
Resort vacation rentals in Key West
Find and book unique resort rentals on Airbnb
Quick stats about resort rentals in Key West

Total vacation rentals
Explore 30 vacation rentals in Key West

Nightly prices starting at
Key West vacation rentals start at €148 per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

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

Vacation rentals with a pool
30 properties feature pools

Wi-Fi availability
30 of Key West vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Key West rentals

4.8 Average rating
Key West stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated resort rentals in Key West
Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

Luxury Condo @ Key West Private Beach Resort
Two-Bedroom Villa Sleeps up to 6 guests Free Parking Lush tropical beauty welcomes you to a spacious residential-style condominium featuring a primary bedroom suite with king-size bed and adjoining bath with walk-in shower, and a guest suite with king-size bed and full bath. Lavish amenities include fully equipped kitchen, dining area, living room + sofa bed, screened-in balcony looked at this charming & upscale place to stay. Private beach with food & cocktails served on the pier or pool area.

Enticing two Bedroom at Hyatt Sunset Harbor!
We are able to offer reservations in weekly increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Discover a relaxing oasis overlooking the Gulf of Mexico in the heart of Old Town, steps from the shops, galleries, and cafes of Duval Street, and close to the nightly sunset celebration at Mallory Square. Hyatt Sunset Harbor’s spectacular gulf coast setting is matched only by the gracious service, top-tier amenities and meticulous attention to detail.

A Katie's Cottage
Relax in this private cottage located in the heart of Old Town Key West. The cottage sports 2 private bedrooms with queen beds, 2 bathrooms, a queen pullout couch, full living room and kitchen, & deck area that surrounds one of our pools. The room is accessible by three steps up. Enjoy our daily complimentary breakfast, 3 pools, wifi, and TV. Perfect for a group of up to 6 or families! We have paid parking first come first serve, or you can find free street parking.
4.91 out of 5 average rating, 33 reviews
Hyatt Beach House Key West- Nov. availability!
You'll enjoy your time at this cheerful getaway. The property has 3 floors with beautiful views. Suites come fully equipped with a kitchen, 2 BR, 2 BA. King beds in Brs and a double sleeper sofa in living area *PLEASE NOTE- Once you request specific dates, I reach out to Hyatt Vacation Club for availability. We own points, not a specfic unit. * A cleaning of $125 will be collected upon checkout at the property.

Hyatt Windward Pointe - Key West - Amazing Resort!
Atlantic ocean, pool or lush courtyard views and lavish plantation-style decor welcome you to a two-bedroom condominium offering a master suite with king bed and adjoining bath with walk-in shower and jetted tub, and guest bedroom with queen bed and full bath. Deluxe amenities include full kitchen, dining area, living room with TV and stereo CD player, furnished balcony and wireless Internet
5.0 out of 5 average rating, 4 reviews
1BR #405 Banyan Resort Key West, FL
With pools, a hot tub, Tiki Bar, BBQ grills, and a kitchen in each unit you can enjoy the lush private surroundings and still be close to the heart of Key West, Hemingway Museum, Sloppy Joe's, 1 block off Duval. ONLY dates on calendar are available. This unit has a large deck with a commanding view of the property from 3 stories up.
4.88 out of 5 average rating, 16 reviews
3 BEDROOM 3 BATHROOM ISLAND TOWN HOME
This Island Town Home is conveniently located in Long Key which is in the middle of the Florida Keys right in between Islamorada and Marathon. It is a 2-hours drive from Miami airport and only 90 minutes from Key West. This mid-way location is perfect for exploring all the Florida Keys.
4.55 out of 5 average rating, 78 reviews
Banyan Resort Treetop
This suite in a tropical, historic resort has a complete kitchen and large private deck. Perfectly located in the heart of Old Town one block from Duval Street. There are two pools, a jacuzzi and a tiki bar.
4.5 out of 5 average rating, 4 reviewsPopular amenities for Key West resort rentals
Family-friendly resort rentals

A Katie's Cottage
4.91 out of 5 average rating, 33 reviews
1BR #405 Banyan Resort Key West, FL
4.88 out of 5 average rating, 16 reviews
Enticing two Bedroom at Hyatt Sunset Harbor!

Banyan Resort Treetop
4.5 out of 5 average rating, 4 reviews
Hyatt Windward Pointe - Key West - Amazing Resort!
5.0 out of 5 average rating, 4 reviews
3 BEDROOM 3 BATHROOM ISLAND TOWN HOME
4.55 out of 5 average rating, 78 reviews
Hyatt Beach House Key West- Nov. availability!

Luxury Condo @ Key West Private Beach Resort
Resort rentals with a pool

A Katie's Cottage
4.91 out of 5 average rating, 33 reviews
1BR #405 Banyan Resort Key West, FL
4.88 out of 5 average rating, 16 reviews
Enticing two Bedroom at Hyatt Sunset Harbor!

Banyan Resort Treetop
4.5 out of 5 average rating, 4 reviews
3 BEDROOM 3 BATHROOM ISLAND TOWN HOME
4.55 out of 5 average rating, 78 reviews
Hyatt Windward Pointe - Key West - Amazing Resort!
5.0 out of 5 average rating, 4 reviews
Luxury Condo @ Key West Private Beach Resort

Hyatt Beach House Key West- Nov. availability!
Other resort vacation rentals

A Katie's Cottage
4.91 out of 5 average rating, 33 reviews
1BR #405 Banyan Resort Key West, FL
4.88 out of 5 average rating, 16 reviews
Enticing two Bedroom at Hyatt Sunset Harbor!

Banyan Resort Treetop
4.5 out of 5 average rating, 4 reviews
3 BEDROOM 3 BATHROOM ISLAND TOWN HOME
4.55 out of 5 average rating, 78 reviews
Hyatt Windward Pointe - Key West - Amazing Resort!
5.0 out of 5 average rating, 4 reviews
Luxury Condo @ Key West Private Beach Resort

Hyatt Beach House Key West- Nov. availability!
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Kissimmee Vacation rentals
- Cape Coral Vacation rentals
- Nassau Vacation rentals
- St. Petersburg Vacation rentals
- Clearwater Vacation rentals
- Hotel rooms Key West
- Rentals with breakfast Key West
- Beachfront rentals Key West
- Rentals with a kayak Key West
- Boat rentals Key West
- Villa rentals Key West
- Pet-friendly rentals Key West
- Serviced apartment rentals Key West
- Family-friendly rentals Key West
- Rentals with a hot tub Key West
- Townhouse rentals Key West
- Apartment rentals Key West
- Waterfront rentals Key West
- Luxury rentals Key West
- Boutique hotels Key West
- Mansion rentals Key West
- Cottage rentals Key West
- Bed and breakfasts Key West
- Rentals with pools Key West
- Rentals with a sauna Key West
- Rentals with an accessible height toilet Key West
- Rentals with lake access Key West
- Beach condo rentals Key West
- Rentals with beach access Key West
- Condo rentals Key West
- House rentals Key West
- Beach house rentals Key West
- Houseboat rentals Key West
- Resort rentals Monroe County
- Resort rentals Florida
- Resort rentals United States
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Southernmost Point
- Florida Keys Aquarium Encounters
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Things to do Key West
- Water sports Key West
- Cultural tours Key West
- Food tours Key West
- Things to do Monroe County
- Cultural tours Monroe County
- Food tours Monroe County
- Dining Monroe County
- Art workshops Monroe County
- Tastings Monroe County
- Water sports Monroe County
- Landmarks Monroe County
- Outdoors Monroe County
- Flying Monroe County
- Wildlife Monroe County
- Things to do Florida
- Landmarks Florida
- Performances Florida
- Flying Florida
- Water sports Florida
- Outdoors Florida
- Tastings Florida
- Wellness Florida
- Cultural tours Florida
- Dining Florida
- Food tours Florida
- Art workshops Florida
- Wildlife Florida
- Workouts Florida
- Cooking Florida
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Art workshops United States
- Flying United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Workouts United States
- Performances United States
- Tastings United States
- Water sports United States
- Beauty United States
- Outdoors United States
- Cooking United States
- Wellness United States
- Galleries United States




