
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 $236 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, 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.

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.
LocationValueGetting around

Key West Orchid Garden Duplex @ Suite Dreams Inn
Suite Dreams Inn by the beach is an intimate family-owned boutique Key West guesthouse 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 & well accommodate well behaved children of any age, as well as private clothing optional & traditional guests. Close to the beach, Duval St, jet ski rental
LocationFamilyNearby

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.
ValueLocationAccuracy

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.
ValueFamilyComfort

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.
LocationValueSleep quality

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.
ValueLocationPool

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.
ValueLocationHot tub

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.
LocationValueAmenities

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.
LocationValueView

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.
LocationFamilyWalkability

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.
LocationFamilyNearby
Popular amenities for Key West boutique hotels
Family-friendly boutique hotels

Marathon Oceanfront Suite | King Bed + Balcony
Long stay

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

Humidor House King Room - Adults Only
LocationValueView

Conch House 2 Bedroom King ADA at Grassy Flats
ValueFamilyDecor

Southernmost Inn King Suite with Breakfast
FamilyValueLayout

Marathon Oceanfront Room | King Bed + 5 Pools
Outdoor spacesPoolQuiet

Marathon Oceanfront | 2 King Beds + Balcony
FamilyHospitality

Marathon Beachfront | King Bed + Veranda
Boutique hotels with a patio

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

Galleon King Suite - Adults Only
Location

Wreckers House Double Queen Room - Adults Only
ValueFamilyBiking

Historic Cigar Barons Mansion
LocationFamilyCheckout

Marrero's Guest Mansion Adult Only (21+) Room 11
ValueFamilyParks
Other boutique hotel holiday rentals

Marathon Beachfront Suite | 1BR Veranda +Luxe Bath

Marathon Beachfront | 1BR Veranda + Luxury Bath

King Suite Sea View
LocationValueAir conditioning

Parrot Key, Garden Villa 3 Queens, 1 King
LocationFamilyKitchen

Waterfront Villa 3 Queen Beds, 1 King Bed
HospitalityViewParking

Parrot Key, Garden Villa 2 Kings, 1 Queen
LocationHospitalityGetting around

Standard Double Suite
LocationFamilyQuiet

Deluxe King
FamilyLocationPets
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,005 NZD | $1,115 NZD | $995 NZD | $937 NZD | $780 NZD | $540 NZD | $510 NZD | $419 NZD | $365 NZD | $427 NZD | $591 NZD | $637 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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