Hotel holiday rentals in Stock Island

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.

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 6

Adult Only Boutique Hotel (21+). Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. This room features one king bed and a full private bath located on the second floor of the mansion. This room is home to the largest veranda in the house and provides guests with a fantastic view of Fleming Street - perfect for relaxing, people watching, or enjoying a drink as you unwind. Also features a room with closet for extra storage.

Hyatt Windward Pointe-Your place by the beach!

You'll love your time at this beautiful place by the beach home away from home. All have partial ocean views. The balconies are amazing. The condo includes a king in the master, queen in second BR, sofa w/pullout full mattress, full kitchen, W/D, dining area, Wifi/ Internet. *PLEASE NOTE- Once you request specific dates, I reach out to Hyatt Vacation Club for availability. We don't own a specific unit. *A cleaning of $125 will be collected at the time of checkout by the property.*

Time to relax summer discounts come visit key West

You'll enjoy your time at this cheerful getaway. From checking in we want only the best for our Guests comfortable bed and close to everything so come and relax in paradise and enjoy Key West.But This is not the Taj Mahal it's a place to sleep comfortable bed parking spot coffee machine microwave mini refrigerator bath tub and stand up shower TV wifi ac and the best thing is you are in Key West come enjoy a positive experience but nothing fancy just super clean and affordable

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-level stunner overlooking the garden

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 + garden view!

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

Near Airport + Free Breakfast & Newly Renovated

Escape to island charm and sunshine at this Hotel in Key West, your relaxing coastal retreat just minutes from Old Town and the airport. Wake up to complimentary breakfast, unwind at the tropical outdoor pool and tiki bar, or rent a bike to explore palm-lined streets and colorful coastal sights. Whether you’re here for adventure or leisure, this hotel blends laid-back comfort with all the essentials for a perfect Key West getaway.

Close to Smathers Beach + Pool. Dining. Shuttle.

Cruise to the beach, nap in the sun, and live like a local at Blue Flamingo Resort Key West. Just minutes from Duval Street, this chill island stay has everything you need—bikes, a breezy pool, and a colorful vibe that feels more like a friend’s place than a resort. Bring your pup, stash the car, and spend your days hopping between beaches, seafood shacks, and sunset spots. Here, the only agenda is island time.

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.

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.*