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House holiday rentals in Florida Keys

Find and book unique houses on Airbnb

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Popular amenities for Florida Keys house rentals

House rentals with a pool

Guest favourite
Home in Islamorada
5 out of 5 average rating, 18 reviews

Pristine pool front home w/ocean views Anglers 148

LindsayRating, 5 stars5 months ago
We recently had the pleasure of staying at this amazing beachfront house, and I can confidently say it exceeded all of my expectations! The location is simply perfect—just steps away from the water ideal for morning walks or sunrise views. The property itself is comfortable, with stylish and easy interiors that make it feel like a home away from home. The highlight was the pool—perfectly maintained and surrounded by lush greenery, offering a peaceful oasis to relax in when you want a break from the ocean. Whether you’re lounging by the pool with a book or enjoying a refreshing swim, it’s a great place to unwind. The host was also incredibly welcoming and provided thoughtful touches, from local recommendations to ensuring we had everything we needed for a great stay. I highly recommend this property for anyone looking to enjoy a relaxing beach getaway with the added luxury of a pool. Can’t wait to return!
Top Guest favourite
Home in Marathon
4.99 out of 5 average rating, 136 reviews

Cancellation Deal: 07/26 thru 08/09

KevinRating, 5 stars6 days ago
The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie
Guest favourite
Home in Cudjoe Key
4.97 out of 5 average rating, 159 reviews

Cudjoe Key Home with a View

RobRating, 5 stars2 weeks ago
Everything was great. We enjoyed the pool, pickleball, and the water. The house was perfect for the area. Definitely recommend!
Top Guest favourite
Home in Marco Island
4.98 out of 5 average rating, 49 reviews

Gorgeous Marco Island Pool Home near Mackle Park!

NicholasRating, 5 stars5 days ago
This was the perfect house for a family with small kids. We bikes to the park and walked the trail. Everything was 5 minutes away. Gist was perfect, provided everything we needed and answered all questions. Wonderful first time in Marco island, would rent this place again for sure!
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 26 reviews

Million Dollar View

JohnRating, 5 stars1 month ago
This home was everything we expected and more. Stunning location with absolute privacy. The extra long dock was amazing, the pool was fantastic, and the grounds were meticulous. It’s literally your own private resort. Roman, the host, was very quick with communication. He and his wife actually met us when we checked in to see if we had any questions and provided us with an arrival gift. If you have looked at the listing and are thinking of renting it, do it. You will not be disappointed at all. Excellent value all around.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars2 weeks ago
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.
Guest favourite
Home in Pompano Beach
4.97 out of 5 average rating, 118 reviews

•Floasis• Your private FL oasis 5 min to beach!

ShaylaRating, 5 stars2 weeks ago
Hands down the best AirBnB we have ever stayed at. Pictures don't do this home justice, everything was immaculate and beds were extremely comfortable. Very quick drive or bike ride to the beach. Kitchen had everything u needed, it was updated and essential seasonings and such were provided. Christina is the best host, so helpful and responded immediately with any questions. She provides the most informative guest book with details about the house, pool, and hot tub for instructions. Along with restaurants for different budgets and activites for your vacation. I look forward to coming back, and would stay at any of her homes listed on AirBnB. I honestly wouldn't stay anywhere else, better than a five star hotel!
Top Guest favourite
Home in Key Colony Beach
4.98 out of 5 average rating, 105 reviews

Waterfront House with 37 ft Dock & Cabana Club

MarciaRating, 5 stars1 month ago
This was a great place for our family. We had plenty of space to relax. The home is well stocked with linens, kitchen items and paper goods. We only had to buy groceries. The tvs had streaming services and there are two types of coffee makers!

Weekly house rentals

Top Guest favourite
Home in Marathon
5 out of 5 average rating, 38 reviews

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

JillRating, 5 stars1 month 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 favourite
Home in Marathon
4.96 out of 5 average rating, 23 reviews

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

HaleeRating, 5 stars6 days ago
Thank you so much for such an amazing stay! We loved the gorgeous property and all the lovely decor inside! Property was extremely clean and Sandy was so kind and helpful! We spent almost every evening in the hot tub! The home had everything we neded for an awesome week and was in a great central location, close to everything we wanted to do! We loved TJs Tiki Bar for dinner and a beautiful sunset! Thank you again Sandy! :)
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 17 reviews

Waterfront with Boat Lift/Kayaks and Hot Tub

JohnRating, 5 stars1 week 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!!
Superhost
Home in Marathon
5 out of 5 average rating, 3 reviews

KCB Tropical Escape

JosephRating, 5 stars2 months ago
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.
Top Guest favourite
Home in Key Largo
5 out of 5 average rating, 6 reviews

Bikini Bottom-Luxury Water Front

MeganRating, 5 stars5 days ago
This place was great! Near many great restaurants, dock slip, quiet peaceful area, and located in the heart of key largo. The host was amazing and answered all questions asap.
Guest favourite
Home in Marathon
4.94 out of 5 average rating, 90 reviews

Conch Cottage at Hawks Cay - Chic Tropical Retreat

VicenteRating, 5 stars4 weeks ago
Loved it! I hope to go again some day in the near future.
Superhost
Home in Key Largo
4.83 out of 5 average rating, 66 reviews

House in Key Largo.

EdenRating, 5 stars2 days ago
Absolutely loved staying here! The house was cozy, clean, and beautifully decorated. Everything I needed was provided, and it felt like a true home away from home. Peaceful, comfortable, and full of charm
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 34 reviews

Viamarhe House-Private beach, Kayak, yard games

AmandaRating, 5 stars1 week ago
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.

Private house rentals

Superhost
Home in Little Torch Key
4.8 out of 5 average rating, 15 reviews

Indulge yourself. It's heavenly in Little Torch

CharlesRating, 5 stars3 months ago
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.
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 50 reviews

The Toasted Coconut-Pool-Bikes-Grill-Chic!

LindsayRating, 5 stars2 weeks ago
We loved The Toasted Coconut! Everything about our stay was amazing but what made it above and beyond any place I've ever stayed, were the added accommodations. Since we flew from out of state, we were very limited on the things we could bring. Katie had a high chair and pack and play ready for my little one upon arrival! This was extremely helpful and definitely took some stress off our shoulders! Not to mention, made life easier for our 1 year old! Thank you Katie and Cody for welcoming your home to us!
Top Guest favourite
Home in Marathon
4.97 out of 5 average rating, 38 reviews

Grouper Getaway @ Ocean Isles Fishing Village

GaryRating, 5 stars1 month ago
Great property, exactly like the photos and descriptions. Ben was extremely proactive and responsive. I would highly recommend this property.
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 68 reviews

Sombrero beach oasis, great location, many amenities

KendallRating, 5 stars3 weeks ago
Incredible for a family vacation. 🏝️The property feels very private, clean, well decorated, and many amenities. We tried out the paddle boards and spent a lot of time in the pool. When going to the beach, Aileen already had chairs and towels to bring! This property really is a gem. Thank you Aileen!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 14 reviews

P36 - Charming and immaculate 2 Bedroom, 2 bathroo

BradleyRating, 5 stars2 weeks ago
Great place! Very spacious, nice dock and out door and area to enjoy with the pool! It was nice having a large deep freezer for ice and fish!
Guest favourite
Home in Marathon
5 out of 5 average rating, 6 reviews

Chiquita Waterfront Home

ShanaeRating, 5 stars1 week 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 favourite
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.
Guest favourite
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!!

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