
Beachfront vacation rentals in Key West
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Top-rated beachfront rentals in Key West
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Vacation rentals for every style
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Popular amenities for Key West beachfront rentals
Beachfront home rentals with a pool

Beautifully Renovated Summer of 2020 Come and enjo
The experience was so memorable! Just the R&R our family needed!

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

Luxury Boating Paradise+Pool+Sailing Kayaks
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!

Waterfront Beach House with Dock & Heated Pool!
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.

Henry's Penthouse On The Ocean
The Condo was spacious, beautiful, well furnished, very clean and the location was perfect. Henry was great to work with. We rented a golf cart and traveled almost everywhere in Key West by golf cart.

Azul Paradise - Waterfront - Heated Pool - Dock
We really enjoyed our stay here. We loved the pool area and outdoor kitchen and thought the outdoor freezer was just an extra special touch. The house was clean and had plenty of pillows and blankets. The appliances were all new including the washer and dryer and Michael and team were incredibly responsive and kind of we will book here again in the future. The canal is narrow but we did see plenty of fish swim by, especially at night with the neighbors snook light. The kitchen was stocked with everything we needed and there was plenty of plates and glasses for us through the week too. We liked that there were beach towels for us to use as well.

Oceanside home 109, dock,kayaks,bikes,pool,fishing
Perfect place and really love cudjoe key

*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.
Beachfront home rentals with a hot tub

Keys Island Villa - Venture Out Home 354
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.

Waterfront with Boat Lift/Kayaks and Hot Tub
The place was amazing!! plenty of room for our family of 5. All of the fishing equipment was awesome!! From the rods and tackle, to the deep freezer with bait, the extras made the whole trip more enjoyable. Loved the house. It was perfect!!! Will definately be back in the future!! 10 out of 10 would recommend!!

Ocean View 2br/2ba w/pool, bar and dockage 28ft
What an amazing location and you can really tell the host has thoughtfully designed the Airbnb, making it an experience. Will be back!

Reel Large END Unit in Ocean Point Suites
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.

Cary’s Oceanside
We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.

Island Oasis ~ YOUR Paradise Awaits!
Bonnie was a nice, responsive host and even brought us additional kayaks to use. We had a great stay!

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
This condo is perfection! Close to the pool and private beach. Amazing views too! We felt right at home when we walked in. Highly recommend this place for 2 couples or a family looking for the perfect Keys getaway. Nicole was super responsive to any questions we had before and during our stay. 10/10!!

Keys Get Away - 4bd/3ba home with Rooftop views!
Beautiful home exactly as described, very clean and roomy I would definitely recommend staying there.
Pet-friendly beachfront home rentals

FISHERMAN'S CATCH - 3BR Home with 60' Dock & Pool
The house was great. Close boat ramps to put the boat in not far from the house. Everything was as described or better/bigger than expected. Enjoyed our stay here.

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
Amazing location, great house with lots of space, cute artistic touches and we really appreciated the sharp knives! The screened in lanai was fantastic! Highly recommend! We’d come back in a heartbeat!

Private Ocean Oasis by Key West, Florida
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!

Beachfront Villa - Florida Keys
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!

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
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.

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!

Gorgeous Ocean View Home!
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.

Vibrant Beachfront Villa
Maidelin was very communicative with us to ensure we had everything we needed and to provide instruction or local recommendations. My only complaints are about the region and not Maidelin or her property. "Beaches" are rare in the Keys so don't expect waves or traditional beaches. Maidelin's place does have a sandy spot adjacent to the water next door to her, and residents didn't seem to mind sharing the space. The backyards are more shared than private, so you'll see people walk by from time to time. You'll also see iguanas, birds, other lizards, and fish! The nature of this type of property puts tenants extremely close together. Porches share railings and windows sometimes face other homes' windows. Walkability is pleasant through the shared resort area, but there's very little in the way of food or retail that's walkable. A 10-15 minute drive to Marathon though will get you what you want. Overall, a nice place to stay, but especially if you want to stay out of the more popular Keys.
Quick stats about beachfront rentals in Key West
Total rentals
160 properties
Nightly prices starting at
R2,692 ZAR 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
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