Boutique hotels in Key West

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Top-rated boutique hotels in Key West

Guests agree: these boutique hotels are highly rated for location, cleanliness and more.

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A spacious suite features vaulted ceilings with wooden beams, enhancing the open feel. A full kitchen is visible, along with a dining area that includes a round table and four chairs. Natural light floods the room through large windows, and a king bed is prominently placed.
Hotel room in Key West
4.43 out of 5 average rating, 14 reviews

Cabana Inn Owners Suite with Free Breakfast

Located one block away from Duval Street, this spacious suite offers 1 King Bed, 1 Murphy Queen Bed, Private Balcony, Full Kitchen, Iron, Hair Dryer, Flat Screen Television and private bathroom. Our amenities include: Continental Breakfast,24-hour Starbucks coffee/tea, complimentary Wi-Fi,Wine & Cheese Happy Hour,bike rental, and tour concierge. A beautiful time can be spend by the pool or in the hot tub, which are part of the hotel and can be the perfect way to relax after a day in the city!!

Guest favourite
A waterfront rental property is shown, featuring a two-story building painted in a soft peach hue. Several palm trees frame the scene, while wooden docks extend into the calm waters. A spacious balcony overlooks the dock area, providing access to the scenic Florida Bay.
Hotel room in Duck Key
5 out of 5 average rating, 37 reviews

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.

Superhost
A well-appointed guest room features a spacious bed adorned with decorative pillows against a vibrant yellow floral wallpaper. Natural light floods the space through large windows draped with sheer curtains. A decorative fan enhances the room, while a wall-mounted TV offers entertainment options.
Hotel room in Key West
4.89 out of 5 average rating, 56 reviews

Marrero's Guest Mansion Adult Only (21+) Room 10

Adult Only (21+) Boutique Hotel. Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. Our location in the heart of Old Town in Key West, just half a block from Duval Street. This charming room is as welcoming as the friendly island locals and features a pillow top queen bed and full private bath. Its private second floor veranda overlooks the garden and pool areas at the back of the house.

Top guest favourite
Hotel room in Key West
4.89 out of 5 average rating, 476 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 favourite
A spacious bedroom features a comfortable bed with crisp white linens. Nightstands with lamps are positioned on either side, providing soft lighting. A decorative bench sits at the foot of the bed, complementing the warm wood tones of the flooring and furnishings.
Hotel room in Key West
4.88 out of 5 average rating, 24 reviews

Paradise Inn Deluxe King Suite with Free Breakfast

Experience all that our historical island has to offer while being able to unwind and relax in our historic Key West Inn, exclusive adult-only. With a refreshing pool area and shaded patios, you won’t have to leave our beautiful boutique-style Inn to feel like you are in a tropical haven. Lounge under the palms while sipping your beverage of choice, or take a dip in the inviting waters of the pool or hot tub.

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
4.85 out of 5 average rating, 284 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.

A well-lit room features two sets of bunk beds with white linens, offering a clean and modern design. A red phone is mounted on the wall, while a wooden chair with a woven seat is positioned on the carpeted floor, providing additional seating.
Hotel room in Key West
4.67 out of 5 average rating, 9 reviews

NYAH 2 Bedroom Suite w Breakfast

PRIVATE ROOM IN A BOUTIQUE HOTEL - Adults only concept, just a few steps away from world-famous Duval Street, the head-turning Gulf, and countless eateries and shops. As our guests, you would also have access to our three pools, a jacuzzi, a small fleet of bicycle rentals, high-speed Wi-Fi, a continental breakfast bar, and complimentary 24-hour Starbucks coffee. Don't forget about our HAPPY HOUR!

An expansive pool, bordered by palm trees, reflects the vibrant sky at sunset. Sun loungers, arranged under white umbrellas, provide ample relaxation space. The backdrop features a building, offering a serene atmosphere for guests to unwind by the water.
Hotel room in Duck Key
5 out of 5 average rating, 3 reviews

Family Oasis Escape | Plush King Bed + Bunk Bed

Gather the crew in the Family Oasis—a bright, roomy hideaway where bunk beds delight the kids and a plush king bed welcomes parents. Ideal for up to five guests, this relaxing space blends laid-back comfort with family-ready convenience. Located in Hawks Cay Resort, enjoy a full day of waterside fun, unwind in your oversized room, and let island time set the pace for your unforgettable stay.

A serene pool area is surrounded by lounge chairs with striped canopies, offering a relaxing atmosphere. Palm trees sway gently in the breeze, while the backdrop features the resort buildings set against a clear sky. Lush green grasses border the scene, enhancing the natural beauty.
Hotel room in Marathon

Marathon Oceanfront | 2 King Beds + Balcony

Discover oceanfront luxury in the Oceanfront Balcony | 2BR 2Kings guestroom. This spacious retreat features two king beds, two deluxe bathrooms, and a private oceanview terrace for seamless indoor-outdoor living. Relax with modern comforts like a Smart TV, complimentary WiFi, and an entertainment system, and enjoy five pools, beachfront dining, and endless adventures in the Florida Keys.

A serene outdoor pool is surrounded by lush tropical landscaping, featuring comfortable sun loungers and white umbrellas. Soft lighting from lanterns casts a gentle glow, while palm trees sway in the gentle breeze, creating a tranquil atmosphere for relaxation.
Hotel room in Key West
4.91 out of 5 average rating, 11 reviews

2BR Unit, Enjoy Paradise with On-site Pools!

Step into a world of white sands and glimmering pools, where boat drinks and watersports are just steps from your front door. Explore vibrant Duval Street's shops and nightlife. Lounge at Smathers Beach via our complimentary shuttle. Immerse in historic Old Town Key West's charm. Adventure with kayaking and water sports, then unwind at our four pools. Your ideal Key West getaway awaits!

A spacious bedroom features a plush bed with a patterned headboard and two bedside lamps. Large glass doors open to a balcony, allowing natural light to fill the room. Soft curtains frame the doors, and light-colored walls are complemented by a neutral carpet.
Hotel room in Key West
4.67 out of 5 average rating, 6 reviews

Parrot Key, Garden Villa 2 Kings, 1 Queen

The island life awaits you at the Parrot Key Hotel and Villa in Key West. The Island getaway has an authentic ambiance with locally-inspired rooms and views of the Gulf of Mexico. Your room charge will be paid prior to your arrival. The remaining balance of taxes (12.5%) and facility fee ($51 resort fee + 12.5% tax + $30 valet fee) will be charged upon arrival.

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 boutique hotels

When is the best time to visit Key West?

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Avg. price$460 SGD$694 SGD$523 SGD$429 SGD$490 SGD$366 SGD$383 SGD$314 SGD$274 SGD$320 SGD$443 SGD$478 SGD
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Quick stats about boutique hotels in Key West

  • Total holiday rentals

    Explore 50 holiday rentals in Key West

  • Nightly prices starting at

    Key West holiday rentals start at $177 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Key West holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Key West rentals

  • 4.7 Average rating

    Key West stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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