Beach house holiday rentals in Key West

Find and book unique beach houses on Airbnb

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Popular amenities for Key West beach house rentals

Beachfront house rentals

Superhost
Home in Key Largo
4.84 out of 5 average rating, 438 reviews

WATER VIEWS ON J. PENNEKAMP Free Kayaks

MatthewRating, 5 stars3 weeks ago
We had a great time in Key Largo! Home is on a quiet street with excellent water views! We would certainly return in the future!
Guest favourite
Home in Marathon
4.89 out of 5 average rating, 62 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

TinaRating, 5 stars1 month ago
We had a wonderful week. House was beautiful and pool was so relaxing. Loved the location. Ever was friendly and responsive for all questions we had. We would love to go back. 😊
Guest favourite
Home in Marathon
4.81 out of 5 average rating, 59 reviews

7 Mile Ocean Bliss

JenniferRating, 5 stars4 months ago
We had an amazing stay at this beautiful Airbnb in the Keys! The home was stunning, with all the amenities you could ask for, including a relaxing hot tub. The fishing right on the property made it even better – perfect for enjoying the local marine life. The host was incredibly accommodating and made sure we had everything we needed for a perfect getaway. Highly recommend this spot for anyone looking for a peaceful and fun escape!
Superhost
Home in Key Largo
4.78 out of 5 average rating, 45 reviews

Oceanfront Seaside Escape

JenniferRating, 5 stars2 weeks ago
Perfect spot for a bachelorette trip! The private beach and dock area was amazing! Also close to restaurants
Guest favourite
Home in Marathon
4.9 out of 5 average rating, 29 reviews

Viamarhe House-Private beach, Kayak, yard games

VeronicaRating, 5 stars2 weeks ago
We had a wonderful stay! House and property were as pictured and in a great location. We enjoyed lounging on the beach, the kayaks & the ping pong table. At night, the stargazing was amazing; our host, Marjorie, even reminded us to watch for the planetary alignment! We then lit the tiki torches and had a fire in the fire pit - perfect evening! Marjorie was quick to respond when we had a question. The only suggestion we would have is to update a couple of the outside toys. It appears that someone may have been working on the pool table. Our neighbors renting the smaller unit were lovely. Still lots of privacy if that is what one is seeking. Thanks for a great vaca!
Top Guest favourite
Home in Key Largo
5 out of 5 average rating, 32 reviews

Private 2+ Acre House~Private Beach~Tiki Hut~Dock

BenRating, 5 stars1 week ago
It was our first time to the keys and we were spellbound by the location. We had no context for how special this place was until we went up and down the highway and up and down on paddle boards. Simply amazing, everyday was just a moment of ‘I can’t believe this’!! My wife pointed out that it was by far the cleanest Airbnb we had ever stayed at. Our kids loved the beach, loved the space and loved the time together. Thank you again so much!
Guest favourite
Home in Key Largo
4.94 out of 5 average rating, 82 reviews

Ocean Breeze Home

CarolineRating, 5 stars3 days ago
This place really was an oasis during our stay in the Keys! The apartment was beautiful, spacious, and had everything we could possibly need. the bed was especially comfortable and the bathroom was beautiful! Would absolutley stay again!
Top Guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 18 reviews

Marathon Key Colony Beach with Cabana Club passes

NickRating, 5 stars3 months ago
Such a fantastic place to stay - my best ever experience with Airbnb. The garden by the canal is a fantastic place to relax in the evening. The neighbours on both sides were lovely people and so welcoming. Had such a relaxing break. The house is really well equipped - big fridge/freezer, washer/dryer, dishwasher, cooking equipment etc. There’s a Weber BBQ in the garden with all the cooking utensils you’ll need. It’s a really nice, quiet street with some great places to eat and drink nearby and within walking distance. Thoroughly recommend the place. Cheers Nick

Beach house rentals with a pool

Superhost
Home in Islamorada
5 out of 5 average rating, 3 reviews

Islamorada Cay Home. Elegant home

MarlaRating, 5 stars2 weeks ago
The outdoor space is absolutely fabulous. The heated pool was enjoyed every day. The property is on the corner of two canals that had pretty clean water. We met several manatees who graced us with their presence often. Fishing was not great during the month so our fishermen were rather disappointed. The interior was very pleasant and cooking was easy. The entire third floor is the master sitting room, bathroom and bedroom. The only drawback for me personally is that the master bathroom is an "open concept " design which left me without a sense of privacy. Isa was extremely helpful and responded quickly with our questions. Thank you Isa!
Superhost
Home in Key West
5 out of 5 average rating, 3 reviews

3 BR 2BA + Private Pool + Waterfront

DavidRating, 5 stars2 weeks ago
Amazing oasis from the cold up north and from the bustle of town when you need a peaceful moment by the pool. The outdoor kitchen is incredible and the boat dockage is great.
Guest favourite
Home in Marathon
4.93 out of 5 average rating, 15 reviews

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

RicheleRating, 5 stars4 days ago
Great home for a family vacation. Enjoyed the pool and all that Marathon has to offer. Plenty of room for everyone to spread out. Great decks and the tiki hut was a perfect place to hang out when you wanted to be outside but not in the sun. Bert was incredibly helpful and responsive.
Superhost
Home in Key West
4.6 out of 5 average rating, 5 reviews

Coastal Comfort; Waterfront Luxury Home with priva

JayRating, 5 stars16 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 favourite
Home in Key Colony Beach
4.89 out of 5 average rating, 9 reviews

Paradise Cove!30ft Dock Pool BBQ

WymanRating, 5 stars3 weeks ago
My family and I had a great time here! It was the perfect house, super clean and just as described! Yuni was always quick to respond and answer any questions. We had no intentions of renting a boat, but just up the road was an easy rental spot and we were able to tie the boat up right outside the door. Everything we needed was within a few minutes and the location was perfect to take a drive down to Key West! We will absolutely plan to return!
Superhost
Home in Summerland Key
5 out of 5 average rating, 10 reviews

Pelico Palm Villa

KellyRating, 5 stars11 months ago
This home was absolutely beautiful!! It was exactly what we had hoped for, We were a family of 4 with my husband and I, with are two sons, ages 17 & 20, plus ones girlfriend age 16. We wanted a nice family vacation without the spring break chaos & this was it! This home was so clean yet cozy, had all the necessities we needed, everyone had their own room and bathroom which was super!!! This home could definitely accomodate so many more if you wanted to do so. We were the only ones there at the time, so we had the pool area to ourselves which we loved sooooo much! We played bags by the pool daily, swam during day & at night. The home had a great deck with a wonderful grill, we made slushy drinks with the ninja blender, anything you wanted this place had! We traveled to Key West a couple times which was nice and close, about a 30 minute drive. All in all this place is top notch! Don't hesitate to book! It's worth it!! LOVED this Home!! & Nate was a spectacular host!!!
Guest favourite
Home in Marathon
4.89 out of 5 average rating, 19 reviews

Golf Coast Oasis

DanaRating, 5 stars2 weeks ago
Very nice place with excellent amenities. The heated pool was awesome! Worked out great for our family. The only minor issue was the noise from the nearby airport was loud at times and there were frequent construction trucks driving by. We live in rural area with no noise, so we were probably more sensitive to it, but we did get used to it and it wasn't a major problem. We would definitely stay here again.
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 109 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

JaynaRating, 5 stars4 days ago
We enjoyed our stay and look forward to returning! Home was in a convenient location to many restaurants and grocery stores. Andy’s response was quick when asking about nearby suggestions for items to rent and suggestions about specific excursions. Beds were comfortable and home was clean. He dropped bagels off one morning and even ordered an additional Alexa and delivered that when it arrived. We were happy with our decision and look forward to visiting again. Thanks Andy!

Private beach house rentals

Guest favourite
Home in Key Largo
4.76 out of 5 average rating, 21 reviews

Brand new beautiful and modern waterfront home

BrittanyRating, 5 stars4 weeks ago
The rental is located in a gated campsite that includes both houses and campers. The campground is quiet and has views of the ocean to watch the sunset. The rental has a lovely ground level with a large tv, grill, dining area, and outdoor furniture. The inside of the rental was extremely clean upon our arrival. Both beds were nice and comfy. The kitchen and bathrooms had all necessary items. We appreciate Claudia sharing her place in Key Largo for us and our pups.
Top Guest favourite
Home in Key Largo
4.94 out of 5 average rating, 78 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

CindiRating, 5 stars1 month ago
Stu’s place was not only beautiful but it had all the amenities we could have asked for. The location was perfect for all the things we wanted to do. It truly was a home away from home. If I could give more than 5 stars I certainly would. Loved it! Stu was extremely easy to communicate with.
Superhost
Home in Marathon
4.79 out of 5 average rating, 33 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars1 week ago
Had an amazing stay at this house with my husband and 4 small kids. The house was spacious and clean, with lots of natural light at soon as the sun came up. The pool was so warm and had a large shallow area that was perfect for our 3 year old. Naomi was a wonderful communicator. It was so sad to have to leave.. Would definitely recommend staying here.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 45 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

TerryRating, 5 stars2 weeks ago
We fell in love with the house as soon as we walked in! It was so clean and decorated beautifully! The house had so many special touches....the robes were especially appreciated on chilly mornings outside & to use with the hot tub. We had a manatee & baby visit on several days which was so exciting! The owners were very responsive and helpful. They send you a link to an app for the house which I downloaded. Our only trouble we had was I didn't read everything in the app and thought that the main air conditioning was only controlled by the owners. (We were hot at night) MY FAULT and I can't believe I didn't ask. So please read everything in their app and you will have a lovely stay! It is a gorgeous place to spend your vacation centrally located in Marathon!
Superhost
Home in Key Colony Beach
4.94 out of 5 average rating, 17 reviews

Pelagic. Canal. Pool Club. Feb Open! Cancellation

KathrineRating, 5 stars2 weeks ago
We really enjoyed our stay at Keys 2 Joy. It's located right in Key Colony Beach with access to anything you need within a quick drive. The house was very clean, decorated nicely, owners communicated clear directions and entrance instructions, and everything we needed was provided. They even had some toys stowed away and my 2 small kids loved it. The layout of the house is different than expected with 2 entrances that come into bedrooms, but it wasn't an issue since we put the kids in the middle room. Kitchen had anything we needed, fridge had an ice maker, there's room for a boat, and even a few poles to fish off the dock. We had our dog with us also and they neighborhood is super walkable and friendly. Would stay here again for sure, thanks!
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 57 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

StephenRating, 5 stars1 month ago
Wonderful home. Everything was very clean and very well stocked.
Superhost
Home in Tavernier
4.84 out of 5 average rating, 19 reviews

Waterfront Home Near Key Largo | Long-Term Stay

ChristopherRating, 5 stars2 months ago
My group and I had an amazing stay! Corey and Armando were amazing hosts; super responsive to any questions and flexible to my requests. They even provided great recommendations for things to do in the area. Home was beautiful and in a great area. I would definitely stay here again!
Superhost
Home in Marathon
4.93 out of 5 average rating, 29 reviews

Serenity Bay Estate-FL Keys Best Kept Secret! Beau

JerrieRating, 5 stars3 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!!!!

Destinations to explore

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