Boutique hotels in Key West

Find and book unique boutique hotels on Airbnb

Quick stats about boutique hotels in Key West

  • Total holiday rentals

    Explore 40 holiday rentals in Key West

  • Nightly prices starting at

    Key West holiday rentals start at $181 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Wifi availability

    30 of Key West holiday rentals include wifi 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

Top-rated boutique hotels in Key West

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

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Guest favourite
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
4.94 out of 5 average rating, 80 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.

Top 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, 47 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.

Guest favourite
Hotel room in Key West
4.89 out of 5 average rating, 519 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.

Superhost
A balcony view features two chairs facing an inviting outdoor landscape. Palm trees sway in the breeze beside a sandy beach, with a clear blue sea stretching into the horizon. A swimming pool is visible in the foreground, complemented by umbrellas and lounge chairs.
Hotel room in Marathon
4.87 out of 5 average rating, 75 reviews

Conch House 3 Bedroom Suite at Grassy Flats Resort

Our spacious three-bedroom suites offer three private rooms with one king-sized bed, two queen-sized beds, and two full baths, with extra room for all of your water sports gear. These deluxe suites can comfortably accommodate up to six people with double occupancy per room, so grab some friends and come soak up the vibes! A full kitchen gives you all the tools and space you need for families and friends to enjoy meals together.

Superhost
The room features two wooden beds with crisp white linens and a contemporary design. Natural light enters through glass doors leading to a balcony. A comfortable chair is positioned beside a flat-screen TV and a wooden dresser, adding to the room's serene ambiance.
Hotel room in Marathon
4.9 out of 5 average rating, 119 reviews

Wreckers House Double Queen Room - Adults Only

Adults-only building, available 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 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, 334 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.

Hotel room in Duck Key
5 out of 5 average rating, 3 reviews

Family Room in Duck Key | Sauna, Kayak & Pools

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.

The exterior of The Cabana Inn features a charming two-story wooden structure bordered by a light green picket fence. Lush tropical plants and palm trees surround the entrance, creating a welcoming atmosphere. The inn's sign is prominently displayed near the well-maintained walkway leading to the front door.
Hotel room in Key West
4.8 out of 5 average rating, 20 reviews

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.

A bright room features a spacious bed with a light wood headboard and crisp white linens. A round dining table with two chairs sits beside the bed. Natural light enters through large windows adorned with sheer curtains, and a pendant light adds a modern touch.
Hotel room in Key West
4.55 out of 5 average rating, 55 reviews

Parrot Key, Garden 2 Bedroom Suite w/ Living Room

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.

A charming white building is framed by palm trees and a picket fence, showcasing a welcoming front porch. Light and airy windows complement the grey roof, while the property is nestled among vibrant tropical foliage.
Hotel room in Key West
4.58 out of 5 average rating, 114 reviews

NYAH 6 Person Room with Breakfast Included

True Floridian vibe accentuated by a unique, adult-only concept, only steps from world-famous Duval Street, the head-turning Gulf, and countless eateries and shops. Our guests will quickly discover three crystal-clear pools, a Jacuzzi, a small fleet of bicycle rentals, high-speed Wi-Fi, a continental breakfast bar, and free 24-hour Starbucks coffee.

Superhost
A spacious room features a large wooden bed with white bedding and decorative pillows. A ceiling fan with broad blades hangs above. A wooden desk and chair set is positioned near a large window, providing access to a private balcony with views. Two seating options are also included.
Hotel room in Marathon
4.81 out of 5 average rating, 62 reviews

Humidor House King Room - Adults Only

Adults-only building, available for guests ages 21+ only. Decorated with an ode to Caribbean cigar making, the Humidor House has a cozy, sophisticated feel. With a private oceanfront balcony that's just steps away from the water, it’s the perfect getaway for solo travelers and couples alike. This room has a mini fridge and an espresso machine.

Superhost
Hotel room in Marathon
4.67 out of 5 average rating, 3 reviews

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Experience breathtaking oceanfront luxury in the Oceanfront Balcony | 2BR 2Qns room. Featuring a king bed, two queen beds, and two deluxe bathrooms, this spacious retreat is perfect for families or groups. Relax on the private oceanview terrace, enjoy modern comforts, and indulge in five pools, beachside dining, and endless adventures.

Popular amenities for Key West boutique hotels

When is the best time to visit Key West?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$769 SGD$853 SGD$761 SGD$438 SGD$500 SGD$373 SGD$390 SGD$320 SGD$279 SGD$327 SGD$452 SGD$487 SGD
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Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Boutique hotels