Hotel holiday rentals in Key West

The Sanchez House Room #3

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.

Perched on over a mile of white sand beach

The Oceanfront Balcony Double Queen room at Isla Bella Beach Resort & Spa offers a stunning blend of comfort and breathtaking views. Featuring two plush queen beds, this spacious room is perfect for families or friends traveling together. Step onto your private balcony to enjoy panoramic oceanfront vistas and the soothing sounds of the sea. The room is elegantly appointed with coastal-inspired décor, a modern bathroom, complimentary WiFi, a flat-screen TV, mini refrigerator, and coffee maker.

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.

Aquamarine Deluxe King

***21 and up*** Enjoy this charming hotel located 2 blocks from the Historic Wharf and 4 blocks to Duval St. This room is just steps away from our main pool, and appointed with a king bed with a walk in shower, Keurig coffee maker, TV, patio, and mini fridge. Perfect romantic getaway for 2! It shares a small patio with the neighboring room. Our property sports 2 pools, lush gardens, sitting areas, complimentary breakfast, and all the amenities you would need to enjoy Key West!

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

2-Queen Bedroom Bi-level Villa with Pool View

Enjoy 910 sq. ft. of tropical modern living in this 2-bedroom, luxury bi-level suite. Upstairs bedrooms feature pillow-top queen beds, work desks, spacious closets, and spa-inspired separate bathrooms, one with a walk-in shower that includes a rainfall showerhead & the other with a full-sized bathtub. The suite includes a downstairs living area that comes with a comfortable queen-size sleeper sofa, guest powder room, and laundry area with both washer and dryer + pool view!

Conch Key Villas #1. Fun, fishing & great sunsets

Studio One's waterfront rental is located on the ground level. Our units differ vastly from other Florida Keys lodgings because our property is right on Florida Bay. If you trailer your boat, the dockage is a few feet from the back door. Our docks can handle boats up to 25’ and you can park your trailer in our front lot. There is a boat ramp just two blocks away. Studio 1 can sleep 2 adults and one child (up to 12 years). We have a king size bed and a futon.

Speakeasy Inn - 1C (1 King Bed & Sleeper Sofa)

This room can sleep 4 comfortably with a King size bed and a full size sleeper sofa. It is located upstairs at the rear of the Inn. 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. Parking available on a first come first serve basis.

1-bedroom suite - Full Kitchen, Dockage, Boat Ramp

Sunset Villas is a small lodge located on the quaint island of Conch Key (MM 63, between Marathon & Islamorada). This listing is for our 1-bedroom, OPEN WATERFRONT suite with full kitchen. Includes one assigned parking space, boat trailer parking, use of our on-site Boat Ramp, Dockage for a boat 25' or less, use of two bikes & use of our two person kayak. Registered guests only. Sunset Villas On Conch Key - A Place for the Chosen View!

Hyatt Windward Pointe Resort: Beachfront Condo

Experience this tropical paradise as you relax in a family friendly timeshare within the Hyatt Residence Club. Have breakfast on the oceanfront balcony followed by a dip in the pool/hot tub or visit the nearby spa. There are 2 bedrooms and 1 sofa bed which can fit 6 people. 2 bathrooms with a spa tub in master bedroom. Fully functioning kitchen and dining area in addition to an in-home washer/dryer unit.

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 and an espresso machine.

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.*