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 $393 per night (USD)
VRBO
**A BEACHY VIEW @ THE TRUMAN ANNEX IN KEY WEST**
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come and relax in this 2-bedroom 1 bath, first floor with 3 flat screen TV's, custom kitchen, backyard tropical paradise ...
From $393 per night (USD)
VRBO
From $630 per night (USD)
Expedia
~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 $630 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Cozy on Caroline - Key West Seaport
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Experience the quintessential Key West lifestyle in this charming one-bedroom, two-bathroom apartment that perfectly bal ...
From $269 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Southern Skies, Stylish Home in Old Town Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart of Key West's His ...
From $399 per night (USD)
Expedia
From $252 per night (USD)
VRBO
Charming 1923 2 Bedroom, 1 Bath home with bonus loft.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to The Emma House! A delightful 1923 Key West retreat located in the heart of historic and vibrant Bahama Villa ...
From $252 per night (USD)
VRBO
From $1125 per night (USD)
Expedia
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)
Expedia
From $495 per night (USD)
VRBO
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 $495 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Jerry's Escape - Truman @ Duval | Cozy Studio Perfect for Couples
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Truman @ Duval - Unit C | Cozy Studio Perfect for Couples Experience your perfect romantic retreat, offering a charming ...
From $498 per night (USD)
Expedia
From $649 per night (USD)
VRBO
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 $649 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Charming Hideaway with Pool – Walk to Duval St & Local Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $514 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Sunny Florida Escape with Pool, Beach Access & Stunning Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $460 per night (USD)
VRBO
From $1227 per night (USD)
Expedia
The Penthouse at Custom House Inn | New! Coastal Escape on Duval Street!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Penthouse at Custom House Inn | Serene Coastal Escape on Duval Street! Immerse yourself in the calm and comfort of ...
From $1227 per night (USD)
Expedia
From $636 per night (USD)
VRBO
Most Beautiful View on Key West?
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Make yourself at home in this 2-bedroom Key West retreat. This cool condo features a beautiful view from every room. Spa ...
From $636 per night (USD)
VRBO
From $739 per night (USD)
Expedia
Upscale 2-bedroom villa in the heart of Old Town. Minutes to Duval & Mallory Sq
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this upscale condo in Key West. This terrific property features 2 bedrooms with 1 king bed and 1 queen bed, a ...
From $739 per night (USD)
Expedia
$Sandbar Suite | 2 bed\/2 bath apartment with patio overlooking Front Street$
From $962 per night (USD)
VRBO
Sandbar Suite | 2 bed\/2 bath apartment with patio overlooking Front Street
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Sandbar Suite – 2BR/2BA Island Getaway with Front Street views Welcome to The Sandbar Suite, a bright and breezy 2- ...
From $962 per night (USD)
VRBO
From $587 per night (USD)
Expedia
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 $587 per night (USD)
Expedia
From $1824 per night (USD)
VRBO
3| Galleon | Marina | Spa | Hot Tub | Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Galleon Resort is a premier destination in Key West, Florida, offering an unbeatable combination of luxury, comfort, ...
From $1824 per night (USD)
VRBO
From $825 per night (USD)
Expedia
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Near Duval Street, Waterfront Sunset Harbor Resort. 2BR
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! 🌅 Nestled in the he ...
From $825 per night (USD)
Expedia
From $2236 per night (USD)
VRBO
Sunset Harbor | Marina | Hot Tub | Pool | Concierge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your serene oasis in the heart of Key West’s iconic Old Town, where lush greenery and contemporary design cre ...
From $2236 per night (USD)
VRBO
From $1941 per night (USD)
VRBO
The Banyan | Concierge | Beach Access | Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of historic Old Town Key West, The Banyan Resort is a charming escape set on a mid-1800s estate ste ...
From $1941 per night (USD)
VRBO
From $11524 per night (USD)
VRBO
Galleon | Hot Tub | Marina | Lux Resort | Concierge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Galleon Resort is a premier destination in Key West, Florida, offering an unbeatable combination of luxury, comfort, ...
From $11524 per night (USD)
VRBO
From $2236 per night (USD)
VRBO
Sunset Harbor | Hyatt | Hot Tub | Pool | Marina | Lux Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your serene oasis in the heart of Key West’s iconic Old Town, where lush greenery and contemporary design cre ...
From $2236 per night (USD)
VRBO
From $1839 per night (USD)
VRBO
Galleon | Marina | Lux Resort | Pool | Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Galleon Resort is a premier destination in Key West, Florida, offering an unbeatable combination of luxury, comfort, ...
From $1839 per night (USD)
VRBO
From $1839 per night (USD)
VRBO
Galleon | Marina | Concierge | Hot Tub | Spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled along the sparkling Gulf of Mexico in historic Old Town, The Galleon Resort places you in the heart of Key West’ ...
From $1839 per night (USD)
VRBO
From $900 per night (USD)
VRBO
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Near Duval Street, Waterfront Sunset Harbor Resort. 2BR
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! 🌅 Nestled in the he ...
From $900 per night (USD)
VRBO
From $5625 per night (USD)
Expedia
Key West Hyatt Charming 2-bedroom resort with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience a serene oasis nestled in the heart of Key West’s historic Old Town. Surrounded by lush greenery, this retrea ...
From $5625 per night (USD)
Expedia
From $5625 per night (USD)
VRBO
Key West Florida Charming 1-bedroom resort with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Experience a serene oasis nestled in the heart of Key West’s historic Old Town. Surrounded by lush greenery, this retrea ...
From $5625 per night (USD)
VRBO
From $5625 per night (USD)
Expedia
Key West Studio Charming resort with WiFi, AC, fitness room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience a serene oasis nestled in the heart of Key West’s historic Old Town. Surrounded by lush greenery, this retrea ...
From $5625 per night (USD)
Expedia
From $1436 per night (USD)
VRBO
No secrets at Pilar's Secret - Just a great location!
Bedrooms:
2
Bathrooms:
4
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 $1436 per night (USD)
VRBO
From $1608 per night (USD)
Expedia
The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This gorgeous classical Key West Estate property is quite possibly the most stylish blend of historic Victorian-Caribbea ...
From $1608 per night (USD)
Expedia
From $2140 per night (USD)
VRBO
Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Galleon Resort in Key West, where paradise meets luxury at the southernmost tip of the United States. In ...
From $2140 per night (USD)
VRBO
From $1189 per night (USD)
Expedia
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)
Expedia
From $1664 per night (USD)
VRBO
Sunset Harbor Resort & Spa, Hot Tub, Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and ...
From $1664 per night (USD)
VRBO
From $1308 per night (USD)
Expedia
Sunset Harbor Resort, Marina, In Town, Hot Tub, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and ...
From $1308 per night (USD)
Expedia
$THE NEST ~ Charming Conch Cottage Close to the Beach and Duval w\/ Pool!$
From $311 per night (USD)
VRBO
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 $311 per night (USD)
VRBO
$SWEET LIKE SUMMERTIME ~ 3 BR\/2Ba Home w\/ Pool and Yard!$
From $336 per night (USD)
Expedia
SWEET LIKE SUMMERTIME ~ 3 BR\/2Ba Home w\/ Pool and Yard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
CLASSIC CHARMER... Welcome to this beautifully renovated 3 bedroom 2 bath pool home, located in Bahama Village. This cla ...
From $336 per night (USD)
Expedia
From $311 per night (USD)
VRBO
THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
COZY VALUE IN TRUMAN ANNEX… This 2nd Floor one bedroom, one bath condo is located in The Shipyard, a neighborhood of the ...
From $311 per night (USD)
VRBO
From $436 per night (USD)
Expedia
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 $436 per night (USD)
Expedia
From $578 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 $578 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Enjoy More Privacy in a Truman Annex End Unit Townhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Contact us about special Summer Rates! Absolute Best Location! Our Townhome is set in the tranquil verdant gardens of ...
From $385 per night (USD)
Expedia
$\Tranquility \ At Ann Street Gardens Steps From Duval$
From $534 per night (USD)
VRBO
\"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 $534 per night (USD)
VRBO
From $734 per night (USD)
Expedia
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 $734 per night (USD)
Expedia
$Location In Down Town Key West W\/ 2 Pools, Huge Private Roof Deck & Parking$
From $2064 per night (USD)
VRBO
Location In Down Town Key West W\/ 2 Pools, Huge Private Roof Deck & Parking
Bedrooms:
7
Bathrooms:
7
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)
VRBO
$STRIPES ~ Delightful Condo w\/Shared Pool in the Heart of Old Town Key West!$
From $1115 per night (USD)
Expedia
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 $1115 per night (USD)
Expedia
From $2110 per night (USD)
VRBO
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 $2110 per night (USD)
VRBO
$SAPODILLA HOUSE ~ Spectacular 3B\/3.5Ba Annex Home w\/Private Heated Pool!$
From $989 per night (USD)
Expedia
SAPODILLA HOUSE ~ Spectacular 3B\/3.5Ba Annex Home w\/Private Heated Pool!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
PREMIER TROPICAL RETREAT... Come spoil yourself in this conveniently located two-story home tucked away on a quiet lane ...
From $989 per night (USD)
Expedia
From $1047 per night (USD)
VRBO
STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!
Bedrooms:
2
Bathrooms:
5
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 $1047 per night (USD)
VRBO
$FOUNDRY 7- Weekly Vacation Rental - Shared Pool - 2BD\/2.5BA RealKeyWest$
From $419 per night (USD)
Expedia
FOUNDRY 7- Weekly Vacation Rental - Shared Pool - 2BD\/2.5BA RealKeyWest
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
WELCOME TO FOUNDRY 7! Escape to the historic and luxurious neighborhood of Truman Annex in Key West, where you'll find ...
From $419 per night (USD)
Expedia
$THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba\/ 1Ba Unit in The Shipyard!$
From $301 per night (USD)
VRBO
THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba\/ 1Ba Unit in The Shipyard!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
COMFORT AND VALUE IN TRUMAN ANNEX… This newly renovated 2nd floor two bedroom condo is located in The Shipyard, a neighb ...
From $301 per night (USD)
VRBO
$PINEAPPLE COTTAGE: 2BR\/2BA-Pvt Pool -1\/2 block to Duval- RealKeyWest$
From $1021 per night (USD)
Expedia
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 $1021 per night (USD)
Expedia
From $415 per night (USD)
VRBO
A Slice of Paradise! @ the Shipyard Palms!
Bedrooms:
2
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 $415 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Ann Street Cottage: A bright and airy home near Duval Street
Bedrooms:
2
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 $493 per night (USD)
Expedia
From $426 per night (USD)
VRBO
PALMS AWAY ~ Truman Annex Townhome with Outdoor Patio and Community Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
STEPS TO IT ALL... Peaceful surroundings of swaying palm trees and picturesque white picket fences invite you in to this ...
From $426 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
$Zen Cigar Maker Cottage, magical serpentine pool, serene landscaping, pkg\/bikes$
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
From $549 per night (USD)
Expedia
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)
Expedia
From $1218 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 $1218 per night (USD)
VRBO
From $1181 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 $1181 per night (USD)
Expedia
From $169 per night (USD)
VRBO
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)
VRBO
From $2186 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 $2186 per night (USD)
Expedia
$SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w\/ Community Pool!$
From $427 per night (USD)
VRBO
SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w\/ Community Pool!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
A TRUMAN ANNEX DREAM... Come discover this beautifully renovated condo within the desirable Shipyard neighborhood in the ...
From $427 per night (USD)
VRBO
$BELLA VITA ~ 2\/1.5 located in the Truman Annex with a community pool!$
From $214 per night (USD)
Expedia
BELLA VITA ~ 2\/1.5 located in the Truman Annex with a community pool!
Bedrooms:
2
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 $214 per night (USD)
Expedia
From $727 per night (USD)
VRBO
Hyatt Sunset Harbor, 2BD overlooking the stunning and beautiful Gulf of Mexico!
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 $727 per night (USD)
VRBO
From $894 per night (USD)
Expedia
SEAPORT SERENITY-Beach-Pool-King-BBQ-Hot Tub-Extra Entrance
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
OCEANFRONT CASUAL LUXURY CONDO RENTAL 40 FT FROM THE WATER WITH BREATHTAKING & UNOBSTRUCTED VIEWS OF KEY WEST HARBOR AND ...
From $894 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 $349 per night (USD)
Expedia
Minute walk to pool! 5 Star Preferred, 3 bikes, a pool, parking, and 2 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 $349 per night (USD)
Expedia
From $688 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 $688 per night (USD)
VRBO
From $876 per night (USD)
Expedia
★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 $876 per night (USD)
Expedia
From $1950 per night (USD)
VRBO
Perfect Location, Private Heated Pool & Pristine Luxury Home!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Perfectly located and fully remodeled, Octopus's Garden is steps from Duval Street and the home of Ernest Hemmingway. ...
From $1950 per night (USD)
VRBO
$ISLE AZURE ~ Charming 3 Bed\/3 Bath with Private Pool in Truman Annex!$
From $697 per night (USD)
Expedia
ISLE AZURE ~ Charming 3 Bed\/3 Bath with Private Pool in Truman Annex!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
QUINTESSENTIAL OLD TOWN CHARM… Imagine pulling up to a picture-perfect gated community, lined by white picket fences and ...
From $697 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Lock-Out Unit at the Galleon Resort - Best Resort Location In KW
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio(lock-out) for rent 5th floor. The Galleon Resort has its own marina, fishing charters on-site, tiki bar that serv ...
From $338 per night (USD)
VRBO
From $2495 per night (USD)
Expedia
STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!
Bedrooms:
4
Bathrooms:
9
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 $2495 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Eleanor's Place Key West Cottage in Historic Old Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
"Eleanor's Place Key West" is a charming Key West cottage in the heart of historic Old Town! Featured on HGTV's Island L ...
From $365 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Craig & Cindy Key West Truman Annex 2 bedroom 2 bath Shipyard Condo at MM 0!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condo includes: 2 bedrooms 2 bath {queen and ...
From $389 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include: 2 bedrooms 1 bath {queen and ...
From $344 per night (USD)
VRBO
$TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w\/ Parking in Perfect Location!$
From $512 per night (USD)
Expedia
TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w\/ Parking in Perfect Location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
IN THE HEART OF IT ALL… A perfect location within a peaceful setting, this updated home allows for extraordinary moments ...
From $512 per night (USD)
Expedia
From $497 per night (USD)
VRBO
BLUE BUNGALOW ~ 2 Bedroom Townhome in Truman Annex Community with Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
PICTURE PERFECT… Swaying palms and a picturesque white picket fence outline this tropical retreat luring you in to your ...
From $497 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Penthouse Suite @ KW, Galleon Resort, Not Available in 2024-2025
Bedrooms:
2
Bathrooms:
4
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)
Expedia
From $865 per night (USD)
VRBO
Largest Shipyard Condo in the Truman Annex - over twice the size with a loft!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Shipyard PENTHOUSE! This unit was supposed to be 2 units but it was built as one larger unit plus two lofts were added. ...
From $865 per night (USD)
VRBO
$Craig & Cindy Key West Truman Annex Shipyard Condo w\/ balcony at Mile Marker 0!$
From $343 per night (USD)
Expedia
Craig & Cindy Key West Truman Annex Shipyard Condo w\/ balcony at Mile Marker 0!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condo includes: 2 bedrooms 1 bath {queen and ...
From $343 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, 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 $185 per night (USD)
VRBO
$Shipyard 197-Condo in Truman Annex-2 bedroom 1 bath, close to Duval w\/ pool$
From $407 per night (USD)
Expedia
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 $407 per night (USD)
Expedia
From $333 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 $333 per night (USD)
VRBO
From $748 per night (USD)
Expedia
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 $748 per night (USD)
Expedia
From $1000 per night (USD)
VRBO
Hyatt Sunset Harbor Resort for ONLY Sunday to Sunday Week's stay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is for A WEEK'S Stay Only in a 2 Bedroom 2 Bathroom Villa for 6 People. Discover this relaxing oasis in the heart ...
From $1000 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Heart of Downtown Key West Cottage With Off-Street Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
A Historic Cigar-Makers Conch Home, privately owned by a native hospitable family in the heart of Downtown, a few minut ...
From $374 per night (USD)
Expedia
From $203 per night (USD)
VRBO
2026 now available! SPARKLING 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 $203 per night (USD)
VRBO
From $636 per night (USD)
Expedia
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 $636 per night (USD)
Expedia
From $323 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 $323 per night (USD)
VRBO
From $438 per night (USD)
Expedia
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 $438 per night (USD)
Expedia
From $680 per night (USD)
VRBO
Hyatt Sunset Harbour Resort-Prime location on Key West!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
All rentals will be in seven-night increments with a Friday through Sunday for check-in. Thank you for choosing Dash R ...
From $680 per night (USD)
VRBO
From $343 per night (USD)
Expedia
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)
Expedia
From $363 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 $363 per night (USD)
VRBO
From $308 per night (USD)
Expedia
~ THE PINK HOUSE ~ Saline pool, lush privacy and 2 ensuites with balconies.
Bedrooms:
4
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 $308 per night (USD)
Expedia
From $561 per night (USD)
VRBO
~FAIR WINDS @ THE FOUNDRY~ Frolic on Duval St then unwind in the shared pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
WEEKLY RENTAL: This property has a 7 night minimum stay. **Beginning January, 2026, Fair Winds will be a MONTHLY (28 n ...
From $561 per night (USD)
VRBO
$~ CLOUD 9 ~ It's heaven on earth in this 3B\/3BA lavish home with pool\/parking$
From $1847 per night (USD)
Expedia
~ 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 $1847 per night (USD)
Expedia
From $436 per night (USD)
VRBO
~ SEAS THE DAY ~ Nestled in a gated community by Fort Zachary Taylor beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**Home is available September 1 for a monthly rental (only). 28 night minimum** WEEKLY RENTAL: This property has a 7 n ...
From $436 per night (USD)
VRBO
$Very Rare-The Galleon 3 King Bd, 3 Bath w\/ 4th king bd in loft + sleeper sofa$
From $1163 per night (USD)
Expedia
Very Rare-The Galleon 3 King Bd, 3 Bath w\/ 4th king bd in loft + sleeper sofa
Bedrooms:
3
Bathrooms:
5
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 $1163 per night (USD)
Expedia

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