Hotel vacation rentals in Key West

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Top-rated hotel rentals in Key West

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Superhost

Hotel room in Key West

4.89 out of 5 average rating, 19 reviews

Hyatt Beach House Resort Aug-Dec Key West 2-7 nght

Sleep6 2-night stays, 2 Bedroom 2 Bath Full kitchen w/essentials Washer/Dryer elevator & free parking. 2 night stays can be combined for 3, 4 or 5 nights, inquire. $3500 for most 7-night stays, or split the week into 4 or 3 nights, inquire. Many April-Dec dates are still available for 2 or more night stays Prices are generally $500 per night for full 7 nights, plus fees Weeks are usually Sunday check-in. There are very limited Saturday check-in dates, but other days may be available, inquire.

Hotel room in Key West

4.78 out of 5 average rating, 181 reviews

Newly renovated + Free Full Breakfast - King Bed

Welcome to Fairfield Inn & Suites By The Keys Collection! - Rest and relax in our Old Town hotel Uncover the vibrant culture of the island at Fairfield Inn & Suites Key West at The Keys Collection. Your vacation starts the moment your plane lands, thanks to our convenient location near Key West International Airport. Explore local hotspots like Duval Street, Old Town and Mallory Square, all near our hotel. Start your day in Key West, Florida, with our free breakfast, enjoy a workout in our fi

Superhost

Hotel room in Key West

4.86 out of 5 average rating, 566 reviews

The Sanchez House Room #1

There is no better welcome to Key West than staying in local and famous folk artist Mario Sanchez's birth home. This home was built in the 1860's in the heart of the historic Gato and Merrero cigar factory villages. Featuring original Dade County pine construction, and located right on historic Duval Street, the Sanchez House is guaranteed to offer the historic atmosphere and living a part of Key West many visitors want to experience. Sit on the balcony and enjoy the trade winds & Ocean Breeze.

Guest favorite

Hotel room in Key West

5 out of 5 average rating, 19 reviews

Marrero's Guest Mansion Adult Only (21+) Room 12

Adult Only Boutique Hotel (21+). Experience the grandeur of their stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. We are located in the heart of Old Town, just half a block from Duval Street. This beautiful room is right next to our revitalizing saltwater-treated pool. Separate from the main house, this cabana room offers guests a more private tropical escape. This room features a pillow top king bed with a private bath and sitting area.

Hotel room in Stock Island

4.67 out of 5 average rating, 30 reviews

Time to relax with jacuzzi perfect place to visit

You'll enjoy your time at this cheerful getaway. From checking in we want only the best for our Guests comfortable bed and close to everything so come and relax in paradise and enjoy Key West.But This is not the Taj Mahal it's a place to sleep comfortable bed parking spot coffee machine microwave mini refrigerator bath tub and stand up shower TV wifi ac and the best thing is you are in Key West come enjoy a positive experience but nothing fancy just super clean and affordable

Superhost

Hotel room in Key West

4.77 out of 5 average rating, 13 reviews

Luxurious Stay | Snorkeling. Outdoor Pool

Poised on the islands famous harbor, The Marker Key West Resort is a fresh approach to luxury, seamlessly blending the elegance of classic Florida Keys resorts with an air of modern glamor. Attractions nearby: ✔Mallory Square, once anchorage of pirates ✔Snorkeling ✔Butterflies & exotic birds at the Butterfly and Nature Conservatory ✔Amazing views for the top of the Lighthouse Museum ✔Southernmost Point Buoy, lowest latitude land of contiguous North American states

Hotel room in Key West

4.82 out of 5 average rating, 28 reviews

Coastal Comfort | Sunset-watching. Outdoor Pool

Indulge in coastal opulence at Hilton Garden Inn Key West, where luxury meets modernity amidst panoramic views, lavish accommodations, and impeccable service. Attractions nearby: ✔Southernmost Point Buoy, lowest latitude land of contiguous North American states ✔Mallory Square, once anchorage of pirates ✔Butterflies & exotic birds at the Butterfly and Nature Conservatory ✔Experience breathtaking vistas from the summit of the Lighthouse Museum ✔Snorkeling

Guest favorite

Hotel room in Key West

5 out of 5 average rating, 29 reviews

Speakeasy Inn - Room 3A (1 King Bed)

This room sleeps 3 comfortably with a king size bed & single sleeper sofa. Located downstairs towards the rear of the Inn, it has it's own private patio area with a table and chairs. It has a private bath with shower and hair dryer. The kitchenette is equipped with a refrigerator, microwave, toaster, coffee maker and dishware. A flat screen TV with cable channels, WiFi, individual A/C and iron and ironing board are among the many amenities in this room.

Superhost

Private room in Key West

4.78 out of 5 average rating, 9 reviews

Katie's Kottage

Relax in this private cottage located in the heart of Old Town Key West. The cottage sports 2 private bedrooms with queen beds, 2 bathrooms, a queen pullout couch, full living room and kitchen, & deck area that surrounds one of our pools. Enjoy our daily complimentary breakfast, 3 pools, wifi, and TV. Perfect for a group of up to 6 or families! We have paid parking first come first serve, or you can find free street parking.

Private room in Key West

4.75 out of 5 average rating, 51 reviews

Charming 2 Bedroom Suite Beach Resort

Our private tropical paradise, reminiscent of days gone by, sits quietly and serenely on the Atlantic side of Key West. Here you will find a blend of old island architecture, lush vegetation and quiet walkways flowing onto bright white verandahs. Each of our layouts offers its own touch of uniqueness, be it a high-pitched ceiling, a private balcony or a spectacular panoramic view.

Guest favorite

Hotel room in Marathon

4.86 out of 5 average rating, 239 reviews

Wreckers House King Room - Adults Only

Adults-only building for guests ages 21+ only. Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the Florida Keys. Enjoy a sunrise view and an ocean breeze from your private balcony that overlooks the pool and the Atlantic. This room has a mini fridge.

Private room in Key West

4.83 out of 5 average rating, 12 reviews

1BR Condo Banyan Tree, KeyWest Unit 505/701

With pools, a hot tub, Tiki Bar, BBQ grills, and a full kitchen in each unit you can enjoy the lush private surroundings and still be close to the heart of Key West, Hemingway Museum, Sloppy Joe's, 1 block off Duval. ONLY dates on calendar are available. This 1BR Listing covers unit 701 in Oct and 505 in July. Steps up to condo. Steps up to loft.