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Waterfront vacation rentals in Key West

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Key West waterfront rentals

Waterfront apartment rentals

Top guest favorite
Apartment in Marathon
5 out of 5 average rating, 14 reviews

Oceanfront Getaway in Marathon!

TriciaRating, 5 stars1 month ago
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!
Superhost
Apartment in Key Colony Beach
4.85 out of 5 average rating, 114 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars2 weeks ago
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.
Guest favorite
Apartment in Key Largo
4.88 out of 5 average rating, 281 reviews

Seaside Vista - Ocean Front 2/1 with dockage

JacquelineRating, 5 stars6 days ago
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.
Guest favorite
Apartment in Key West
4.89 out of 5 average rating, 36 reviews

Key West Condo with Pool & Boat Slip Access

DougRating, 5 stars1 week ago
Fantastic waterfront condo! Everything about it was exactly as described on the listing! Very comfortable condo! We will be back!
Guest favorite
Apartment in Key Largo
4.79 out of 5 average rating, 145 reviews

Escape to the Seaside!

CarlyRating, 5 stars1 month ago
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.
Superhost
Apartment in Marathon
4.86 out of 5 average rating, 50 reviews

Little Venice in Marathon (in the Beautiful Keys)

AlisonRating, 5 stars2 weeks ago
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!
Guest favorite
Apartment in Tavernier
4.95 out of 5 average rating, 197 reviews

Boho FL Keys Condo

MarkRating, 5 stars1 week ago
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.
Guest favorite
Apartment in Marathon
4.97 out of 5 average rating, 105 reviews

Beachfront Condo w/ Ocean Views in Marathon

AnneRating, 5 stars1 month ago
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

Guest favorite
Home in Marathon
4.94 out of 5 average rating, 34 reviews

Florida Keys Oceanside Utopia

LisetteRating, 5 stars2 months ago
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!
Top guest favorite
Home in Marathon
4.99 out of 5 average rating, 136 reviews

Cancellation Deal: 07/26 thru 08/09

KevinRating, 5 stars2 days ago
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
Guest favorite
Home in Cudjoe Key
4.97 out of 5 average rating, 159 reviews

Cudjoe Key Home with a View

RobRating, 5 stars2 weeks ago
Everything was great. We enjoyed the pool, pickleball, and the water. The house was perfect for the area. Definitely recommend!
Guest favorite
Home in Key Colony Beach
4.95 out of 5 average rating, 115 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

NievesRating, 5 stars2 weeks ago
Yohan and Anna, THANK YOU SO MUCH for hosting us at your home. 💖 We were very comfortable and you were luxury hosts!
Guest favorite
Home in Key West
4.92 out of 5 average rating, 13 reviews

Oceanfront, Resort-like luxury home with private p

OliviaRating, 5 stars3 months ago
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!
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 34 reviews

Viamarhe House-Private beach, Kayak, yard games

AmandaRating, 5 stars1 week ago
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.
Guest favorite
Home in Marathon
5 out of 5 average rating, 53 reviews

Oceanview Escape

JoshuaRating, 5 stars2 months ago
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.
Guest favorite
Home in Marathon
4.97 out of 5 average rating, 148 reviews

Marathon one-level home on the Marina - with slip!

DeniseRating, 5 stars1 month ago
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

Superhost
Condo in Duck Key
4.85 out of 5 average rating, 94 reviews

Villa 5087 on Duck Key BOAT SLIP available

JadenRating, 5 stars3 weeks ago
Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 146 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

KatieRating, 5 stars1 week ago
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!
Superhost
Condo in Key West
5 out of 5 average rating, 4 reviews

Southermost Serenity an exclusive 3 Bedroom Ocean

ColleenRating, 5 stars2 months ago
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!
Top guest favorite
Condo in Tavernier
5 out of 5 average rating, 53 reviews

Tequila Sunrise

ChristinaRating, 5 stars3 days ago
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.
Top guest favorite
Condo in Marathon
4.96 out of 5 average rating, 102 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

AlexRating, 5 stars1 week ago
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.
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 126 reviews

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

EvanRating, 5 stars4 weeks ago
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!
Top guest favorite
Condo in Marathon
5 out of 5 average rating, 20 reviews

*NEW* Private Beach, pool & fully loaded kitchen

JamesRating, 5 stars1 month ago
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.
Top guest favorite
Condo in Marathon
5 out of 5 average rating, 13 reviews

Ocean Potion 1B/2B 3Balconies Ocean View

MelanieRating, 5 stars8 months ago
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

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Waterfront rentals