
Boutique hotels in Key West
Find and book unique boutique hotels on Airbnb
Quick stats about boutique hotels in Key West

Total vacation rentals
Explore 40 vacation rentals in Key West

Nightly prices starting at
Key West vacation rentals start at $195 CAD per night before taxes and fees

Verified guest reviews
Over 2,290 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Wifi availability
30 of Key West vacation 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.

Conch House 2 Bedroom King ADA at Grassy Flats
Enjoy a Grassy Key Getaway in our spacious two-bedroom suite! With private bedrooms that each have one king 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 suite has an ADA accessible bathroom with a walk-in shower. This unit has two king beds, 2.5 bathrooms, a full kitchen, living/dining area, and two private balconies.

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.

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.

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.

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.

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.

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

Marathon Beachfront | 2 Queens + Veranda

Waterfront Villa 3 Queen Beds, 1 King Bed

Marathon Beachfront | King Bed + Veranda

Southernmost Inn Private Deluxe King Room with Breakfast

Southernmost Inn King Suite with Breakfast

Marathon Oceanfront Suite | Balcony + Kitchenette

Marathon Oceanfront Room | 2Queens + Spa-Like Bath

Parrot Key, Garden Villa 3 Queens, 1 King
Boutique hotels with a patio

Wreckers House Double Queen Room - Adults Only

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

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

Galleon King Suite - Adults Only
Other boutique hotel vacation rentals

Poolside Room w/ Spa & Tiki Beach | No Hidden Fee

Perfect for a Relaxing Getaway w/ Free Breakfast

Partial View Villa 2 Kings, 1 Queen Bed

Waterfront Villa 2 Kings, 1 Queen Bed

King Suite Sea View

Waterfront Two Bedroom Suite

Two Bedroom Suite

Deluxe King
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $828 CAD | $919 CAD | $820 CAD | $773 CAD | $643 CAD | $445 CAD | $420 CAD | $345 CAD | $301 CAD | $352 CAD | $487 CAD | $525 CAD |
| 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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