Hotel holiday rentals in Key West

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.

New 90ft beach & fab sunset views

The Two Queen Room (Accessible) at Parmer’s Resort offers a spacious and comfortable environment, thoughtfully designed for accessibility and relaxation. Featuring two plush queen-size beds, this room accommodates up to four guests and is equipped with accessible features such as a roll-in shower or accessible bathtub with grab bars, lowered countertops, and wider doorways for easy wheelchair access. Guests will enjoy amenities including a flat-screen TV, complimentary WiFi, mini refrigerater.

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.

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!

Speakeasy Inn-Room 2 (1 King Bed & Sleeper Sofa)

This room sleeps 3 comfortably with a king size bed & sleeper sofa. Located upstairs at the rear of the Inn, it has it's own private balcony 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, complimentary bottled water 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.

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.

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.