
Boutique hotels in Key West
Find and book unique boutique hotels on Airbnb
Top-rated boutique hotels in Key West
Guests agree: these boutique hotels are highly rated for location, cleanliness and more.

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!!

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.

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.

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.

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.

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.

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!

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.

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.

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!

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.

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
Family-friendly boutique hotels

Poolside Room | Direct Pool Access + Lanai

Perfect for a Relaxing Getaway w/ Free Breakfast

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

Boutique Hotel w/ Pool Access, Free Breakfast!

Duck Key | 2Q ADA Rm w/ Balcony | No Hidden Fee

Duck Key | Water View King Balcony | No Hidden Fee

Southernmost Inn Private Deluxe King Room with Breakfast

ADA Family Room | Resort Perks | No Hidden Fee
Boutique hotels with a patio

Wreckers House Double Queen Room - Adults Only

Conch Key Villas #2 Peaceful waterfront lodging

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

Galleon King Suite - Adults Only
Other boutique hotel holiday rentals

Poolside Double Queen | Duck Key | No Hidden Fee

Duck Key | King ADA w/ Balcony | No Hidden Fee

Double Queen Room | Resort Perks | No Hidden Fee

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths

Two Bedroom Suite

Marathon Beachfront | 2Kings, Veranda + 2LuxeBaths

Marathon Oceanfront Suite | Balcony + Dog-Friendly

Tropical Escape | King Room w/ Resort Perks
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 |
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
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