wat ...
From $549 per night (USD)
VRBO
From $364 per night (USD)
VRBO
Two Bed One Bath Ground Floor End Unit in the Heart of Old Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
TRUMAN ANNEX: The Rooster Retreat is a lovely two bedroom, one bathroom ground floor end unit with a spacious backyard d ...
From $364 per night (USD)
VRBO
From $937 per night (USD)
Expedia
**SALTWATER SAPPHIRE @ THE ANNEX** Stunning Private Home + 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! A highlight o ...
From $937 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Shipyard 276-Condo in Truman Annex-2 bedroom 2 bath, close to Duval w/ pool
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 $461 per night (USD)
VRBO
From $394 per night (USD)
Expedia
Unlock your Paradise Adventure - Between Sloppy Joe's and the Harbor
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 4 story Townhouse is in "Old Town Villas". A Caribbean inspired community in the heart of Key West. Built in 2017. ...
From $394 per night (USD)
Expedia
From $448 per night (USD)
VRBO
HIGH TIDE at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
If you have high expectations, you are going to enjoy staying at High Tide. You are within walking distance to restaura ...
From $448 per night (USD)
VRBO
From $4435 per night (USD)
VRBO
Historic Old Town Key West Rental Compound - 11 Beds, 4 Sleeper Sofas, 20 Guests
Bedrooms:
5
Bathrooms:
11
Sleeps:
20
This private four (4) house compound accommodates (20) guests and is has a private 10′ x 25′ heated pool including a 5’ ...
From $4435 per night (USD)
VRBO
From $474 per night (USD)
VRBO
A CONCH ESCAPE at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, location, adorable two bedroom, one bath second floor condo overlooking the Truman Waterfront Park is the per ...
From $474 per night (USD)
VRBO
From $416 per night (USD)
Expedia
A SUNSET VIEW at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $416 per night (USD)
Expedia
From $368 per night (USD)
VRBO
PAPA'S CASITA in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Even Hemingway would have loved this place! Amazing renovation from top to bottom of this mid 1800's historic home locat ...
From $368 per night (USD)
VRBO
From $367 per night (USD)
Expedia
GYPSY'S PALACE in the Truman Annex - Stunning ocean views!!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Fabulous waterfront two level condo in the beautiful Historic Mills Place Hospital Building in the Truman Annex awaits! ...
From $367 per night (USD)
Expedia

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