Beach house vacation rentals in Key West

Find and book unique beach houses on Airbnb

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Popular amenities for Key West beach house rentals

Beach house rentals with a pool

Superhost
Home in Marathon
5 out of 5 average rating, 7 reviews

Delightful Canal Front Pool Home! Direct to Ocean!

SydneyRating, 5 stars3 months ago
This home offers so many amenities!! We thoroughly enjoyed biking, kayaking, the heated pool, grilling, and several games the host had for us. The large kitchen made it easy for our group of 6 to interact and enjoy meals together. The host was very responsive with any questions we had and checked in throughout the stay to ensure our needs were being met. This was our second year staying in Marathon, would stay at this location again.
Superhost
Home in Marathon
5 out of 5 average rating, 7 reviews

The Beach House 2bed/2bath single family with priv

EricRating, 5 stars9 months ago
What an amazing place. Spotless and very neat and clean when we walked in. There is everything you need and nothing you don't. Its got some age to it but it is very well taken care of. We were greeted with a great gift basket containing some surprises and even a bottle of wine! The pool is a bit on the small side but my two boys and I spent countless hours in that perfectly sized pool. Again, all you need and nothing more. We'd go across the street to the ocean, come back and rinse off with the conveniently placed wash area, then hop in the pool, then back to the ocean, then repeat. In the afternoon, the coconut trees provide some nice shade over the pool. Great place to sip a margarita. Kitchen is well stocked with pretty much anything you would need. Dishware, cups, mugs and cookware. Even a well stocked spice rack in the laundry room. Nice dual coffee maker that takes K-Cups or ground as I prefer. My second trip to Sombrero, first to this house, will not be the last.
Superhost
Home in Marathon
4.94 out of 5 average rating, 16 reviews

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home

Stefan And KarenRating, 5 stars1 week ago
The house was spacious and clean, and we got good use out of the pool and hot tub. Bert requires signing a separate contract after booking on AirBnB, but worked with us to tailor the language. Towels are provided but be prepared to bring most other amenities like shampoo, etc yourself. Also, be aware that Sunrise Drive is a private road and you cannot access the beach there - Sombrero Beach is about a 15 minute walk, but definitely worth the walk!
Superhost
Home in Key West
4.6 out of 5 average rating, 5 reviews

Coastal Comfort; Waterfront Luxury Home with priva

JayRating, 5 stars18 months ago
We all loved the house. Plenty of space, the outdoor patios were a daily hangout, the views were great, what's not to love. The maintenance of the house itself was excellent and it didn't feel like a "rental". Well decorated, not worn down, a bathroom for everyone, it was great. We rented a golf cart to get back and forth from town which was very easy and barely a ten minute drive. We did have a small issue with the pool while there, which apparently is very unusual. It is Key West so it took a few days to get the parts needed. However, Javier was always easy to reach and while he did eventually fix it it was his 'out of the box' thinking and communication on everything that was superbly professional. I understand he manages several properties and we would gladly stay at any of them. With an AirBNB, if something goes wrong and you're far from home all you have to rely on is the owner/manager and you are in excellent hands with Javier. A++ on customer service
Guest favorite
Home in Key Colony Beach
4.92 out of 5 average rating, 13 reviews

Paradise Cove!30ft Dock Pool BBQ

RebeccaRating, 5 starstoday
Loved our rental in Key Colony. The house was beautiful and the kids loved the private pool. The place felt just like home.
Superhost
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars3 months ago
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.
Superhost
Home in Summerland Key
4.88 out of 5 average rating, 34 reviews

Pelico Palms Sunset Suites

TimRating, 5 stars1 week ago
fantastic cottage and pool with plenty of privacy, close to the water. basically 3 master suites with adjoining bathrooms, one living area and a kitchen. really big pool deck with seating and cornhole, Webber grill and outdoor dining table. (bring bug spray). we had a great time, close to key West and Bahia Honda, a great cottage!
Guest favorite
Home in Marathon
4.88 out of 5 average rating, 24 reviews

Golf Coast Oasis

AmandaRating, 5 stars3 days ago
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!

Beachfront house rentals

Superhost
Home in Marathon
4.69 out of 5 average rating, 16 reviews

#7 Waterfront 4Bed 3Bath Pool Home

CarolRating, 5 stars11 months ago
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.
Top guest favorite
Home in Key Colony Beach
4.98 out of 5 average rating, 122 reviews

Paradise found!Key Colony Beach,Cabana Club.

NathanRating, 5 stars1 week ago
We had a great time at Paradise Found. The property was lovely and clean, all very well maintained. The location was beautiful, backing onto the water and enormously peaceful, a great setting. Kari was very communicative and always responded quickly to any queries. Overall, we were very happy.
Superhost
Home in Upper Sugarloaf Key
4.71 out of 5 average rating, 85 reviews

Palm - Beach Houses Key West

LucasRating, 5 stars4 weeks ago
We really loved staying here as a family of 5 (3 young kids). Great location - serene but only a 30 min drive to Key West. The view was amazing. Host was very responsive and helped us so much leading up to and durning our stay. The staff there was so friendly and helpful. The grounds were immaculate, not a leaf out of place. The bungalow was cute - very clean and nice furniture, comfortable beds. The hammocks and tiki hut/grill were such nice features. The host was very clear about the seagrass and the noseeums and it is true. We could not go from the beach into the ocean due to the seagrass, but there is a swimming deck on the side of the dock to avoid walking on the seagrass. The pool area was amazing, so many cool features. We felt like we were at a resort with a pool area like that. We brought our boat, so it was very nice to have the dock. We left the boat there overnight for the entire stay and there were plenty of pilings to tie the boat off safely, but low tide is less than 3’.
Top guest favorite
Home in Cudjoe Key
5 out of 5 average rating, 23 reviews

Tiki Time in Cudjoe Key 136

CourtneyRating, 5 stars1 week ago
Highly recommend anyone to stay here! The house is clean, well stocked, cozy, and quiet. The view is absolutely amazing! Sitting on the porch was our favorite way to start the day. Everyone was very friendly too.
Guest favorite
Home in Marathon
4.93 out of 5 average rating, 42 reviews

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!

CrystalRating, 5 stars2 months ago
Wonderful and cost efficient. Well maintained. Easy access to the waterways with the dock for our rented boat. Amenities of kayaks and bikes were a plus. Beautiful outdoor setting. We will be booking again!
Guest favorite
Home in Marathon
4.9 out of 5 average rating, 31 reviews

Viamarhe House-Private beach, Kayak, yard games

JasonRating, 5 stars1 month ago
Everything about this home is as described in the listing. Host is very responsive and friendly. We completely loved being there and it was incredibly peaceful and relaxing. We would love to come back again. Having the ocean for a back yard was awesome! This was probably my favorite AirBnB stay ever! We did not want to leave.
Superhost
Home in Marathon
4.92 out of 5 average rating, 62 reviews

Gorgeous Ocean View Home!

ChristinaRating, 5 stars1 week 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.
Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 6 reviews

Key Colony Beach Waterfront 321

JeanneRating, 5 stars9 months ago
Great place right in the heart of Key Colony. House had all we needed and more to make our 8 day stay comfortable. Great boat dock with plenty of room for 2 31 ft boats.

Private beach house rentals

Superhost
Home in Marathon
4.8 out of 5 average rating, 35 reviews

Luxury Waterfront Retreat with Dockage & Pool

SharonRating, 5 stars3 weeks ago
We enjoyed our stay. The home was comfortable and very clean. It was nice to have a view of the water and a heated pool! The rooms were comfortable and accommodating for our family. Naomi was quick to respond when we had questions. I would stay here again! This spot was close to many restaurants, grocery stores, and right on bike paths!
Guest favorite
Home in Marathon
4.92 out of 5 average rating, 48 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

KellyRating, 5 stars3 weeks ago
Our family had a wonderful stay and wouldn’t hesitate to recommend this home to our family & friends. Great location, beautiful home and friendly hosts! Their home is as wonderful as it appears in the listing. Our son enjoyed fishing off the dock and we even had a couple of manatee sightings. Perfect space, well appointed and comfortable. We would stay here again for sure.
Superhost
Home in Cudjoe Key
4.89 out of 5 average rating, 35 reviews

Lower Keys Paradise

AhrinRating, 5 stars1 month ago
Great place to stay. It’s a house in a community with a lot of activities available. There’s an extra $125 fee for that, but it’s worth it.
Guest favorite
Home in Marathon
4.95 out of 5 average rating, 59 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

ErinRating, 5 stars3 weeks ago
I can’t say how much we enjoyed this place. So private and clean. Beautiful view. Everything we needed was there. Sad to leave but back to real life. Thank you Thank you!
Top guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 19 reviews

Keys to the Sea + Cabana Club

MarcilleRating, 5 stars3 weeks ago
Our family of 4 really enjoyed our stay! It really was the perfect getaway spot for us to rest and recharge. The amenities available were so convenient, from a well stocked kitchen, bathroom supplies, laundry, a bait freezer, to even having pool towels and a cooler available to use. Our kids ages 11 and 13 spent hours fishing off of the dock out back. We even caught our meal a couple of times! We also really enjoyed access to the Cabana Club! It had a lovely beach front along with a perfect temperature pool! Drinks and food at the club were very reasonable priced. This is our third year in a row visiting the keys and we always enjoy this area. Next year I will be looking at this rental first! Thank you again for the wonderful stay!
Superhost
Home in Marathon
4.93 out of 5 average rating, 29 reviews

Serenity Bay Estate-FL Keys Best Kept Secret! Beau

JerrieRating, 5 stars5 months ago
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!!!!
Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 14 reviews

Bohemian Beach Bungalow

SamanthaRating, 5 stars3 days ago
This was one of the best experiences we have had in a long time! This amazing boho beach paradise had everything the comfort of home would have plus more! Karen was so responsive to any questions we had and helped me surprise my husband for our anniversary and made this trip even better! We will absolutely be back here for a trip again!
Superhost
Home in Key Colony Beach
4.82 out of 5 average rating, 153 reviews

Waterview from three sides, Cabana Club, 30' Docks

KoreenRating, 5 stars1 month ago
I cant say enough great things about this house and it's location. We enjoyed our stay here immensely and we all agree that one of the main reasons we enjoyed this trip so much was because of the house itself. The location on the water was so serene and peaceful; we enjoyed coming home to it every night. Also, the access to the private beach club was great and we took advantage of that multiple times during our stay. Thank you for a great experience!

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