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Beach house vacation rentals in Islamorada

Find and book unique beach houses on Airbnb

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Popular amenities for Islamorada beach house rentals

Beach house rentals with a pool

Guest favorite
Home in Marathon
5 out of 5 average rating, 15 reviews

Waterfront 2-bedroom Home w/Pool and Spa

ChrisRating, 5 stars6 months ago
Great place! Exactly like the pictures. AMAZING heated pool! Very clean. Ruth was an excellent host! She had fresh flowers, toiletries and even snacks and breakfast items to get us started! Most Airbnb’s you have to provide your own TP, paper towels, trash bags and soap but not here! Ruth had the place very well stocked. We will definitely be returning! Thanks for a memorable Thanksgiving week Ruth!!
Top guest favorite
Home in Marathon
4.99 out of 5 average rating, 138 reviews

Cancellation Deal: 08/02 thru 08/09

ShelleyRating, 5 stars1 week ago
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!
Top guest favorite
Home in Marathon
5 out of 5 average rating, 16 reviews

Waterfront home w/pool, dock & close to beach

ElaineRating, 5 stars1 month ago
Our family (of six adults) had the most wonderful two weeks in Ruth’s beautiful home, and we loved every single minute of it, apart from our departure as we all wanted to stay! The house is absolutely beautiful, spotlessly clean and very well equipped. The refrigerator/kitchen was thoughtfully stocked with a very generous supply of breakfast items and other snacks, and there were fresh flowers in place. We were lucky enough to have manatees visiting us a few times, which was an incredible experience. The location is amazing, and after travelling the length and breadth of the Keys, it is definitely the best place to be. Ruth was the best ever host - very hospitable & responsive, and we cannot thank you enough! We really can’t wait to come back! Thank you so much!
Superhost
Home in Key Colony Beach
4.82 out of 5 average rating, 158 reviews

Waterview from three sides, Cabana Club, 30' Docks

NoraRating, 5 stars4 weeks ago
A Perfect Getaway! Our stay at this fabulous Airbnb was nothing short of amazing! The house was beautiful, clean, and offered breathtaking panoramic views of the open water. Waking up to the sunrise over the water was absolutely unforgettable. Brad, our host, was fantastic—super responsible, quick to respond, and incredibly easy to communicate with. He made the entire experience smooth and enjoyable from start to finish. The location was ideal for anyone who loves peace, nature, and especially fishing. We had plenty of opportunities to fish right from the property, which was a huge bonus. Highly recommend this place to anyone looking for a relaxing waterfront escape. We can't wait to come back!.

Beachfront house rentals

Top guest favorite
Home in Marathon
4.89 out of 5 average rating, 37 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

LydiaRating, 5 stars10 months ago
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!
Top guest favorite
Home in Key Colony Beach
4.98 out of 5 average rating, 124 reviews

Paradise found!Key Colony Beach,Cabana Club.

ColinRating, 5 stars2 weeks ago
We had a great week at Kari's place. We were blown away by the view from the terrace. The apartment was well appointed and had everything we needed. The use of the nearby Cabana club was a real bonus. Colony Key is about an hour from Key West, so it was well located for all sorts of activities. Would love to return one day. Thanks Kari. Colin & Lynne Moore. Buckinghamshire, UK
Top guest favorite
Home in Marathon
4.97 out of 5 average rating, 39 reviews

Grouper Getaway @ Ocean Isles Fishing Village

JessicaRating, 5 stars1 week ago
One of the best airbnbs we have stayed in. They had everything including paddle board, kayak, bikes, bogg bag, yeti cooler, fishing gear, bait cooler full of bait, fishing poles, life jackets, and even sunscreen. Also anything you could imagine for a kid (pack and play, stroller, toys). Will definitely be returning.
Guest favorite
Home in Marathon
4.89 out of 5 average rating, 66 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

RobinRating, 5 stars3 weeks ago
This home is even more than the pictures show! It is an extraordinary home for people who love the sun, shade, beach, and the beautiful home just makes it a luxurious vacation. I could not find one aspect I didn’t love.❤️
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 179 reviews

Beachfront Villa - Florida Keys

MorganRating, 5 stars1 month 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!
Guest favorite
Home in Key Largo
4.91 out of 5 average rating, 102 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

JuanRating, 5 stars2 weeks ago
Excellent place fun for the kids, the pool was amazing,the house has everything you need, the gulf cart was a plus. Highly recommended!
Top guest favorite
Home in Marathon
5 out of 5 average rating, 77 reviews

New Private 4/3 Single Family - Kayaks & Bicycles+

BeckyRating, 5 stars5 days ago
We had a wonderful week at Blue Treasure. I highly recommend this rental, especially for families. All the listed amenities were in excellent shape and available for our use. We enjoyed bike riding, kayaking, fishing, grilling, and the outdoor games. The yard and pool were pristine and a welcome place to relax after a day exploring Marathon and the surrounding area.
Superhost
Home in Marathon
4.8 out of 5 average rating, 5 reviews

SeaEsta! Bring your boat & 1 block to the beach!

CarolRating, 5 stars1 week ago
John’s place was exactly what we were looking for. The interior was so spacious and beautiful. Very clean and nice decor. Well equipped kitchen for cooking. We brought our boat and the location was perfect for fishing. We enjoyed morning coffee on the deck and the short walk to Sombero Beach. Very sad to leave but will be back.

Private beach house rentals

Top guest favorite
Home in Marathon
4.99 out of 5 average rating, 138 reviews

Cancellation Deal: 08/02 thru 08/09

ShelleyRating, 5 stars1 week ago
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!
Home in Marathon
4.91 out of 5 average rating, 23 reviews

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes

SamanthaRating, 5 stars1 week ago
We Loved Staying at This House, location was great and loved all of the amenities like the boat dock that we used the whole time we were there with our personal boat we brought with us. The washer and dryer was nice to be able to do laundry for our family of 7, which includes our 3 month old daughter, 4 boys, myself and my husband… Loved that there were two grocery stores nearby also gas stations and food options, only about an hour drive to key west from the house… all in all, we would possibly stay again in the future… thanks so much for having your house available for our family to use for our Key West Vacation this year…
Superhost
Home in Key Colony Beach
4.82 out of 5 average rating, 158 reviews

Waterview from three sides, Cabana Club, 30' Docks

NoraRating, 5 stars4 weeks ago
A Perfect Getaway! Our stay at this fabulous Airbnb was nothing short of amazing! The house was beautiful, clean, and offered breathtaking panoramic views of the open water. Waking up to the sunrise over the water was absolutely unforgettable. Brad, our host, was fantastic—super responsible, quick to respond, and incredibly easy to communicate with. He made the entire experience smooth and enjoyable from start to finish. The location was ideal for anyone who loves peace, nature, and especially fishing. We had plenty of opportunities to fish right from the property, which was a huge bonus. Highly recommend this place to anyone looking for a relaxing waterfront escape. We can't wait to come back!.
Guest favorite
Home in Marathon
5 out of 5 average rating, 15 reviews

Waterfront 2-bedroom Home w/Pool and Spa

ChrisRating, 5 stars6 months ago
Great place! Exactly like the pictures. AMAZING heated pool! Very clean. Ruth was an excellent host! She had fresh flowers, toiletries and even snacks and breakfast items to get us started! Most Airbnb’s you have to provide your own TP, paper towels, trash bags and soap but not here! Ruth had the place very well stocked. We will definitely be returning! Thanks for a memorable Thanksgiving week Ruth!!
Top guest favorite
Home in Marathon
5 out of 5 average rating, 16 reviews

Waterfront home w/pool, dock & close to beach

ElaineRating, 5 stars1 month ago
Our family (of six adults) had the most wonderful two weeks in Ruth’s beautiful home, and we loved every single minute of it, apart from our departure as we all wanted to stay! The house is absolutely beautiful, spotlessly clean and very well equipped. The refrigerator/kitchen was thoughtfully stocked with a very generous supply of breakfast items and other snacks, and there were fresh flowers in place. We were lucky enough to have manatees visiting us a few times, which was an incredible experience. The location is amazing, and after travelling the length and breadth of the Keys, it is definitely the best place to be. Ruth was the best ever host - very hospitable & responsive, and we cannot thank you enough! We really can’t wait to come back! Thank you so much!

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