Hotel holiday rentals in Key West

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!

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

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.

Marrero's Guest Mansion Adult Only (21+) Room 9

Adult Only Boutique Hotel (21+). Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. One of the mansion's bigger rooms features a pillow top king bed, private bath with a tub/shower, sitting area, and large balcony. Its location at the back of the house on the second floor provides quick access to the garden patio and pool areas. Quiet and clean, Room 9 is the definition of serenity.

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 Private Loft In Old Town with Breakfast

When tropical oasis meets Duval Street, you know you have arrived at the Cabana Inn. Located just a block from Duval Street, our adult-only Key West inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages that were meticulously converted into a comfortable Key West hotel, features modern designs throughout the interior and exterior.