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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

Beachfront house rentals

Superhost
Home in Marathon
4.81 out of 5 average rating, 31 reviews

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home

JaniceRating, 5 stars1 month ago
We enjoyed the house right on the water. Our deck had a lovely view. The home was comfortable for two couples and two singles to share with everyone having their own space and nice common spaces to gather together. The owners were responsive to our questions. The home is centrally located in The Keys with lots of things to do close by and an easy drive to Key West.
Top guest favorite
Home in Cudjoe Key
5 out of 5 average rating, 23 reviews

Tiki Time in Cudjoe Key 136

CourtneyRating, 5 stars2 weeks 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.
Superhost
Home in Key Colony Beach
5 out of 5 average rating, 3 reviews

The Sandcastle - 2bed/1bath half duplex with docka

RachelRating, 5 stars11 months ago
Key Colony Beach is a quaint little village in and of itself. This duplex was exactly as the pictures show. Beds, pillows and sofa very comfortable. The kitchen was the most well stocked of all we’ve stayed in; all cooking, baking, and dining that you have at home and then some. Towels and linens were plentiful and clean. The neighbors were also kind and courteous. Having the boat dock was a big plus as we brought our boat with us. We put-in and pulled-out at the public landing across the street from the entrance, for a $25 fee each occurrence . Short, beautiful ride to our dock. Docking was easy and included an outside cleaning station and shower. Nice outdoor seating and Palms. The retractable awning above the sliding glass door was also perfect for blocking some of the afternoon sun. The location is convenient to dining, grocery and convenience stores. We loved everything about our vacay, other than having to leave. We’ll definitely be back.
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 32 reviews

Viamarhe House-Private beach, Kayak, yard games

LisaRating, 5 stars1 week ago
We had a great stay. Enjoyed family time. The only feedback is that we didn’t realize there would be so much natural debris by the water which isn’t anyone’s fault. We just didn’t know so we were not prepared with water shoes.
Superhost
Home in Key Largo
4.83 out of 5 average rating, 12 reviews

The Ultimate Bay View Home

NicoleRating, 5 stars5 months ago
I recently stayed at Adriana’s beautiful waterfront Airbnb in Key Largo while in town for a wedding, and it was everything I could’ve hoped for. The views are absolutely breathtaking – you’re right on the water, so you get to wake up and unwind with the most serene backdrop. The house itself was pristine, showing how much care and attention Adriana puts into every detail. Adriana was an amazing host, incredibly responsive and genuinely helpful from the start of our stay to the finish. She made sure everything was in perfect order and was always just a message away if we needed anything. A huge plus was being able to bring my two dogs along, which made the experience even more memorable. They loved exploring the area as much as I did! Overall, it was a fantastic experience, and I would absolutely stay here again. If you’re looking for a relaxing waterfront getaway in Key Largo, Adriana’s place is a gem!
Superhost
Home in Marathon
4.92 out of 5 average rating, 63 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.
Guest favorite
Home in Key Colony Beach
4.87 out of 5 average rating, 15 reviews

Fun in the Sun!

BrentRating, 5 stars1 month ago
Great attached townhome/duplex with privacy fence between the other side. Great private pool just on the canal! The bottom story was perfect for extended family to have privacy but still be close! We even saw a manatee in the canal.

Beach house rentals with a pool

Top guest favorite
Home in Marathon
5 out of 5 average rating, 38 reviews

100' Dockage, Pool, Kayaks, Paddle Board, Bikes!

AmyRating, 5 stars4 months ago
We have enjoyed our time! The pool was excellent and the back yard very private, which was wonderful! Close walk to the beach and near walking paths. Had to drive to restaurants, but plenty of options w/in 10 min. Living space great, beds comfy. Floaties and kayaks in the garage, we used both. Caught some fish off the back canal, we even ate some! Would stay here again!
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
4.81 out of 5 average rating, 36 reviews

Luxury Waterfront Retreat with Dockage & Pool

KathrynRating, 5 stars2 days ago
We had a wonderful family vacation at Naomi’s place. The place was perfect for our family of 4. There was so much to do to keep our active family busy. The house was well stocked with everything you may need for meals. Host was very responsive and helpful throughout our stay. We rented a boat and the dock was perfect for storing. We are looking forward to staying here again on our next visit to the keys!
Guest favorite
Home in Key Colony Beach
4.92 out of 5 average rating, 13 reviews

Paradise Cove!30ft Dock Pool BBQ

RebeccaRating, 5 stars2 days ago
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 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 Marathon
4.88 out of 5 average rating, 24 reviews

Golf Coast Oasis

AmandaRating, 5 stars5 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!
Guest favorite
Home in Marathon
4.96 out of 5 average rating, 112 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

JessicaRating, 5 stars1 week ago
Our family of 9 loved the house! The pool, corn hole, and roof deck were all huge hits with the kids. The house is perfectly situated on Marathon, close to all the restaurants. Quick drive to Bahia Honda. We will definitely will be back for another visit to Andy’s place.

Private beach house rentals

Guest favorite
Home in Marathon
4.92 out of 5 average rating, 49 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

MaxsenaRating, 5 stars1 day ago
Super nice place to stay. Very comfortable.
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!
Guest favorite
Home in Marathon
4.96 out of 5 average rating, 69 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

ChrisRating, 5 stars1 month ago
We had a great stay here, beds were comfortable and bathrooms were clean. Kids loved fishing off the dock - although the boat ramp was unavailable, we were able to use the ramp at the marina down the block ($30 each drop). Hosts were easy to communicate with and very helpful when we had a question. Wed definitely stay here again next time in Marathon.
Top guest favorite
Home in Key Largo
4.89 out of 5 average rating, 123 reviews

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock

NathanRating, 5 stars1 week ago
We had a great time visiting the FL keys and staying on Mangrove lane. It was awesome hanging on the dock, using the pool, fishing, and catching the sunsets each night. We also really enjoyed having the screened in porch upstairs and spent our breakfasts and night cap cocktails out there. Great spot on a private street! Looking forward to coming back in the future.
Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 14 reviews

Bohemian Beach Bungalow

SamanthaRating, 5 stars5 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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