Hotel holiday rentals in Key West

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!

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 - 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.

Mallory House Room #3

There is no better place for your Key West stay than Mallory House. This historic circa 1890’s home is located on Duval Street in the Gato Cigar Factory Village. Mallory House is steps away from famous attractions, restaurants, cafés, bars and shops. Stay within close proximity to the Southernmost point and beach, the Hemingway house and lighthouse. Enjoy a complimentary cup of coffee on our spacious balcony overlooking world famous Duval Street.

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.

Two twin beds for friends traveling together

The Basic Room with Two Twins at Parmer’s Resort is a comfortable and practical option, featuring two twin beds—ideal for friends or family traveling together. The room includes coastal-inspired décor, complimentary WiFi, a flat-screen TV, and a private bathroom with fresh towels and toiletries. It’s a great choice for guests seeking a simple, restful stay in the beautiful Florida Keys.

Cabana Inn Junior Suite with Breakfast

Private Single Room located in a Boutique Hotel ⍙ The Cabana Inn, in the Heart of Key West. ☼☼☼ Located just a block from Duval Street, our adult-only Key West inn is hidden amongst the shady trees to create a tranquil paradise. Do not forget about our FREE Happy Hour and FREE Breakfast!