
Beach house holiday rentals in Florida Keys
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Top-rated beach house rentals in Florida Keys
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Popular amenities for Florida Keys beach house rentals
Beachfront house rentals

Sandbox
⭐️⭐️⭐️⭐️⭐️ 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

KCB Tropical Escape
This was better than I expected. A very spacious 2 bedroom with large kitchen, family room. The screened in porch was huge, and a great place to have meals and watch TV and the sunrise. The fully equipped kitchen was awesome for those like us that love to cook. It was a great home away from home. This place was so comfortable and was the best we ever rented.

Grouper Getaway @ Ocean Isles Fishing Village
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.

106 Newly Renovated House with Oceanview and Pool
As always, Michael’s place was spotless, perfectly stocked and just as pictured. We come back here annually to fish at Sugarloaf Marina and are always satisfied. Michaels house is in the perfect location, with the best sunsets, an amazing dock and pool, and the house is always stocked and we're able to relax for another day of tarpon fishing.

Ocean Escape 97
Omg what can’t I say about the house. Beautiful! Very friendly neighborhood. Extremely clean and beautifully maintained. The host were available and responded so quickly. We loved it and will be back! Thank you so much for sharing paradise with us!

Beachfront Villa - Florida Keys
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!

Rise And Shine On The Water
Wir waren zu fünft im Haus und haben uns sofort wohl gefühlt. Es war alles super sauber. Die Lage direkt am Wasser war wie erwartet überwältigend. Es war alles vorhanden, was gebraucht wird. Die Küche und Terrasse waren sehr groß und die Matratzen waren sehr bequem. Nach Key West fährt man ca. 30 Minuten. Check-in und Check-out sowie Kontaktaufnahme waren völlig unproblematisch. Wir kommen wieder!

P31 - 11785 5th Ave. Ocean
I knew that I was limited on what I could do during the week stay bc of a knee injury and it was just fine bc I was quite happy just being at the house for most of my stay. Just loved it and didn’t want to leave. Even though this is an active boating location and boating route l, I still felt quite peaceful staying there. The pool was great and the hot tub was quite beneficial for my knee. Just be careful climbing into the pool. The ladder going up is quite steep. I would’ve preferred some true stairs. But that’s coming from someone with a hurt knee too so take it with a grain of salt. And if you don’t feel like going out to eat, seriously order the steamed shrimp by the pound at FishTails on the corner. It is within walking distance. Will definitely be back for another stay in the future.
Beach house rentals with a pool

Waterfront Escape -VACA-23-408
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.

Gorgeous Marco Island Pool Home near Mackle Park!
This was such a beautiful home. It was perfect for our family weekend getaway. We have small babies and the house was perfect for a family with small babies. We spent most of our time in the pool and loved the fact that there was a tv by the pool super relaxing and peaceful. Timberly was an amazing host so sweet and hospitable.

Top-rated luxury pool home in prime location
My family had a wonderful stay here. We had a minor issue with the keypad when we first arrived but after contacting Kate she immediately called us right back so we were able to get in. The pool and the game table were a big hit with my daughters. The neighborhood was nice and peaceful to take walks and not too far from restaurants and the beach.

Waterfront 2-bedroom Home w/Pool and Spa
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!!

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
We had a great time at Janet and Jerry’s home at Venture Out in Cudjoe Key! We made the short drive down to Key West after some morning pickleball. Our only unexpected (not welcome) surprise was the rotten egg smell all the way down the Keys. The smell is apparently from the over abundant seaweed blooming due to very warm water temps. Unfortunately this is a norm between May and October now? Key West did not have the smell due to wind direction, so overall we really enjoyed our stay!

Keezy Dream House+Beach, Pool & Kayaks at Anglers
A Perfect Keys Getaway! We absolutely loved our stay at Anglers Way in Islamorada! The property was spotless, charming, and perfectly located—just steps from the water. The unit had everything we needed for a relaxing stay, from a well-equipped kitchen to cozy, comfortable beds. The outdoor area was a true highlight: peaceful, beautifully maintained. Largo was incredibly friendly and responsive, making everything from check-in to check-out smooth and easy. We can’t wait to come back—highly recommend for anyone looking for a quiet slice of paradise in the Keys!

Azul Paradise - Waterfront - Heated Pool - Dock
We really enjoyed our stay here. We loved the pool area and outdoor kitchen and thought the outdoor freezer was just an extra special touch. The house was clean and had plenty of pillows and blankets. The appliances were all new including the washer and dryer and Michael and team were incredibly responsive and kind of we will book here again in the future. The canal is narrow but we did see plenty of fish swim by, especially at night with the neighbors snook light. The kitchen was stocked with everything we needed and there was plenty of plates and glasses for us through the week too. We liked that there were beach towels for us to use as well.

Islamorada Reef Canal & Pool home off Tav Creek-
Isa was an amazing host! The house is beautiful and pristine! We loved the pool and how close the house is to everything. Our only regret is we couldn’t stay longer!!!! Thank you so much!
Private beach house rentals

Indulge yourself. It's heavenly in Little Torch
Clean and neat home on a quiet canal. Neighbors were even friendly! Good amount of parking. Home is clean and well laid out. Airy living room just off the open kitchen. Large master bedroom and bathroom. We felt very comfortable there.

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

Discount Available! 100' Dock, Lots of Amenities!
We came down for a weeks vacation brought two boats, plenty of space on the docks. Communication with Meredith was great. Great location.

Private Ocean Oasis by Key West, Florida
What a great stay! The house was super cute and comfortable, AC kept us nice and cool, everything we needed to stay in and cook up our catch of the day was there. Dockage was great, nice fish cleaning station. Easy wide canal for getting in and out. Appreciated the bait freezer too! the screened in porch was lovely for early am and pm sitting, we will be back!

Serenity Bay Estate-FL Keys Best Kept Secret! Beau
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!!!!

Waterfront FL Keys Cottage @ Venture Out
Great space in a quiet and safe neighborhood. The place has everything you need and very useful and thoughtful touches and tips to enhance your trip.

Salty Air Retreat
The rental was just as described and very clean. Our favorite part of this gated community was the pool. It was located right next to the ocean and you had a nice ocean breeze while lounging by the pool. The views were breath taking.

Gorgeous Ocean View Home!
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!
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Trump National Doral Miami
- Crandon Beach
- Phillip and Patricia Frost Museum of Science
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- Coral Castle
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- Venetian Pool
- Theater of the Sea
- Everglades Alligator Farm
- Matheson Hammock Park
- Miami Seaquarium
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- EAA Air Museum
- Virginia Beach
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