
Waterfront vacation rentals in Key West
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Key West
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West waterfront rentals
Waterfront apartment rentals

Oceanfront Getaway in Marathon!
Condo was great. Exactly as described. 2 minute walk to the large heated swimming pool and beautiful ocean view. Shuffle board and ping pong available to play near the pool area. Safe, quiet, gated condo community. Within short driving distance to many great restaurants and activities. Frank responded within hours and answered my questions. We would recommend this rental and would gladly stay here again!

Beachside Unit 22 - Private Beach on Atlantic
Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.

Seaside Vista - Ocean Front 2/1 with dockage
Nice place. Great access to the ocean. New owners are staying on the upper unit. Very nice people. We loved walking to snappers next door.

Key West Condo with Pool & Boat Slip Access
Fantastic waterfront condo! Everything about it was exactly as described on the listing! Very comfortable condo! We will be back!

Escape to the Seaside!
Perfect spot for a long weekend beach getaway! This was our first time visiting the Florida Keys, and we loved being right on the water with a small beach area to ourselves. The space was ideal for our group of friends, and the location was great—close to local bars and restaurants, some within walking distance or just a short drive away.

Little Venice in Marathon (in the Beautiful Keys)
We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!

Boho FL Keys Condo
We really enjoyed our stay. The location is great and the view is amazing. It is very clean and very well maintained. Would definitely stay again.

Beachfront Condo w/ Ocean Views in Marathon
This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.
Waterfront house rentals

Florida Keys Oceanside Utopia
We spent an amazing week in the house of Kelly and Shane. The location on the waterfront is unbeatable and the house itself is super convenient, nicely remodeled and has a very cozy feel to it. We spent days in a row fishing from the dock, prepared our catch of the day on the bbq on the terrace, and caught shrimp at night which served as bait for the next day. There are great beaches, restaurants, and all kinds of day trips at hand if you wish to leave the property ;). Kelly and Shane are great hosts, with tons of tips - they clearly love the area and put great effort in the maintenance of the house and dock. They are super quick and easy in their communication and all three of us (me, husband and our 12 year old son) look forward to staying at their property again!

Cancellation Deal: 07/26 thru 08/09
The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie

Cudjoe Key Home with a View
Everything was great. We enjoyed the pool, pickleball, and the water. The house was perfect for the area. Definitely recommend!

Waterfront Home 37.5-ft dock, Cabana Club Included
Yohan and Anna, THANK YOU SO MUCH for hosting us at your home. 💖 We were very comfortable and you were luxury hosts!

Oceanfront, Resort-like luxury home with private p
Was such an amazing place. My family loved it. My dad was thrilled with it which he’s normally the one that’s the one we need to impress. He’s never really liked going to Keywest because of how busy it is. This spot and location he absolutely LOVED. Which made all of us happy. The house is gorgeous and massive. The pictures don’t do the place justice. Super peaceful, relaxing and just a beautiful layout. We were 10min from town and sooo much to do around our area if we didn’t feel like going into the main town. Very pleased! We will be back for sure. Even my father’s words! He has a new appreciation for Keywest! Thank you Javier for everything!

Viamarhe House-Private beach, Kayak, yard games
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.

Oceanview Escape
Rachel has put a lot of care and thought into hosting! Her place was great, and Rachel was always very responsive! The location is wonderful — quiet, near Sombrero beach, and centrally located in Marathon. Grocery stores and restaurants nearby. Good guide book recommendations! Amenities were great! We would definitely stay again.

Marathon one-level home on the Marina - with slip!
Very nice home with a beautiful view of the Marina. We loved drinking our coffee and watching the sun rise. The beds were comfortable and it was nice having two bathrooms. Location was great and close to nice restaurants and outdoor activities. Stephanie was very helpful and extremely quick to respond if you needed any type of assistance.
Waterfront condo rentals

Villa 5087 on Duck Key BOAT SLIP available
Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
This is a top notch airbnb. Excellent communication from the host, extremely clean, well stocked condo, generous supplies beautiful decor. We stayed 8 days in the condo and felt right at home. Loved the large pool. We caught many fish and cooked at the condo all but 2 evenings and had everything we needed to prepare meals. Really appreciated the assortment of coolers provided for day trips. Thank you again, John!

Southermost Serenity an exclusive 3 Bedroom Ocean
We were 3 couples and Julia’s place was absolutely perfect. Views were gorgeous and the wrap around deck was particularly awesome! Kitchen was well appointed. Check in was easy and Julia communicated throughout the process to make sure it went perfectly. A delight all around!

Tequila Sunrise
adorable suite! very comfortable beds and couches. home smelled amazing! Kathryn was always responsive to questions. she also would check in on us periodically to make sure we had everything we needed. we 100% recommend this host and will absolutely book with her again.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
We really enjoyed our stay at Nicole's condo! The space was clean and just like the photos. Nicole was very helpful and made check-in a breeze. The surrounding area is very peaceful and there is an awesome view of the ocean from the living room. Stay here if you get the opportunity!

*NEW* Private Beach, pool & fully loaded kitchen
Our first time visiting the Keys and Celia’s place made it wonderful! Located in a very nice, quiet, and safe community her condo is like new and so well cared for. Perfect size for our two couples. The decor and furniture is very nice, bright and clean. Had all the amenities we needed and then some. We enjoyed the heated pool everyday and the private beach was nice for a more natural experience. The furnished patio had a great view of the pool and ocean. Celia is a wonderful host! Very helpful and a great communicator.

Ocean Potion 1B/2B 3Balconies Ocean View
This has been one of our favorite places in Marathon that we have stayed at. The view from balcony was beautiful, very clean and everything you need for your stay. The pool was amazing and a walk on the dock in the evening was full of sights! Overall we loved our stay and we will be back!!!
Quick stats about waterfront rentals in Key West
Total rentals
460 properties
Nightly prices starting at
G$12,590 GYD before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
320 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
410 properties have a pool
Destinations to explore
- Florida Keys Vacation rentals
- Havana Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Kissimmee Vacation rentals
- Beachfront rentals Key West
- Rentals with a fire pit Key West
- House rentals Key West
- Condo rentals Key West
- Hotel rentals Key West
- Smoking-friendly rentals Key West
- Rentals with breakfast Key West
- Townhouse rentals Key West
- Rentals with a hot tub Key West
- Cottage rentals Key West
- Rentals with a kayak Key West
- Fitness-friendly rentals Key West
- Apartment rentals Key West
- Rentals with beach access Key West
- Houseboat rentals Key West
- Luxury rentals Key West
- Beach condo rentals Key West
- Rentals with a fireplace Key West
- Rentals with an EV charger Key West
- Rentals with a patio Key West
- Rentals with outdoor seating Key West
- Villa rentals Key West
- Rentals with pools Key West
- Beach house rentals Key West
- Resort rentals Key West
- Family-friendly rentals Key West
- Kid-friendly rentals Key West
- Rentals with a washer and dryer Key West
- Rentals with an accessible height toilet Key West
- Mansion rentals Key West
- Pet-friendly rentals Key West
- Rentals with lake access Key West
- Waterfront rentals Monroe County
- Waterfront rentals Florida
- Waterfront rentals United States
- 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
- Tours Key West
- Sightseeing Key West
- Art and culture Key West
- Things to do Monroe County
- Sports activities Monroe County
- Tours Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Art and culture Monroe County
- Food and drink Monroe County
- Things to do Florida
- Entertainment Florida
- Sports activities Florida
- Tours Florida
- Food and drink Florida
- Wellness Florida
- Art and culture Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Things to do United States
- Sports activities United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Wellness United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States