Hotel vacation rentals in Key West

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Top-rated hotel rentals in Key West

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Superhost
A multi-level coastal residence features white wooden exteriors and spacious balconies. Each balcony is furnished with seating, surrounded by palm trees. A sandy pathway leads to the entrance, while the backdrop showcases a serene sky with scattered clouds.
Hotel room in Marathon
5 out of 5 average rating, 3 reviews

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.

Guest favorite
A serene waterfront view showcases calm waters reflecting the sky, with docks extending into the bay. Palm trees are positioned on the shore, and an American flag gently waves in the breeze. Outdoor seating is visible along the patio area.
Hotel room in Duck Key
4.85 out of 5 average rating, 33 reviews

Conch Key Villas #2 Peaceful waterfront lodging

Studio Two's waterfront rental is located on the ground level. Each unit comes with a boat slip and parking for your trailer. We can handle boats up to 25’. There is a boat ramp just 2 blocks away. We provide outside table and chairs, and just around the corner, the barbecue grill. Our accommodations include king bed, living and dining area, futon, polished terrazzo floors, waterfront patio, literally 6 feet from the water, full size and equipped kitchens, A/C and cable TV, DVD and Wi-Fi.

Guest favorite
A bright cabana room features a spacious bed adorned with colorful pillows. Large glass doors open to a view of the pool area, allowing natural light to brighten the space. Vibrant floral wallpaper complements the light tones of the decor, contributing to a tropical ambiance.
Hotel room in Key West
4.96 out of 5 average rating, 55 reviews

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.

Guest favorite
A well-lit bedroom features a spacious bed with a light-colored quilt, complemented by two bedside tables with orange lamps. French doors open to a balcony overlooking lush greenery. A light blue wall adds a calm touch, while a white wicker chair is positioned near the window.
Hotel room in Key West
5 out of 5 average rating, 15 reviews

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!

Superhost
The resort’s exterior is presented with white wooden siding and a classic rooftop structure. Palm trees frame the view, emphasizing the tropical environment. Expansive balconies with white railings offer a welcoming aesthetic, while large windows allow natural light to illuminate the interior.
Hotel room in Key West
5 out of 5 average rating, 4 reviews

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

Guest favorite
A serene bedroom is designed with a calming yellow hue and features a spacious bed adorned with neutral-colored decorative pillows and a leaf-patterned throw. Elegant wall decor includes illuminated accents with greenery. A sliding glass door provides access to a balcony, framed by lush outdoor views.
Hotel room in Key West
4.88 out of 5 average rating, 8 reviews

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!

Top guest favorite
A spacious room features a king size bed with soft, light blue bedding. Natural wood accents and a textured green wall create a calming atmosphere. Two bedside lamps provide soft illumination, and a ceiling fan offers cooling comfort. A decorative wall with surfboards adds character.
Hotel room in Key West
4.98 out of 5 average rating, 58 reviews

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.

Guest favorite
Hotel room in Key West
4.89 out of 5 average rating, 455 reviews

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.

Guest favorite
The exterior of Sunset Villas is presented, showcasing a two-story building surrounded by lush palm trees and tropical flora. A dock extends into the water, providing access for boats. The clear waters reflect the building's vibrant color, enhancing the inviting waterfront atmosphere.
Hotel room in Conch Key
4.96 out of 5 average rating, 53 reviews

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!

A private screened-in balcony features a glass table set with breakfast items and a beverage. Two wicker chairs surround the table, while a guest enjoys the ocean view in the background, framed by palm trees and an evening sky.
Resort in Key West
4.89 out of 5 average rating, 9 reviews

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.

Superhost
A spacious room features a large wooden bed with crisp white bedding. Light from a sliding glass door illuminates the space, revealing a view of palm trees and the outdoors. A ceiling fan and two bedside lamps provide ambient lighting, with a small desk and seating area visible.
Hotel room in Marathon
4.84 out of 5 average rating, 263 reviews

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.

Superhost
A tranquil outdoor sitting area features two lounge chairs positioned on a brick patio surrounded by lush greenery. The blue pool is visible in the background, framed by palm trees and vibrant tropical plants, creating a serene environment for relaxation.
Hotel room in Key West
5 out of 5 average rating, 3 reviews

Historic Cigar Barons Mansion

Upscale historic cigar barons mansion in walking distance to everything you desire in Key West. 3 spacious 1Br’s with outdoor living at its finest. Each guest suite has its own separate entrance to the gardens. pool, sitting areas, BBQ, 2 off street parking spaces, free laundry and Wi-Fi.

Popular amenities for Key West hotel rentals

Quick stats about hotel rentals in Key West

  • Total vacation rentals

    Explore 300 vacation rentals in Key West

  • Nightly prices starting at

    Key West vacation rentals start at G$20,886 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    280 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Key West vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Key West rentals

  • 4.6 Average rating

    Key West stays receive an average rating of 4.6 out of 5 from guests

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