Hotel holiday 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

4.86 out of 5 average rating, 21 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.

Superhost

Hotel room in Key West

4.84 out of 5 average rating, 617 reviews

The Sanchez House Room #2

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 favourite

Hotel room in Duck Key

4.83 out of 5 average rating, 23 reviews

Conch Key Villas #2 Peaceful waterfront lodging

Studio Two's waterfront rental is located on the ground level. Each unit comes with a boat slip and parking for your trailer. We can handle boats up to 25’. There is a boat ramp just 2 blocks away. We provide outside table and chairs, and just around the corner, the barbecue grill. Our accommodations include king bed, living and dining area, futon, polished terrazzo floors, waterfront patio, literally 6 feet from the water, full size and equipped kitchens, A/C and cable TV, DVD and Wi-Fi.

Superhost

Hotel room in Marathon

4.68 out of 5 average rating, 53 reviews

Knight's Key Suites Premium Apartment w/Kitchen

One-of-a-kind place accommodations located next to the 7-Mile Bridge in the heart of the Florida Keys. This room features one king, one queen, and one Murphy bed that can accommodate up to six people. Our accommodations come complete with a swimming pool and full kitchen. Unit requires stairs; there is not an elevator at the property. Knights Key Suites will be performing concrete work to the exterior and adding new railings, from Sept 3, 2024- October 10, 2024 Monday-Friday 9am- 5pm

Hotel room in Summerland Key

5 out of 5 average rating, 3 reviews

Two twin beds for friends traveling together

If you are spending all your time outside and just looking for a bed and a bath with a lower price, then our Basic Rooms are a great choice. Choose from either two twin beds or one queen, these rooms are made just for two people. Each with a private bath, some with showers only and some with tubs. Extra beds are not available for these rooms. All of our basic rooms have outside porches, wifi, HD TV and air conditioning, small refrigerators and in-room Seattle's Best Coffee service.

Superhost

Hotel room in Key Largo

4.67 out of 5 average rating, 6 reviews

Key Largo Cottages w/ Free Sailboat, Kayaks + More

The Mermaid is one of the cottages in Key Largo Cottages located on the bay side of Key Largo near some of the best dive/snorkel sites, island excursions, bars, restaurants, & the Everglades. A stay here comes with unlimited use of our kayaks, canoes, paddle boards, snorkel gear, some fishing gear, &, of course, the use of one of our 22' sailboats, if you have recent sailing experience on keel boats! You won't find a better deal in the Keys! (This is NOT a dog friendly cottage.)

Superhost

Hotel room in Key West

4.94 out of 5 average rating, 17 reviews

Marrero's Guest Mansion Adult Only (21+) Room 1

Adult Only Boutique Hotel (21+). Experience the grandeur of their stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. This room is deluxe in every sense of the word. Exquisitely vintage and tasteful décor fill this immense room featuring two pillow top queen beds with a private bath, sitting area, and veranda. The high colonial-style ceilings provide for a genuinely stunning room. (Accommodates up to 4 guests, additional charges apply)

Superhost

Hotel room in Key West

4.72 out of 5 average rating, 43 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

Guest favourite

Hotel room in Key West

4.94 out of 5 average rating, 49 reviews

Speakeasy Inn - Room 1A (1 Queen Bed & 1 Single)

Charming Room Overlooking Duval Street with a balcony. Room features a Queen Bed, 1 Single Bed, Kitchenette & Private Bathroom. Please Note: The Speakeasy Inn has only 4 parking spots available to guests on a first come first serve basis that are currently free of charge. We ask that guests contact us 24 Hours prior to your arrival and we will do out best to set aside a parking pass for you if requested, although this cannot be always guaranteed.

Superhost

Hotel room in Key West

4.83 out of 5 average rating, 6 reviews

Arch House Garden View Room 3

Find the historic and charming Island City House Hotel nestled on William St in Old Town Key West! Located within walking distance to all attractions of Key West, enjoy this 2nd floor private studio with a queen bed, shower/tub combo, kitchenette, living area, private balcony facing the gardens, heated pool, wifi, and TV. We provide you with all amenities you need to enjoy Key West in comfort and style. Please note we do not have elevators.

Superhost

Hotel room in Key West

4.84 out of 5 average rating, 280 reviews

Duval Hideaway w/ Patio and Parking (Adults Only)

Located in the heart of Old Town, this unique property is centrally located for easy access to landmarks and sights. Our property is fully furnished, includes a private patio and is accessed via a private entrance. *Please note you must be 21 or older to make a reservation on this property and all guests must be at least 18 years old.*

Superhost

Hotel room in Key Largo

4.88 out of 5 average rating, 8 reviews

Azul del Mar Deluxe Sea View Suite (Celeste)

Key Largo may be famous for its intricate coral reef, the eco-wonderful everglades, spectacular sunsets, mouthwatering seafood or even Bogart and Bacall...but only a select few know that nestled in a tropical garden, far from the hustle and bustle is an intimate all-adult Florida Keys boutique hotel called Azul del Mar.