Vacation rentals in Key West
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Key West
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest favourite
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.
13–20 Dec
$951 NZD per night
4.94 out of 5 average rating, 267 reviews
Guest favourite
Apartment in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.
22–29 Jan
$628 NZD per night
4.97 out of 5 average rating, 439 reviews
Superhost
Holiday home in Key West
Historic Cigar House. 3rd floor Suite W/Kitchen
This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.
6–13 Jan
$757 NZD per night
4.88 out of 5 average rating, 223 reviews
Holiday rentals for every style
Get the amount of space that is right for you.
Popular amenities for Key West holiday rentals
Other great holiday rentals in Key West
Quick stats about holiday rentals in Key West
Total rentals | 1.8K properties |
---|---|
Rentals with a pool | 1.2K properties have a pool |
Pet-friendly rentals | 490 properties allow pets |
Family-friendly rentals | 1.1K properties are a good fit for families |
Total number of reviews | 52K reviews |
Nightly prices starting at | $16 NZD before taxes and fees |
Destinations to explore
- Varadero Holiday rentals
- Havana Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a hot tub Key West
- Beach house rentals Key West
- Beach condo rentals Key West
- Rentals with an EV charger Key West
- Rentals with a washing machine and dryer Key West
- Rentals with a patio Key West
- Mansion rentals Key West
- Cottage rentals Key West
- Rentals with a fire pit Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- Townhouse rentals Key West
- Kid-friendly rentals Key West
- Apartment rentals Key West
- Bungalow rentals Key West
- Waterfront rentals Key West
- Rentals with pools Key West
- Fitness-friendly rentals Key West
- Villa rentals Key West
- Rentals with beach access Key West
- Monthly Rentals Key West
- Cabin rentals Key West
- Rentals with a kayak Key West
- Pet-friendly rentals Key West
- Condo rentals Key West
- Rentals with breakfast Key West
- Family-friendly rentals Key West
- House rentals Key West
- Rentals with an accessible height toilet Key West
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom