
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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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
Family-friendly boutique hotels

Marathon Oceanfront Suite | King Bed + Kitchenette

Marathon Oceanfront | 2 King Beds + Balcony

Marathon Beachfront | King Bed + Veranda

Southernmost Inn Private Deluxe King Room with Breakfast

Conch House 2 Bedroom Suite at Grassy Flats Resort

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths

Marathon Beachfront | 2Kings, Veranda + 2LuxeBaths

Southernmost Inn King Suite with Breakfast
Boutique hotels with a patio

Conch Key Villas #1. Fun, fishing & great sunsets

Marrero's Guest Mansion Adult Only (21+) Room 11

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

Wreckers House Double Queen Room - Adults Only

Historic Cigar Barons Mansion

Galleon King Suite - Adults Only
Other boutique hotel holiday rentals

NYAH 2 Bedroom Suite w Breakfast

Marathon Beachfront | 2 Queens + Veranda

Private Room at NYAH, Sleeps 5 (2 bunks, 1 single bed) and Free Breakfast

Marathon Beachfront Suite | 1BR Veranda +Luxe Bath

King Suite Sea View

Waterfront Two Bedroom Suite

NYAH 6 Person Room w/ Private Balcony & Breakfast

Deluxe King
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
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- Sombrero Beach
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- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
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- Southernmost Point
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