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Beachfront vacation rentals in Key West

Find and book unique beachfront homes on Airbnb

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Popular amenities for Key West beachfront rentals

Beachfront home rentals with a pool

Top guest favorite
Home in Marathon
5 out of 5 average rating, 41 reviews

Discount Available! 100' Dock, Lots of Amenities!

DanaRating, 5 stars1 week ago
We came down for a weeks vacation brought two boats, plenty of space on the docks. Communication with Meredith was great. Great location.
Top guest favorite
Home in Marathon
4.97 out of 5 average rating, 38 reviews

Grouper Getaway @ Ocean Isles Fishing Village

GaryRating, 5 stars3 weeks ago
Great property, exactly like the photos and descriptions. Ben was extremely proactive and responsive. I would highly recommend this property.
Guest favorite
Home in Marathon
5 out of 5 average rating, 6 reviews

Chiquita Waterfront Home

ShanaeRating, 5 stars1 week ago
My family and I really enjoyed this home the pictures do not do it justice it’s beautiful. The owners are very responsive and we were even able to check in a day early ! The canal was awesome , a boat is a must and so much fun. We saw manatees and iguanas. The private pool was fun all together a great experience.
Top guest favorite
Home in Marathon
5 out of 5 average rating, 51 reviews

Luxury Boating Paradise+Pool+Sailing Kayaks

RickRating, 5 stars1 week ago
We had an amazing family weekend here! The home was spotlessly clean, beautifully maintained, and incredibly well equipped with everything we needed. The ping pong table, video games, and sail kayaks were huge hits with the whole family. We also rented a boat, and having a private dock made that experience seamless and unforgettable. The location was quiet, safe, and perfect for quality time—cozy enough to relax, yet close to everything we needed. It truly felt like a home away from home. For all the amenities and the exceptional condition of the property, the price was a fantastic value. We’ve stayed in many vacation rentals, but this one stands out as one of the best. We’re already looking forward to coming back. Highly recommended!
Superhost
Home in Summerland Key
5 out of 5 average rating, 3 reviews

Waterfront Beach House with Dock & Heated Pool!

HeatherRating, 5 stars3 weeks ago
House was very clean, host very responsive, beautiful location, pool was perfect and the view was amazing. Definitely recommend and will be staying there again.
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
Home in Cudjoe Key
5 out of 5 average rating, 17 reviews

Oceanside home 109, dock,kayaks,bikes,pool,fishing

JeffRating, 5 stars2 weeks ago
Perfect place and really love cudjoe key
Guest favorite
Apartment in Marathon
4.85 out of 5 average rating, 26 reviews

Sombrero Beach Tropical Paradise Hotel

AlenaRating, 5 starstoday
Very cute place and great location off the water and close to good places!

Beachfront home rentals with a hot tub

Guest favorite
Home in Cudjoe Key
4.9 out of 5 average rating, 52 reviews

Keys Island Villa - Venture Out Home 354

ClaudiaRating, 5 stars1 month ago
Fantastic stay w great views. House made us feel right at home. place was in gated community. it felt safe and well maintained. Fun to walk around in the evenings.
Top guest favorite
Apartment in Tavernier
4.98 out of 5 average rating, 40 reviews

Ocean View 2br/2ba w/pool, bar and dockage 28ft

NickRating, 5 stars1 week ago
What an amazing location and you can really tell the host has thoughtfully designed the Airbnb, making it an experience. Will be back!
Superhost
Condo in Tavernier
4.88 out of 5 average rating, 152 reviews

Reel Large END Unit in Ocean Point Suites

RyanRating, 5 stars1 week ago
The place was as described. Check in was easy and Desy even allowed us to check in a bit early due to my son having a fever. The linens and accommodations were clean and the condo set up was very nicely. The property is close to restaurants and supermarkets. The pool was clean and we enjoyed the area that sold food and drinks by the pool. This was a nice place to unwind after being on the water fishing for 6-8 hours. Very comfortable, private, and peaceful.
Guest favorite
Home in Marathon
4.92 out of 5 average rating, 50 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

MaxsenaRating, 5 stars1 month ago
Super nice place to stay. Very comfortable.
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!
Guest favorite
Home in Marathon
5 out of 5 average rating, 22 reviews

Spacious lux home, private pool/spa, 80' dock

HeatherRating, 5 stars1 month ago
The house was exactly how it was described online. Everything was well marked. Lots of stuff to do at the home. Very spacious and well maintained. There were only 7 of us, so lots of extra space. The pool is on the perfect side so your not blasted with the late afternoon sun. However, there is a huge umbrella in case it is needed. Kitchen is fully stocked so nothing was needed. There is a BBQ grill as well as a flat top which is nice for outside cooking. The only thing I would recommend is to bring your own pillow if your a particular pillow person (we love our feather pillows), house pillows were not feather ones. If you rent here and have a boat definitely go to the Sombrero Lighthouse to snorkel. Never saw so many fish in one place. The Conch Cafe and Coast to Coast pizza are both great food restaurants and walkable from the home. Publix is so close it was a daily visit. Truly enjoyed the week stay!!!!!
Guest favorite
Home in Marathon
4.94 out of 5 average rating, 35 reviews

Waterfront w/pool and hot tub

TanyaRating, 5 stars1 month ago
Rachel’s home is so beautiful and relaxing. The area is perfect. We had such a nice time! My daughter has pet allergies, and she had no issues at all the two days she joined us because it was so spotless and clean.
Superhost
Home in Cudjoe Key
4.87 out of 5 average rating, 104 reviews

Island Oasis ~ YOUR Paradise Awaits!

AbbyRating, 5 stars1 month ago
Bonnie was a nice, responsive host and even brought us additional kayaks to use. We had a great stay!

Pet-friendly beachfront home rentals

Top guest favorite
Home in Marathon
4.95 out of 5 average rating, 64 reviews

Coral Lagoon #23- Private Villa Home

SandraRating, 5 stars2 weeks ago
We had a great stay. Although it was not on the beach, it was a short drive to Sombrero Beach and not very far from Bahia Honda. The pool was lovely and our grandsons loved it.
Guest favorite
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars2 months ago
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.
Guest favorite
Home in Key Colony Beach
4.94 out of 5 average rating, 16 reviews

Paradise Cove!30ft Dock Pool BBQ

BryceRating, 5 stars2 weeks ago
Had a great week at Yunis place! Her house was extremely clean and had everything we needed and more especially for cooking which was nice. She had probably the most comfortable bed, sheets and pillows I’ve ever used. I loved how it was clutter free and didn’t have any breakable decorations down low around since we had our two toddlers with us. The pool was the perfect size for us and it was great to relax outdoors. We even saw Manatees swim up to the dock. 10/10 would recommend this spot.
Guest favorite
Home in Cudjoe Key
4.93 out of 5 average rating, 54 reviews

Private Ocean Oasis by Key West, Florida

EricaRating, 5 stars1 week ago
Just what our family needed. As a new Florida resident it’s safe to say the Keys rank up there as one of my favorite places to visit. Rhonda’s home felt like our home. We enjoyed the pool and bikes. A local restaurant The Bent Prop bar and grill was a treasured find. My husband and I met the owner who is from the same area as us in Maryland. If you’ve ever wondered what Maryland Cream of Crab soup taste like… that’s the place to get it from! Can’t wait to book us again for next year!
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 179 reviews

Beachfront Villa - Florida Keys

MorganRating, 5 stars3 weeks ago
We had a great stay at Loretta’s place. The location offered a good jumping off point to explore the keys. The beach nearby along with canal access and kayaks was a huge plus. The garden area was nice though the mosquitos were intense. The place accommodated our group of 7 ppl well and everything was clean and well furnished. Overall, the place worked great for our group and we’d stay again!
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 141 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

MichaelRating, 5 stars3 weeks ago
Great place to stay for family vacation or guys fishing trip. Plenty of dock space to park the boat and easy access to the Atlantic. House is clean and all amenities worked as they should. Would definitely recommend to a family or friend. Mary was a great host who provided all information without even requesting it.
Superhost
Home in Marathon
4.89 out of 5 average rating, 64 reviews

Gorgeous Ocean View Home!

ChristinaRating, 5 stars1 month ago
We had an amazing time with our family and a beautiful Easter dinner with our friends. The location is perfect to travel all of the keys as it's just over an hour to Key West and Key Largo. The sun rose over the top floor guest bedroom with such a beautiful view of the water every day. Morning coffee with the view was awesome. Evenings spent wrapped on the couch watching movies with really nice big TV and unwinding. Sitting down by the water in evenings before sunset hanging with family watching niece play in sand was great too. Highly recommend.
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!

Quick stats about beachfront rentals in Key West

  • Total rentals

    160 properties

  • Nightly prices starting at

    G$31,473 GYD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    150 properties have a pool

Destinations to explore

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