
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 $241 NZD per night before taxes and fees

Verified guest reviews
Over 2,290 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, Wi-Fi 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.

Duval Key West King Room at Suite Dreams Inn
Suite Dreams Inn is an intimate family-owned boutique Key West Bed & Breakfast in the tranquil upscale Casa Marina Old Town neighborhood, offering oversized suites with luxurious king & queen beds, kitchens, living rooms, 2 pools, 24/7 laundry, free parking, and relaxing outdoor spaces. We are LGTB & pet friendly & will accommodate well behaved children of any age, as well as private clothing optional & traditional guests. Close to the beach, Duval St., jet ski rental, city park.
ValueLocationComfort

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.
LocationValueCleanliness

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.
FamilyValueComfort

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.
FamilyLocationAccuracy

Conch House 2 Bedroom Suite at Grassy Flats Resort
Enjoy a Grassy Key Getaway in our spacious two-bedroom suite! With private bedrooms that each have one queen bed, you can comfortably accommodate up to four guests, with extra room to store your water sports gear. A fully equipped kitchen makes it ideal for cooking family meals and dining comfortably in the suite. This unit has two queen beds, 1.5 bathrooms, a full kitchen, living/dining area, and two private balconies.
LocationFamilyOutdoor spaces

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.
ValueFamilyHot 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.
LocationValueSleep quality

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.
ValueLocationAir conditioning

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.
LocationIndoor spacesBreakfast

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.
LocationValueBathroom

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.
LocationFamilyIndoor spaces
Popular amenities for Key West boutique hotels
Family-friendly boutique hotels

Key West Orchid Garden Duplex @ Suite Dreams Inn
FamilyLocationIndoor spaces

Marathon Oceanfront Suite | King Bed + Balcony
Long stay

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

Humidor House King Room - Adults Only
ValueFamilyCondition

Conch House 2 Bedroom King ADA at Grassy Flats
LocationValueBeach

Southernmost Inn King Suite with Breakfast
ValueLocationWalkability

Southernmost Inn Private Deluxe King Room with Breakfast
LocationValueAmenities

Marathon Oceanfront | 2 King Beds + Balcony
FamilyHospitality
Boutique hotels with a patio

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

Galleon King Suite - Adults Only
Location

Wreckers House Double Queen Room - Adults Only
LocationFamilySleep quality

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

Historic Cigar Barons Mansion
LocationFamilyCheck-in
Other boutique hotel holiday rentals

Marathon Beachfront | 1BR Veranda + Luxury Bath

Marathon Beachfront | ADA 2 Queens + Veranda

Marathon Beachfront | 2Kings, Veranda + 2LuxeBaths

Marathon Oceanfront Suite | Balcony + Kitchenette

King Suite Sea View
LocationValueDecor

Parrot Key, Garden 2 Bedroom Suite w/ Living Room
LocationValueCondition

Parrot Key, Garden Villa 3 Queens, 1 King
ValueFamilyView

Waterfront Two Bedroom Suite
LocationPoolAccess
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,024 NZD | $1,135 NZD | $1,013 NZD | $955 NZD | $795 NZD | $550 NZD | $520 NZD | $427 NZD | $372 NZD | $435 NZD | $602 NZD | $649 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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