
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 $240 NZD 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 and kid-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Wi-Fi availability
30 of Key West holiday 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
Top-rated boutique hotels in Key West
Guests agree: These boutique hotels are highly rated for location, cleanliness and more.

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.

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.

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.

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths
Enjoy direct beach access from the Oceanfront Veranda | 2BR 2Qns 1King guestroom, a spacious beachfront retreat with a king bed, two queen beds, and two deluxe bathrooms. Relax on your private veranda, indulge in a spa-like bath with a rainfall shower and soaking tub, and enjoy modern comforts like complimentary WiFi and an entertainment system. Experience five pools, oceanfront dining, and endless adventures in the Florida Keys.

Marathon Oceanfront | ADA Queen + 5 Pools
Experience comfort and accessibility in the Oceanfront Balcony Queen ADA room. Designed for a seamless stay, this ADA-compliant retreat features a queen bed, a fully accessible deluxe bathroom, and a private oceanview terrace. Thoughtful details like wide doors, roll-in shower, and hearing-impaired features ensure ease and relaxation. Enjoy five pools, beachfront dining, and oceanfront luxury in the heart of the Florida Keys.

Marathon Oceanfront Suite | King Bed + Kitchenette
Escape to the Oceanfront Balcony | 1BR King (Suite), where breathtaking ocean views and luxury amenities await. This spacious suite features a plush king bed, a separate living area with a queen sofa bed, a kitchenette, and a spa-like bath with a walk-in rainfall shower. Step onto your private oceanview terrace, and experience five pools, beachfront dining, and endless coastal adventures in the Florida Keys.

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.

Marathon Oceanfront Room | King Bed + 5 Pools
Indulge in oceanfront luxury with the Oceanfront Balcony | King room. Featuring a plush king bed, a spa-like bath with a deep soaking tub and walk-in rainfall shower, and a private oceanview terrace, this serene retreat is perfect for relaxation. Enjoy modern comforts, complimentary WiFi, five pools, beachfront dining, and endless coastal adventures in the heart of the Florida Keys.

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.

Marrero's Guest Mansion Adult Only (21+) Room 11
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 lovely room at the top of the stairs features a pillow top queen bed, private bath, sitting area, and a private balcony.
Popular amenities for Key West boutique hotels
Family-friendly boutique hotels

Marathon Oceanfront Suite | King Bed + Kitchenette

Conch Key Villas #2 Peaceful waterfront lodging

Marrero's Guest Mansion Adult Only (21+) Room 12

Mallory House Room #3

Historic Cigar Barons Mansion

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
Boutique hotels with a patio

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

Conch Key Villas #2 Peaceful waterfront lodging

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

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

Historic Cigar Barons Mansion
Other boutique hotel holiday rentals

Marathon Oceanfront Suite | King Bed + Kitchenette

Conch Key Villas #2 Peaceful waterfront lodging

Marrero's Guest Mansion Adult Only (21+) Room 12

Mallory House Room #3

Historic Cigar Barons Mansion

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths

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

Marrero's Guest Mansion Adult Only (21+) Room 11
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $622 NZD | $938 NZD | $707 NZD | $580 NZD | $663 NZD | $495 NZD | $517 NZD | $425 NZD | $370 NZD | $433 NZD | $599 NZD | $646 NZD |
| 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
- Fort Zachary Taylor Historic State Park
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