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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, 38 reviews

Waterfront Escape -VACA-23-408

NatalieRating, 5 stars2 weeks ago
we were a family of 6 staying and had more then enough room. the house was perfect and had everything you needed. we enjoyed fishing off the deck and watching the manatees everyday day swimming by. the backyard was absolutely perfect to hang out and relax. Carmen is a great host and communicates fast. would absolutely stay here again.
Top guest favorite
Home in Marathon
5 out of 5 average rating, 40 reviews

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

AnneRating, 5 stars3 weeks ago
We almost stayed at a hotel, but I saw Christian’s place pop up and it looked like a fun place for the family. It is so awesome! It is exactly as described.and more . He uses every inch of that awesome property for something fun. It’s also a close drive or bike ride to so many things. We took almost all of his suggestions on places to eat and things to do and they were right on. The last night we all chilled outside and projected the Goonies on the outdoor screen and had some good relaxing family time. He is an excellent host and is so helpful. We are all so happy we chose his Airbnb.. Thank you so much, Christian! You are one of a kind and your place is so cool.
Top guest favorite
Home in Islamorada
5 out of 5 average rating, 5 reviews

Anglers Haven- 2 bed 2 bath home in Islamorada

BenRating, 5 stars5 months ago
Spent the week of Christmas. Great location. Perfect for our family.
Guest favorite
Home in Key Colony Beach
4.94 out of 5 average rating, 17 reviews

Paradise Cove!30ft Dock Pool BBQ

BryceRating, 5 stars1 month ago
Had a great week at Yunis place! Her house was extremely clean and had everything we needed and more especially for cooking which was nice. She had probably the most comfortable bed, sheets and pillows I’ve ever used. I loved how it was clutter free and didn’t have any breakable decorations down low around since we had our two toddlers with us. The pool was the perfect size for us and it was great to relax outdoors. We even saw Manatees swim up to the dock. 10/10 would recommend this spot.
Superhost
Home in Key Largo
4.85 out of 5 average rating, 207 reviews

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!

VanessaRating, 5 stars3 weeks ago
beautiful RV on a nice campsite that has everything to offer. swimming pool and nice hammocks overlooking the bay. camper recommended for max. 4 or 5 people. you have bunk beds in 1 room. the air conditioning in the master bedroom worked a little less.
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 141 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

MichaelRating, 5 stars1 month ago
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.
Guest favorite
Home in Key Largo
4.91 out of 5 average rating, 89 reviews

Great key Largo home with water front and pool

ChrisRating, 5 stars2 weeks ago
We enjoyed our stay, the ground level is a fun place set up very well for children or pets, completely fenced to have no worries. Great view of the canal and direct access to run out of Pennekamp to the ocean side. Alejandro was very responsive and made everything easy
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 stars2 months 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.

Beachfront house rentals

Top guest favorite
Home in Marathon
5 out of 5 average rating, 18 reviews

Waterfront with Boat Lift/Kayaks and Hot Tub

JohnRating, 5 stars3 weeks ago
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!!
Guest favorite
Home in Marathon
5 out of 5 average rating, 9 reviews

Sandbox

CretiaRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ Absolute Paradise in the Heart of the Keys! Our stay at this vacation house in Marathon was nothing short of incredible. From the moment we arrived, we felt like we had found our own private slice of paradise. The house was spotless, beautifully decorated, and had all the comforts of home—plus the added bonus of breathtaking ocean views and island vibes. The location couldn’t have been better. Tucked away in a peaceful part of Marathon, we were just minutes from everything—the beach, boat rentals, amazing restaurants, and the iconic Seven Mile Bridge. The property itself was incredibly well-equipped: a fully stocked kitchen, super comfortable beds, high-speed WiFi. What really made this place stand out was the outdoor space. The private dock was perfect for fishing and sunset cocktails, and the pool made it hard to ever want to leave. We even spotted dolphins just off the dock one morning—unreal! The hosts were friendly, responsive, and went out of their way to make sure we
Guest favorite
Home in Marathon
5 out of 5 average rating, 6 reviews

Chiquita Waterfront Canal Home

ShanaeRating, 5 stars3 weeks ago
My family and I really enjoyed this home the pictures do not do it justice it’s beautiful. The owners are very responsive and we were even able to check in a day early ! The canal was awesome , a boat is a must and so much fun. We saw manatees and iguanas. The private pool was fun all together a great experience.
Guest favorite
Home in Marathon
4.86 out of 5 average rating, 7 reviews

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

SaraRating, 5 stars6 months ago
This house was perfect for my family of 5. We where all very comfortable and had plenty of space! The kitchen had everything we needed. The waterfront lot across from the house was peaceful and had a wonderful area for the kids! The backyard was my favorite!
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!
Superhost
Home in Marathon
4.89 out of 5 average rating, 66 reviews

Gorgeous Ocean View Home!

Ashley TaylorRating, 5 stars1 week ago
The pictures of this house, while gorgeous, do not do it justice. Not only was the house immaculate and spacious, it has the most stunning view. It is very close to shops and local beaches, and it's centered in between Key West and Islamorada. Yery, our host, was also very helpful and proactive with the one and only challenge we faced. I really can't say enough about this rental. It was spacious enough and contained all the amenities my family of seven could possibly need, including space for our dog. It has the most amazing view of the turquoise water of the Keys. It quite literally checks every box for a checklist of paradise, and I can't wait to go back!
Guest favorite
Home in Marathon
5 out of 5 average rating, 7 reviews

NEW: Vaca Cut w/60' dock, 4br/4ba, 2 kitchens

PaulaRating, 5 stars2 weeks ago
We had a great stay! The accommodations were perfect for our group of 10 — spacious, clean, and comfortable. The home had everything we needed for a smooth and relaxing visit. The location was also really nice, close to everything we wanted to do. The only thing that would’ve made it even better was a dishwasher, but overall, it was a wonderful experience. Beth was a great hostess and provided us with all the information we needed! Highly recommend!
Guest favorite
Home in Marathon
4.94 out of 5 average rating, 103 reviews

Coco Plum Waterfront Hideaway Home in Marathon

KyleRating, 5 stars1 month ago
Fantastic stay, and a fantastic host! They went out of their way to make sure we had everything we needed for our stay.

Private beach house rentals

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

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

JillRating, 5 stars2 months ago
If I could rate this stay a 20, I would. We came across the listing last June, after wanting to try something different on our annual trip to Marathon. It looked perfect for our family. What I didn’t expect when we arrived on April 16, 2025, was to be blown away. The pictures don’t do it justice. The house is STUNNING. I felt like we were walking in/staying at a brand new house as the very first guests. The colors, the furnishings, the level of coziness brought to this luxury beach house was unmatched. The towels (bath and beach) were plush and soft. Pool speakers. The bar! I mean everything. The kitchen was stocked with what you need - high end gadgets, utensils that actually work, and every pot and pan (organized). Immaculately cleaned. And then the views. Holy guacamole. My dad parked himself on the main floor deck and didn’t move for seven days. Airbnb was right- RARE FIND. Amanda - you are the hostiest host in the world. Your communication was 💯. And we pray to make it back to yo
Guest favorite
Home in Marathon
4.96 out of 5 average rating, 25 reviews

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

CarolRating, 5 stars1 week ago
Sandra’s conch cottage was comfortable and beautiful and very clean. Provided all the necessary items for the week. The location of the house in Marathon is perfect to all amenities. I would definitely come again.
Top guest favorite
Home in Marathon
4.98 out of 5 average rating, 60 reviews

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

NickRating, 5 stars1 month ago
The place was perfect for our needs. Pool, tiki hut, and canal were great. The beds were comfy as well. Daileny was quick to respond and accommodating.
Guest favorite
Home in Key Largo
4.94 out of 5 average rating, 32 reviews

Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More

RebeccaRating, 5 stars1 month ago
We had a fun stay in Key Largo at Gabriel/Stu's place. Plenty of space for 5 adults, and the screened in areas were a nice bonus! There was a slight snafu with the AC, but Stu was very responsive and had it taken care of quickly. We did see a couple manatees cruise through the canal one evening. Overall, everything was clean and enjoyable. Also important to note is, although some of the neighbors had get togethers with loud music, we couldnt hear any of it inside the house. I really can't speak enough to Stu's hospitality and responsiveness!
Top guest favorite
Home in Marathon
5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars6 months ago
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.
Guest favorite
Home in Key Largo
5 out of 5 average rating, 15 reviews

NEW! Oceanside Casa Largo Modern Tropical Getaway

AnnabelaRating, 5 stars1 month ago
amazing stay at Martha's place. it's prestine. she's super responsive and very kind. I'd stay at any of her places because she's on top of it.
Superhost
Home in Key Colony Beach
4.88 out of 5 average rating, 16 reviews

Key Colony Beach-POOL & DOCK

MarkRating, 5 stars4 days ago
we really enjoyed the place. pool was awesome and used everyday. loved the dock, it was great for our rented boat. great location to the bridges and sand bars. it was close to the restaurants and gas. would rent again.
Guest favorite
Home in Marathon
4.88 out of 5 average rating, 25 reviews

Golf Coast Oasis

AmandaRating, 5 stars2 months 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!

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