
House holiday rentals in Key West
Find and book unique houses on Airbnb
Top-rated house rentals in Key West
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West house rentals
House rentals with a pool

Sea Ray Cove, 75' boat dock, 1 block from beach!
We had a wonderful time. The house was comfortable, and the amenities such as the pool and grill added to the experience. The location, specifically the proximity to the beach, made this house the perfect property in Marathon. Would gladly stay again!

Just steps to Duval- Sleeps 10- Pool House
This property has the beach house feel and sits on the same block as the Hemingway House and is perfectly located to walk or cart to all the attractions of Key West. All of the resorts were booked so we went with this property last minute, and it was perfect for our little family party of 6. Although we could never get the heated pool heated during our stay, we were mostly out and about exploring and Corey and extremely accommodative. Thank you Corey for supporting our family's awesome Key West experience and hope to be back!

3 BR 2BA + Private Pool + Waterfront
Amazing oasis from the cold up north and from the bustle of town when you need a peaceful moment by the pool. The outdoor kitchen is incredible and the boat dockage is great.

Casa Solaris | Key Largo home with Private Pool!
Excellent place to stay in Key Largo. Yet perfect location between Islamorada and Key Largo to make traveling to either a breeze. Kids loved the pool / hot tub combo, and the parents enjoyed having a deck with umbrella to enjoy at the same time. Accommodations were perfect for two small families to split, and yet have enough shared spaced for the group. Would definitely come back when traveling to the area again.

Pelico Palms Sunset Suites
Nate’s place was very comfortable and well equipped. We really enjoyed the pool area. Hosts were most responsive and helpful.

“La casa azul” step 3’ to a private pool
We really enjoyed our stay at La Casa Azul. Key Colony beach is quiet and has lots to do. Being on the channel was fun, sitting in the pool and watching neighbors fish or the boats strolling by. The house was perfect and spacious for two and would be equally roomy for 4 (but we left the kids at home!) The host was extremely responsive and helpful throughout our stay and made us feel right at home. Thanks Janine!

P22 - Updated 3 bedroom 2 bath duplex with private
We had six adults in our group and the house was a perfect location to go out fishing or to the beach. The house was well stocked and with plenty of linens and beach towels. We rented a boat for three days from Tropical boat rentals and the canal location made fishing super easy. Access to the ocean or the bay was convenient. We even caught several fish in the canal. We saw manatees, sharks, manna rays and tons of fish while enjoying the swimming pool. We can’t wait to make a return trip.

Golf Coast Oasis
Very nice place with excellent amenities. The heated pool was awesome! Worked out great for our family. The only minor issue was the noise from the nearby airport was loud at times and there were frequent construction trucks driving by. We live in rural area with no noise, so we were probably more sensitive to it, but we did get used to it and it wasn't a major problem. We would definitely stay here again.
Weekly house rentals

Private Beach, Deep Water Dockage, Cabana Club
Roberto is by far the most thorough and conscientious host. We were so pleased with our accommodations and immediately felt at home. The use of The Cabana Club was a real bonus on the hottest days. Will most certainly return to Marathon!

Nautical Wheeler: Waterfront Home with private Poo
The house is beautiful and well stocked. Javier provided ample information to facilitate a smooth check in process and to help my family plan for our stay. Would 100% recommend this listing to a friend!

Serene Lily~ Luxurious 2 bed, 2.5 bath home
Excellent experience. The property was immaculate and the host 5 star. We would definitely rent from this host again.

Yellowtail Getaway with Boat Dock and Pool 2
We agree with all the other 5-star reviews. We had an awesome stay at the Yellowtail Retreat. Carlos was an awesome host and communication was exceptional. The house was one of the cleanest we’ve stayed at and had absolutely no issues. The beds were very comfortable, unlike many other rentals. Few houses on the canals have pools and even less have heated ones – this was a big bonus. Open water in Florida Bay is about a 2-minute boat ride and the industrial ice machine came in very handy. We didn’t use the detached Mother-in-Law room, but would be perfect for a couple or kids to have some privacy. Plenty of parking, TV’s all worked without issues and well-equipped kitchen. This was easily one of the best vacation rentals we’ve stayed at and would stay here again without hesitation if we visit Marathon again. Thanks Carlos!

7 Mile Ocean Bliss
We had an amazing stay at this beautiful Airbnb in the Keys! The home was stunning, with all the amenities you could ask for, including a relaxing hot tub. The fishing right on the property made it even better – perfect for enjoying the local marine life. The host was incredibly accommodating and made sure we had everything we needed for a perfect getaway. Highly recommend this spot for anyone looking for a peaceful and fun escape!

Blue Ocean Bungalow Spring discounts-NOW available
Stay was good…we were able to get to everything we wanted to do in 15-30 minutes; except the day we spent in key west. Place is close to beaches and lots of good restaurants. We had an almost 6 month old with us and the place allowed for her to have her own place to play and sleep which was important to us. We also saw manatees in the canal right in front of the house.

Waterfront Home Near Key Largo | Long-Term Stay
My group and I had an amazing stay! Corey and Armando were amazing hosts; super responsive to any questions and flexible to my requests. They even provided great recommendations for things to do in the area. Home was beautiful and in a great area. I would definitely stay here again!

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Looks just like the photo’s. Unfortunately weather was a little chilly the first couple of days. When it warmed up we enjoyed the local cabana club with the heated pool, beach and restaurants. The accommodations were spacious and clean.
Private house rentals

Key West Paradise
This was a fantastic location with a great pizzeria nearby as well as a fabulous French pastry and coffee cafe. This location is very near to nearby downtown and residence was cozy and provided all the comforts. We highly recommend!

Seaside Sunrise. Newly remodeled waterfront
This place was perfect for 3 couples. The backyard is amazing and the hot tub was great. The outdoor cooking area worked wonderfully. The dock area was great for our boat rental. The kitchen had all the appropriate amenities that could ask for. We truly enjoyed our stay.

Marathon Star - home with hot tub
Good place to stay. Good space for the Keys. hot tub and everything was clean. My only complaints are the shower heads have no water pressure and the patio door is god awful. I would stay here again when visiting the Florida Keys Cecilia was a great host!

Blue House Marine in Key Largo
Nancy was a great host and her place was very accommodating! Great private location with amazing views of the water

Large Waterfront Home, w/Efficiency, Pool, Kayaks
Stu’s place was not only beautiful but it had all the amenities we could have asked for. The location was perfect for all the things we wanted to do. It truly was a home away from home. If I could give more than 5 stars I certainly would. Loved it! Stu was extremely easy to communicate with.

Waterfront House - 30' Dock & Pool at Cabana Club
We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!

Waterfront Home 37.5-ft dock, Cabana Club Included
The house was just as described. Loved having meals on the screened in porch each morning while watching the boats and wildlife float/fly by. Very peaceful setting. Modern bathrooms and kitchen. Also the Cabana Club pool and beach was a wonderful place to relax. We enjoyed meeting other Key Colony residents/visitors at the pool and at Sunset Park. They have concerts on Sunday afternoons in the park.

Serenity Bay Estate-FL Keys Best Kept Secret! Beau
Stunning location, very comfortable with plenty of space for 10 people. When we arrived we never felt like leaving. Beautiful pool and hot tub surrounded by palm trees, sandy area with great fire pit, gorgeous outdoor eating area and kayaks to drop from pier. Very private location with spectacular sunsets! Fabulous!!!!
Quick stats about house rentals in Key West
Total rentals
580 properties
Nightly prices starting at
$112 AUD before taxes and fees
Total number of reviews
8.6K reviews
Family-friendly rentals
500 properties are a good fit for families
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
380 properties have a pool
Destinations to explore
- Florida Keys Holiday rentals
- Havana Holiday rentals
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Lighthouse rentals United States
- Earth house rentals United States
- Guesthouse rentals United States
- House rentals United States
- Townhouse rentals United States
- Guesthouse rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Lakehouse rentals Florida
- Beach house rentals Florida
- Townhouse rentals Florida
- Hotel rentals Key West
- Rentals with a kayak Key West
- Rentals with a fire pit Key West
- Rentals with an EV charger Key West
- Beach condo rentals Key West
- Rentals with a patio Key West
- Rentals with outdoor seating Key West
- Resort rentals Key West
- Villa rentals Key West
- Kid-friendly rentals Key West
- Rentals with a washing machine and dryer Key West
- Cottage rentals Key West
- Condo rentals Key West
- Beach house rentals Key West
- Rentals with breakfast Key West
- Rentals with beach access Key West
- Apartment rentals Key West
- Rentals with an accessible height toilet Key West
- Townhouse rentals Key West
- Rentals with lake access Key West
- Houseboat rentals Key West
- Pet-friendly rentals Key West
- Rentals with a hot tub Key West
- Fitness-friendly rentals Key West
- Luxury rentals Key West
- Waterfront rentals Key West
- Rentals with pools Key West
- Family-friendly rentals Key West
- Mansion rentals Key West
- Rentals with a fireplace Key West
- Monthly Rentals Key West
- Beachfront rentals Key West
- House rentals Miami-Dade County
- Tiny house rentals Miami-Dade County
- Guesthouse rentals Miami-Dade County
- Townhouse rentals Miami-Dade County
- Townhouse rentals Florida Keys
- Guesthouse rentals Florida Keys
- Beach house rentals Florida Keys
- House rentals Florida Keys
- Tiny house rentals Florida Keys
- Guesthouse rentals Monroe County
- Townhouse rentals Monroe County
- House rentals Monroe County
- Tiny house rentals Monroe County
- 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
- Things to do Key West
- Art and culture Key West
- Sightseeing Key West
- Tours Key West
- Things to do Monroe County
- Food and drink Monroe County
- Sightseeing Monroe County
- Entertainment Monroe County
- Nature and outdoors Monroe County
- Sports activities Monroe County
- Art and culture Monroe County
- Tours Monroe County
- Things to do Florida
- Wellness Florida
- Food and drink Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Sports activities Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Things to do United States
- Art and culture United States
- Entertainment United States
- Nature and outdoors United States
- Food and drink United States
- Sports activities United States
- Tours United States
- Sightseeing United States
- Wellness United States