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 $1907 per night (USD)
VRBO
2 Sophisticated Resort Rooms Perfect for Family Relaxation! Spa Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1907 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Royal Palm in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
There's no better way to experience island time - that slow shifting of hours that makes Key West such an ideal vacation ...
From $374 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Pool, Pet Friendly, & Near Duval - Coastal Rose
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience the charm of downtown Key West in this cozy 1-bedroom unit with an additional loft and a shared pool ...
From $600 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Tropical Cottage w/ Private Pool--Two blocks from Duval - Near Hemingway House!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
The Conch-Out Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $205 per night (USD)
Expedia
From $949 per night (USD)
VRBO
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
THE PROPERTY: Welcome to your private rocking chair front porch and tropical, Adult Only setting! As you enter your quai ...
From $949 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Charming 1923 2 Bedroom, 1 Bath home with bonus loft.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to The Emma House! A delightful 1923 Key West retreat located in the heart of historic and vibrant Bahama Villa ...
From $220 per night (USD)
Expedia
From $1125 per night (USD)
VRBO
Hyatt Sunset Harbor Resort Timeshare available 2 weeks only Mar22-Apr5, 2026
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coveted Hyatt Resort unit available for 2 consecutive weeks - located in between Truman Annex, Duval St. and Mallory Sq ...
From $1125 per night (USD)
VRBO
From $559 per night (USD)
Expedia
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Zen Villa - A Luxe Retreat in the Heart of Old Key West! Tucked away on a quiet lane just steps from the vibrant heartbe ...
From $559 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Jerry's Escape - Truman @ Duval | Cozy Studio Perfect for Couples
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Truman @ Duval - Unit C | Cozy Studio Perfect for Couples Experience your perfect romantic retreat, offering a charming ...
From $315 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Truman @ Duval - Unit D | Two-Bedroom with Full Kitchen & Prime Location Welcome to your perfect family getaway in the ...
From $357 per night (USD)
Expedia
From $835 per night (USD)
VRBO
Sandbar Suite | 2 bed/2 bath apartment with patio overlooking Front Street
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Sandbar Suite – 2BR/2BA Island Getaway with Front Street views Welcome to The Sandbar Suite, a bright and breezy 2 ...
From $835 per night (USD)
VRBO
Click For Pricing
Expedia
KEY WEST- Amazing 3 rd floor corner unit overlooking Florida Bay and Yacht Club.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Consider this 3rd floor corner condo overlooking the Florida Bay and Yacht Club as your next vacation destination. Enjoy ...
Click For Pricing
Expedia
From $371 per night (USD)
VRBO
Casa Mamisa - 2 bedroom home in Old Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The two bedroom Casa Mamisa is your home away from home on a quiet lane just off of Duval Street. This peaceful space fe ...
From $371 per night (USD)
VRBO
From $611 per night (USD)
VRBO
The Conchtail Club a Tropical Oasis in the Heart of Old Town – Shipyard Complex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Conchtail Club a Tropical Oasis in the Heart of Old Town – Shipyard Condo in Truman Annex Welcome to your sunny esc ...
From $611 per night (USD)
VRBO
From $1702 per night (USD)
VRBO
No secrets at Pilar's Secret - Just a great location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Pilar’s Secret is hidden away in the heart of Old Town Key West just half a block off the famous Duval Street. This secl ...
From $1702 per night (USD)
VRBO
From $1189 per night (USD)
VRBO
Sunset Harbor Resort & Spa, In Town, Marina, Hot Tub.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and ...
From $1189 per night (USD)
VRBO
From $497 per night (USD)
VRBO
SWEET LIKE SUMMERTIME ~ 3 BR/2Ba Home w/ Pool and Yard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
CLASSIC CHARMER... Welcome to this beautifully renovated 3 bedroom 2 bath pool home, located in Bahama Village. This cla ...
From $497 per night (USD)
VRBO
From $405 per night (USD)
Expedia
THE NEST ~ Charming Conch Cottage Close to the Beach and Duval w/ Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
HIDDEN GEM... The perfect location for guests who want to walk and bike to everything Key West has to offer. Modern cot ...
From $405 per night (USD)
Expedia
From $314 per night (USD)
VRBO
THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
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 $314 per night (USD)
VRBO
$\Tranquility \ At Ann Street Gardens Steps From Duval$
From $671 per night (USD)
Expedia
\"Tranquility \" At Ann Street Gardens Steps From Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location is ideal for this wonderful one bedroom retreat. A lush, inviting compound created so owners and guests could e ...
From $671 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Hyatt Sunset Harbor, overlooking the Gulf of Mexico; 2 bd villa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Concierge Realty is proud to present luxury villas at Hyatt Sunset Harbor! **Reservations are available in weekly (7 ni ...
From $675 per night (USD)
VRBO
From $1267 per night (USD)
VRBO
PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
WELCOME TO PINEAPPLE COTTAGE! The Pineapple Cottage is a charming two-bedroom, two-bathroom home located in Old Town K ...
From $1267 per night (USD)
VRBO
From $508 per night (USD)
VRBO
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STEPS TO DUVAL ST… Take advantage of this premier opportunity to indulge in all your desired Key West bucket list items ...
From $508 per night (USD)
VRBO
From $889 per night (USD)
VRBO
Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $889 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Enjoy More Privacy in a Truman Annex End Unit Townhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Contact us about special Summer Rates! Absolute Best Location! Our Townhome is set in the tranquil verdant gardens of ...
From $638 per night (USD)
VRBO
From $2064 per night (USD)
Expedia
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theate ...
From $2064 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Foundry 7 - Historic Luxury in the Heart of Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Foundry 7 – A Rare Gem in Key West’s Prestigious Truman Annex! Step into paradise at Foundry 7, a spectacula ...
From $475 per night (USD)
VRBO
From $330 per night (USD)
Expedia
THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Unit in The Shipyard!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
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 $330 per night (USD)
Expedia
From $1025 per night (USD)
VRBO
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
When you don't need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key W ...
From $1025 per night (USD)
VRBO
From $3316 per night (USD)
Expedia
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
LUXURY IN OLD TOWN... Grand home in the Historic Seaport area of Old Town Key West. Tucked behind a canopy of palms this ...
From $3316 per night (USD)
Expedia
From $1080 per night (USD)
VRBO
SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!
Bedrooms:
3
Bathrooms:
3
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 $1080 per night (USD)
VRBO
From $1114 per night (USD)
Expedia
STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
When you do not need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key ...
From $1114 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Reduced Pricing!!! A Slice of Paradise! @ the Shipyard Palms!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
In the heart of Old Town, with the beautiful community of private homes and condominiums of Truman Annex, this Shipyard ...
From $433 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Ann Street Cottage: A bright and airy home near Duval Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom c ...
From $583 per night (USD)
VRBO
From $403 per night (USD)
VRBO
PALMS AWAY ~ Truman Annex Townhome with Outdoor Patio and Community Pool!
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 $403 per night (USD)
VRBO
From $1812 per night (USD)
Expedia
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 $1812 per night (USD)
Expedia
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
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 $1755 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 $1755 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
From $1731 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 $1731 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Shipyard end unit - NOW 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 $221 per night (USD)
VRBO
From $496 per night (USD)
VRBO
BELLA VITA ~ 2/1.5 located in the Truman Annex with a community pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
IDEAL LOCATION IN GREAT COMMUNITY... Enjoy your stay at the President's Walk at Truman Annex. This well manicured commu ...
From $496 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Bright & Modern Condo—7 MinWalk to the Beach! Pool, Bikes & 2 Furnished Porches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
BIlly's Blue Heaven is fresh, clean and Pristine. We have updated the condo with all new paint, a new Smart Tv in the ...
From $378 per night (USD)
Expedia
From $804 per night (USD)
VRBO
Near Duval - Tiki Bar - Private Beach - 2BR Condo - Old Town Key West - Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach ...
From $804 per night (USD)
VRBO
From $916 per night (USD)
VRBO
★2BR Resort Villa at Heart of Old Town Key West- Sleeps 6!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach ...
From $916 per night (USD)
VRBO
From $1932 per night (USD)
VRBO
STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!
Bedrooms:
4
Bathrooms:
8
Sleeps:
20
ABUNDANCE IN OLD TOWN... Majestic home in the Historic Seaport area of Old Town Key West. This is THE house to bring eve ...
From $1932 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Eleanor's Place Key West - Historic Old Town Cottage Dog Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Eleanor's Place is a charming Key West Cottage in the heart of Key West! Featured on HGTV's Island Life, our renovated c ...
From $286 per night (USD)
VRBO
$Perfect Location, \nPrivate Heated Pool,\nPristine Luxury Home!$
From $1832 per night (USD)
VRBO
Perfect Location, \nPrivate Heated Pool,\nPristine Luxury Home!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Octopus’s Garden — Top-Rated Key West Rental with 150+ 5-Star Reviews! Location: Steps from Duval Street & Ernest Hemin ...
From $1832 per night (USD)
VRBO
From $998 per night (USD)
Expedia
ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!
Bedrooms:
3
Bathrooms:
3
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 $998 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include: 2 bedrooms 1 bath {queen and ...
From $411 per night (USD)
VRBO
From $451 per night (USD)
Expedia
TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w/ Parking in Perfect Location!
Bedrooms:
2
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 $451 per night (USD)
Expedia
From $448 per night (USD)
VRBO
BLUE BUNGALOW ~ 2 Bedroom Townhome in Truman Annex Community with Pool!
Bedrooms:
2
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 $448 per night (USD)
VRBO
From $731 per night (USD)
VRBO
Penthouse Suite @ KW, Galleon Resort, Not Available in 2024-2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Galleon Resort is the best location - Old Town Key West, walking location to all the bars, many high quality restaur ...
From $731 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo w/ balcony at Mile Marker 0!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condo includes: 2 bedrooms 2 full bath {queen ...
From $472 per night (USD)
VRBO
From $404 per night (USD)
VRBO
Shipyard 197-Condo in Truman Annex-2 bedroom 1 bath, close to Duval w/ pool
Bedrooms:
1
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 $404 per night (USD)
VRBO
From $594 per night (USD)
VRBO
Truman Annex unit 254
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Key Lime has a large open kitchen, vaulted ceilings and tile floors throughout. This immaculate unit has two-bedrooms, 2 ...
From $594 per night (USD)
VRBO
From $952 per night (USD)
VRBO
The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please choose a Saturday check-in, all rentals will be in seven night increments. Bedding configuration may vary, depend ...
From $952 per night (USD)
VRBO
From $1119 per night (USD)
VRBO
Namaste 'The Spirit Within Me Salutes The Spirit Within You'
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom B ...
From $1119 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Location, Location, Location!!! Downtown Key West - Truman Annex!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
All the amenities of a fantastic resort suite and free assigned parking in the middle of everything in Key West...2/1 th ...
From $345 per night (USD)
VRBO
From $516 per night (USD)
VRBO
Rose Lane Villas - Villa Alta - 1 bedroom - Sleeps 4 - Downtown Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get wit ...
From $516 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Cozy Piece of Key West History
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
PERFECTLY located, 100 y-o "Conch" House, w AAA+ front-porch, and 3 full baths to go w 3 BRs... brand-new kitchen, compl ...
From $343 per night (USD)
VRBO
From $550 per night (USD)
VRBO
THE OLD SAPODILLA HOUSE ~ Pet Friendly Home in Historic Bahama Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
PERFECT GETAWAY JUST STEPS FROM DUVAL... Private family home with poolside cottage totals three bedrooms and three full ...
From $550 per night (USD)
VRBO
From $340 per night (USD)
VRBO
~ THE PINK HOUSE ~ Saline pool, lush privacy and 2 ensuites with balconies.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...
From $340 per night (USD)
VRBO
From $590 per night (USD)
VRBO
~FAIR WINDS @ THE FOUNDRY~ Frolic on Duval St then unwind in the shared pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WEEKLY RENTAL: This property has a 7 night minimum stay. **Beginning January, 2026, Fair Winds will be a MONTHLY (28 n ...
From $590 per night (USD)
VRBO
From $2281 per night (USD)
VRBO
~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
THE PROPERTY: If you are looking for a peaceful retreat that is close to everything, this is the ultimate home for you. ...
From $2281 per night (USD)
VRBO
From $1386 per night (USD)
VRBO
Very Rare-The Galleon 3 King Bd, 3 Bath w/ 4th king bd in loft + sleeper sofa
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
The Galleon Resort in Key West is a Perfect Resort for you, your Guests and your Family. The unit is spacious and very b ...
From $1386 per night (USD)
VRBO
From $182 per night (USD)
VRBO
June & August 2026 now available! Old Town PRIVATE 3BR Lagoon Pool& FIVE stars!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This colorful three bedroom, two full bath, private, and historic home is a wonderful spot to vacation, live like a loca ...
From $182 per night (USD)
VRBO
From $593 per night (USD)
VRBO
Key West Hen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Give me a call if you have any questions! 702-232-3750 ****The roof has been replaced and the gutters are being done as ...
From $593 per night (USD)
VRBO
From $1020 per night (USD)
VRBO
Tropical State of Mind Key West FL
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Private home of three bedrooms and 2 1/2 Baths within a gated community. High definition TV found in every bedroom in ...
From $1020 per night (USD)
VRBO
From $610 per night (USD)
VRBO
Key West 44ft Sailboat Wild Thing-we are moving !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We are moving ! Check for details here! Will be retiring and will take limited number of custom sailing trips. Located ...
From $610 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This condo has a unique location in the Gated Truman Annex. It is very quiet, but yet very close to all Key West has t ...
From $321 per night (USD)
Expedia
From $606 per night (USD)
VRBO
Truman Annex Best Location in Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We stick to a Saturday check in during the in season months (Jan-April) Greetings from Paradise, where the temperature ...
From $606 per night (USD)
VRBO
From $833 per night (USD)
Expedia
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Location, location, location! Brand new and beautiful, this spacious house is conveniently located on a quiet street in ...
From $833 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Galleon Resort Efficiency Historic District
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
$25,00 Renovation completed end of 2016/beginning of 2017!! Different than ANY other Efficiency at the Galleon!! You w ...
From $585 per night (USD)
VRBO
From $1296 per night (USD)
VRBO
Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $1296 per night (USD)
VRBO
From $487 per night (USD)
VRBO
Large Floorplan & Yard, Sunny 2BR KING/twin, 1 Bath, Truman Annx, Grd Flr, Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Amazing LOCATION! Truman Annex: SHABBY CHICKEN - come stay at the large & proud bird in town!! Large front yard and po ...
From $487 per night (USD)
VRBO
From $1551 per night (USD)
VRBO
Palm Trees Ocean Breeze Key West FL
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Three bedroom, four bathroom private home with heated pool . Breathtaking sunsets can be seen from third floor deck over ...
From $1551 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Truman Annex - Beautiful Townhome - President's Lane
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful 2-story townhouse; master bedroom with King Bed and double doors to deck; full bath; second bedroom with two t ...
From $321 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Tranquil 2-BR Condo in Truman Annex, Steps to Pool & 5-Min Walk to Duval St.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our lovely condo which is located in the famed Truman Annex Complex right in the heart of fabulous Key West. ...
From $384 per night (USD)
VRBO
From $659 per night (USD)
VRBO
Rose Lane Villas - Villa Rosa - 1 Bedroom - Downtown Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get wit ...
From $659 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Villa Nomade at Shipyard Condominiums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax at Villa Nomade in luxurious surroundings. Featuring a fully equipped kitchen with bar seating and dining area. Th ...
From $311 per night (USD)
VRBO
From $658 per night (USD)
VRBO
Rose Lane Villas - Villa Porta - 1 Bedroom - Downtown Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $658 per night (USD)
VRBO
From $410 per night (USD)
VRBO
A Touch Of Cuba In Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Conch Republic and the Shipyard section of the Truman Annex. You have many choices of accommodations and sin ...
From $410 per night (USD)
VRBO
From $1996 per night (USD)
VRBO
Key West Suites Hotel - Adam Scott Rote Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central ...
From $1996 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Key West Rooster
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Please call or text if you’d like to book our home 702 232... 3750 When booking our home please include a brief descri ...
From $578 per night (USD)
VRBO
From $483 per night (USD)
VRBO
A Touch of Bermuda at Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping ...
From $483 per night (USD)
VRBO
From $1725 per night (USD)
VRBO
Rare Penthouse 2 bed/2bath additional King in loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Perfect vacation rental that allows you to enjoy breakfast on your private balcony, unwind and relax in the master bath ...
From $1725 per night (USD)
VRBO
From $1117 per night (USD)
VRBO
The Galleon Resort in Beautiful Key West. Amazing Views! 2 bedroom villa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Concierge Realty is proud to present luxury villas at The Galleon Resort! **Reservations are available in weekly (7 nig ...
From $1117 per night (USD)
VRBO
From $898 per night (USD)
VRBO
Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $898 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Villa Fleur at Shipyard Condominiums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax at Villa Fleur in luxurious surroundings. Renovated in 2018 it has a fully equipped kitchen with bar seating and d ...
From $393 per night (USD)
VRBO
From $1473 per night (USD)
Expedia
BEACH HOUSE ~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
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 $1473 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Galleon Resort Efficiency in the old town
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This efficiency is located on the 5th floor of the Galleon Resort. One of only two efficiencies with both a king size b ...
From $349 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Galleria was once a haven for traveling artists who frequented Key West. With a tranquil pool area and spacious pati ...
From $456 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Pet Friendly Studio Near Duval – Traveler's Palm
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Summary: Get ready to dive into the vibrant energy of Key West at Traveler's Palm! This recently updated, spacious secon ...
From $605 per night (USD)
VRBO
From $273 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 $273 per night (USD)
Expedia
From $278 per night (USD)
VRBO
King Suite with Balcony - The James House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: - The historic James House sits on Caroline street, just one home away from Duval street and its coveted attrac ...
From $278 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Hot Tub & Pet Friendly - Royal Palm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Royal Palm is a beautiful newly updated studio cottage tucked away in the heart of Old Town Key West. There is ...
From $455 per night (USD)
Expedia
From $3071 per night (USD)
VRBO
Southern snowbird-friendly house with pool, stunning backyard & great location
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The Southernmost Comfort House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
From $3071 per night (USD)
VRBO
From $554 per night (USD)
Expedia
Old Town Key West Cottage 3bed/2bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully furnished ground floor cottage with 3 bedrooms (queen bed in every bedroom), 2 full bathrooms, plus a loft with an ...
From $554 per night (USD)
Expedia

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