Key West National Wildlife Refuge Rentals
From $484 per night (USD)VRBO
Hyatt Sunset Harbor 1-bedroom suite w\/AC, WiFi, Pool, Walk to Duval & Mallory
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Key West in this enchanting 1-bedroom sleep4 suite with kitchen, living area with a queen sofa bed. Perfect f ...
From $484 per night (USD)VRBO
From $444 per night (USD)Expedia
Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 2, Swimming Pool, Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Have I mentioned that this listing is for the Songwriter’s Festival in sunny Key West, FL? You will be staying at the Hy ...
From $444 per night (USD)Expedia
From $685 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 $685 per night (USD)VRBO
From $331 per night (USD)Expedia
1-bedroom 2 blocks to Duval, close to beach, parking, and pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in Key West 2 blocks from Duval and half a mile to Beach, enjoy what this 1-bedroom condo has to offer. This lov ...
From $331 per night (USD)Expedia
From $265 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 $265 per night (USD)VRBO
From $416 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 $416 per night (USD)Expedia
From $261 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 $261 per night (USD)VRBO
From $1069 per night (USD)Expedia
Ocean View Sunset Harbor Resort Timeshare available 1 week only Mar30-Apr6, 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in between Truman Annex, Duval St. and Mallory Square- This lovely Key West townhouse boasts 2 bedrooms - one w ...
From $1069 per night (USD)Expedia
From $504 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 $504 per night (USD)VRBO
From $375 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 $375 per night (USD)Expedia
From $581 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 $581 per night (USD)VRBO
From $604 per night (USD)VRBO
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 $604 per night (USD)VRBO
From $612 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 $612 per night (USD)VRBO
From $759 per night (USD)Expedia
**GRENN TURTLE COTTAGE @ 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! GREEN TURTLE ...
From $759 per night (USD)Expedia
From $565 per night (USD)VRBO
Charming Island Home w\/ Pool & Guest Quarters in the Heart of Downtown Key West
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the vibrant heart of Key West, this exquisite island home offers a perfect blend of tropical charm and modern ...
From $565 per night (USD)VRBO
From $149 per night (USD)Expedia
Shipwreck Suite - Apartment on Duval St, Key West!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Stay like a true Key West local in this one-of-a-kind Duval St apartment! Here you'll wake up in the heart of downtown - ...
From $149 per night (USD)Expedia
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Sailor’s Sanctuary | Stunning Updated Condo Near Duval Street!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sailor’s Sanctuary | Stunning Updated Condo Near Duval Street! Welcome to Sailor’s Sanctuary, a beautifully renovated g ...
Click For PricingVRBO
From $1038 per night (USD)Expedia
4th of July in Key West at the Hyatt Vacation Club at Sunset Harbor - 2BR Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the beauty of Key West from this amazing 2-bedroom resort. The bedrooms feature a king bed and a queen bed, ens ...
From $1038 per night (USD)Expedia
From $951 per night (USD)VRBO
COME HIDE AT THE KEY WEST HOTEL. A HIDDEN WORLD RIGHT IN THE HEART OF IT ALL.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 50
(PLEASE REACH OUT TO GET ROOM DETAILA AND A SPECIAL DISCOUNT WHEN BOOKING!) Welcome to The Key West Hotel, tucked i ...
From $951 per night (USD)VRBO
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Magnificent views of the Gulf, Sunset Harbor is the ultimate island retreat.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Key West, this delightful resort offers 2 bedrooms with a king and queen bed, 2 bathrooms with luxurious amen ...
Click For PricingExpedia
From $230 per night (USD)VRBO
Pet Friendly \/ Hot Tub \/ Close to Everything
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Historic Old Town Monthly Rental La Cala is Situated on a Corner Lot within Walking Distance to Everything yo ...
From $230 per night (USD)VRBO
From $607 per night (USD)Expedia
COCONUT COTTAGE- Island Vibes & Cozy Stays W\/ Pool & Parking - OLD TOWN KEY WEST
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Coconut Cottage a stunning new construction home in Old Town Key West's Bahama Village. Featuring 2-bedroom, ...
From $607 per night (USD)Expedia
From $475 per night (USD)VRBO
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this charming 1BR, 2nd-floor condo in the heart of Historic Key West. Sleep soundly in a plush king bed with r ...
From $475 per night (USD)VRBO
From $407 per night (USD)Expedia
Bohemian Breeze - Shipyard Truman Annex condo in the heart of Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bohemian Breeze in lovely Key West is waiting for you at this cozy first floor, 2-bedroom condo. Nestled in the serene, ...
From $407 per night (USD)Expedia
From $299 per night (USD)VRBO
**MATECUMBE SUITE @ SEAPORT INN** Guest Suite w\/ Pool Access + LAST KEY SERVICES
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! If you’d like ...
From $299 per night (USD)VRBO
From $366 per night (USD)Expedia
Large Penthouse suite in the charming Bayan Resort in beautiful Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Banyan Resort Key West, Florida In the heart of historic Old Town Key West, The Banyan Resort boasts a storied hist ...
From $366 per night (USD)Expedia
From $558 per night (USD)VRBO
Partial Harbor View King Room at Marker Key West Harbor Resort – Pet-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $558 per night (USD)VRBO
From $629 per night (USD)VRBO
Harbor View King w\/ Balcony at Marker Harbor Resort – Your Waterfront Oasis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $629 per night (USD)VRBO
From $453 per night (USD)VRBO
Marker Key West Harbor, Classic Queen Room, 3 Swimming Pools & Pet-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $453 per night (USD)VRBO
From $640 per night (USD)VRBO
Relax by the Water with Stunning Pools and Access to Watersports Activities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $640 per night (USD)VRBO
From $385 per night (USD)VRBO
Waterfront Living with Private Pools, Calm Waters, and Poolside Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $385 per night (USD)VRBO
From $973 per night (USD)VRBO
Marker Key West Harbor, 2 Classic 2 Queens, 3 Onsite Pools & Pets are Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $973 per night (USD)VRBO
From $491 per night (USD)VRBO
Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $491 per night (USD)VRBO
From $426 per night (USD)VRBO
Pool & Garden View 2 Queen Room at Marker Key West Harbor - Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $426 per night (USD)VRBO
From $479 per night (USD)VRBO
Perfect Key West Hideaway with 3 Pools, Poolside Dining, and a Peaceful Setting
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $479 per night (USD)VRBO
From $479 per night (USD)VRBO
Marker Key West Harbor, Pool & Garden View Room, 3 Outdoor Swimming Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $479 per night (USD)VRBO
From $520 per night (USD)VRBO
Island Hideaway with Three Pools and Easy Access to Watersports Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $520 per night (USD)VRBO
From $1434 per night (USD)VRBO
3 Classic 2 Queen Rooms at Marker Key West Harbor - Pet-friendly Property
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $1434 per night (USD)VRBO
From $487 per night (USD)VRBO
Tranquil Island Getaway with Three Pools, Resort Dining, and Watersports
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $487 per night (USD)VRBO
From $460 per night (USD)VRBO
Classic King Room at Marker Key West Harbor - 3 Onsite Pools & Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $460 per night (USD)VRBO
From $508 per night (USD)VRBO
Perfect Getaway with Pools, Relaxing Atmosphere, and Resort Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $508 per night (USD)VRBO
From $1521 per night (USD)VRBO
Relaxing Key West Getaway with 3 Onsite Swimming Pools, Minutes to Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $1521 per night (USD)VRBO
From $1000 per night (USD)VRBO
2 Queen Rooms at Marker Key West Harbor - 3 Onsite Pools & Pet-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1000 per night (USD)VRBO
From $1060 per night (USD)VRBO
Relaxing Key West Retreat with Resort Pool, Minutes to Beaches & Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1060 per night (USD)VRBO
From $1030 per night (USD)VRBO
Tropical Key West Retreat with 3 Swimming Pools, Steps from Dining & Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1030 per night (USD)VRBO
From $530 per night (USD)VRBO
Escape to Paradise with Relaxing Pools and Watersports Right at Your Door
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $530 per night (USD)VRBO
From $496 per night (USD)VRBO
Historic Key West Hideaway – Walk to the Seaport! Outdoor Pool, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $496 per night (USD)VRBO
From $459 per night (USD)Expedia
Lost Shaker of Salt at Porter Court- 2 bedroom 2 1\/2 bath with pool. Truman Annex- Porter Court
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lost Shaker of Salt Your Key West Retreat Nestled in the exclusive Porter Court Complex within the highly so ...
From $459 per night (USD)Expedia
From $1440 per night (USD)VRBO
Newport Getaway! Pool, Spa, Onsite Dining, & Easy Access to Attractions!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1440 per night (USD)VRBO
From $1724 per night (USD)VRBO
Pet-Friendly Stay, Pool, Spa, Fitness Center! Historic Sights Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1724 per night (USD)VRBO
From $542 per night (USD)VRBO
Lux Waterfront Suite w\/ Pool, Spa, & Walk to Newport Marina & Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $542 per night (USD)VRBO
From $686 per night (USD)VRBO
Pet-Friendly Waterfront Escape w\/ Pool, Near Cliff Walk & Newport Fun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $686 per night (USD)VRBO
From $1603 per night (USD)VRBO
Spacious Oceanfront Stay! Spa, Fitness, & Steps to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1603 per night (USD)VRBO
From $565 per night (USD)Expedia
Chic Stay Near Newport Harbor & Cliff Walk! Pool, Spa, Fitness Center!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $565 per night (USD)Expedia
From $712 per night (USD)VRBO
Spacious Lanai Suite! Pool, Marina Access, Walk to Dining Spots & Museums
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $712 per night (USD)VRBO
From $1505 per night (USD)VRBO
Stylish Suite w\/ Oceanfront View, Pool, Spa, & Steps to Historic Newport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1505 per night (USD)VRBO
From $1154 per night (USD)VRBO
Pet-Friendly Ocean View Stay! Pool, Spa, Historic Sights Nearby!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1154 per night (USD)VRBO
From $1377 per night (USD)VRBO
Lux Gulf View Suite! Pool, Marina Access, Walk to Dining Spots & Museums!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1377 per night (USD)VRBO