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Holiday rentals with a pool in Florida Keys

Find and book unique homes with a pool on Airbnb

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Popular amenities for Florida Keys rentals with a pool

House rentals with a pool

Superhost
Home in Miami
4.8 out of 5 average rating, 59 reviews

Miami 3/2 with Pool Home

AlexanderRating, 5 stars3 weeks ago
one of the best rentals so far, Janice was excellent by responding my questions and concerns,our group came to attend the 2025 gfny miami race, which was very convenient to ride to the event location only 5miles away, was very easy to leave the house and trained also the days before the event, I'll highly recommend this place, thank you Janice
Superhost
Home in Fort Lauderdale
4.74 out of 5 average rating, 58 reviews

Modern Villa with Pool Hollywood Hard Rock Casino

RAchelRating, 5 stars2 months ago
Great house for a big group - loved the pool
Guest favourite
Home in Hollywood
4.92 out of 5 average rating, 160 reviews

Hard Rock Villa - House With Pool & Selfie Walls

CorneliusRating, 5 stars2 weeks ago
My daughter and I fell in love with the house. More than enough room for my family and I. The pool was a plus kids enjoyed it.. Any questions I had for the host was answered in a timely manner.. Thank You Joseph for sharing your house with my family and I… ❤️
Superhost
Home in Miami
4.86 out of 5 average rating, 152 reviews

Urban Oasis With Pool at West Wynwood/Allapattah

AaronRating, 5 stars2 weeks ago
Perfect for our short stay! Comfortably accommodated our family of 8 and the location was great. Ezequiel was very responsive with any questions we had.
Guest favourite
Home in Miami
5 out of 5 average rating, 23 reviews

Miami Oasis: Charming home with private pool

CooperRating, 5 stars3 months ago
Great place and location. Very clean and comfortable. Great communication from the host and the check in/out was seamless. Walkable to starbucks, food, and grocery stores.
Superhost
Home in Fort Lauderdale
4.83 out of 5 average rating, 160 reviews

Large Waterfront House with Pool 4bd/2ba

JaclynRating, 5 stars3 weeks ago
Everything was amazing Hosts were amazing. They truly accommodated us with our early arrival. This house was absolutely immaculate. When you walk in, you can actually smell how clean the entire house is. I saw reviews that others had issues with the construction going on. We had no issues with noise. If you are outside on the pool having a good time, you don’t even know they are there and the house is pretty much sound proof, so you do not hear them while you are inside. I would definitely want to go back. Thank you both for your amazing house
Superhost
Home in Marco Island
4.54 out of 5 average rating, 13 reviews

Pet-friendly home w/ pool & steps to beach/food

RandyRating, 5 stars6 months ago
The house was great and we really enjoyed the back patio & pool. There were 4 of us (two couples) and we had plenty of space and were very comfortable. The kitchen & living room area was also very nice & well furnished. I would like to thank the owner for opening up there home & allowing us to have a wonderful stay in Marco Island.
Guest favourite
Home in Miami
4.92 out of 5 average rating, 39 reviews

Mango Grove House

EricRating, 5 stars2 weeks ago
We stayed a week in Mango Grove House because of its location relative to all the planned activities. Both Adam and Lindsey were extremely communicative and provided instructions for check-in, trash collection, and checkout before we had to ask. The property is clean and exactly as described in the listing. The pool was a great hangout spot after a morning of activities. Everyone had a great time; I recommend this to anyone looking for a quiet retreat. The property is approximately 1 hour and 30 minutes from Everglades City, 45 minutes from Everglades National Park (Shark Valley entrance), and an hour to Key Largo (fantastic snorkeling trip). Going into Miami was a bit trickier because of traffic, but about 25 minutes if you hit it at the right time.

Condo rentals with a pool

Guest favourite
Condo in Naples
4.93 out of 5 average rating, 161 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

MellanieRating, 5 stars1 week ago
We really enjoyed our stay at this condo. Everyone at the tennis/pickleball courts were friendly, and we got in good practice and games. The pool and hot tub were a great way to end the day. Ken was responsive to any of my questions. Close to grocery stores and shopping. Ken gave great recommendation for visiting the beach.
Top Guest favourite
Condo in Naples
5 out of 5 average rating, 29 reviews

Gorgeous Condo with 2 Bedroom, 2 Bath, Pool

RonRating, 5 stars5 days ago
This place exceeded our expectations. The condo was very clean with many amenities. The pool was heated to a perfect temperature. Having restrooms at pool was nice. Beds were comfortable. Having a wagon and beach chairs were so helpful to have. Even enjoyed the games left by host. Having grocery within walking distance was a bonus. We were there for US Open pickleball tournament only 5 miles away, very convenient. Highly recommend this place.
Guest favourite
Condo in Miami
4.9 out of 5 average rating, 21 reviews

Modern Spacious 2 Bed In Aventura/ FREE Parking

VeronicaRating, 5 stars3 days ago
El Dpto está a 1km de Ventura Mall, en un tercer piso con una linda vista a una marina. Tiene todo lo q se pueda necesitar, incluso sillas de playa y parasol 😍 Sin lugar a dudas será mi opción en una futura oportunidad. Además Dmitry fue súper ágil y efectivo, me ayudó con requerimientos personales de última hora, permitió un checkout más tarde, con lo cual nuestra estadía fue perfecta!
Guest favourite
Condo in Fort Lauderdale
4.81 out of 5 average rating, 74 reviews

Luxury 1/1 Beach Condo *No resort Fee* Pools, Gym

MaiteRating, 5 stars2 weeks ago
Un departamento IMPECABLE ! Todo lo necesario, en perfectísimas condiciones de uso y limpieza. Con decoración moderna, mobiliario, textiles nuevos. La vista es preciosa , con llegada hacia el mar.
Superhost
Condo in Miami
4.69 out of 5 average rating, 36 reviews

Modern 1BR +Free Parking Pool Gym @Miami Design

PumRating, 5 stars6 months ago
The best a vacation Airbnb so far in my life
Superhost
Condo in Pompano Beach
4.84 out of 5 average rating, 288 reviews

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

SladanaRating, 5 stars1 week ago
The place was very nice. The pool was heated and the kids enjoyed swimming. It was great watching the boats go by. We wish we could have stayed a little longer to enjoy the view.
Top Guest favourite
Condo in Sunny Isles Beach
5 out of 5 average rating, 30 reviews

Oceanfront Remodeled Beautiful Condo

UljanaRating, 5 stars1 month ago
We had a wonderful stay at this condo! The space was clean, well-maintained, and had everything we needed for a comfortable stay. The beautiful ocean view from the spacious balcony was a highlight, and the location couldn't have been better - perfect for easy access to everything nearby. The owner was incredibly helpful and made sure we had all the information we needed. Highly recommend this place for anyone looking for a relaxing getaway!
Guest favourite
Condo in Naples
4.89 out of 5 average rating, 36 reviews

Casa Di Napoli: 2/2 Chic Retreat / Private Pool

JazlynRating, 5 stars3 weeks ago
We LOVED this bnb from the moment we arrived! Anthony went above and beyond to make us feel like we were on vacation, but still at home. The house is beautifully decorated which we loved. This air bnb is a main reason we would come back to Naples to visit, and I would recommend it to all of my friends !

Home rentals with a private pool

Home in Marco Island
4.83 out of 5 average rating, 18 reviews

Sandcastle of Marco Island Waterfront Private Pool

CatherineRating, 5 stars2 weeks ago
Our family came to Marco Beach for our school spring break. What stood out about this house with how close it is to everything. We loved being able to walk to restaurants, coffee, shops, and even the grocery store. The inside of the house was perfect for what we needed. We also greatly enjoyed the pool as well as being able to sit on the dock and look out at the water. Denise, the homeowner, was very easy to work with and was great about giving us recommendations of different things that we could see or do while there. I would highly recommend this property to anybody who is coming to Marco Island, and looking for a place where they can kick back unwind and really enjoy themselves. We will absolutely be back.
Villa in Plantation
4.18 out of 5 average rating, 11 reviews

Plantation Acres Mansion

CarlonRating, 5 stars6 months ago
Good Place to stay , location was great close by to everything you need. House was accurate to its description. No issues whatsoever perfect for large family or friends. Peaceful neighborhood.
Top Guest favourite
Home in Fort Lauderdale
5 out of 5 average rating, 19 reviews

Luxury Waterfront Home Minutes from the Beach

JenelleRating, 5 stars6 months ago
We LOVED our stay in Fort Lauderdale. The place was absolutely beautiful and just like advertised. We had to make a last minute reservation and the hosts were more than accommodating and extremely responsive. We traveled with a family of 6 and the home was the perfect size for us as there was more than enough room and we all had our own bathrooms. The outside area was amazing. The kids loved the pool and it was a very nice quiet, well kept neighborhood. Anytime I had a question I was able to text the hosts and they responded to me almost immediately. I even accidentally sent an amazon package to the wrong address and they offered to bring it to UPS for me. I cant say enough great things about this place, it was close enough to everything that you would need but also private enough to be able to relax when needed. We will definitely be back to Fort Lauderdale and would love to rent this wonderful home again.
Home in Dania Beach
4 out of 5 average rating, 3 reviews

Private Villa with Pool, Sauna, Billiard

ScutelnicRating, 5 stars4 months ago
great place
Home in Marco Island
4.71 out of 5 average rating, 14 reviews

Lighthouse 1124

JoshuaRating, 5 stars5 months ago
Great place to stay in Marco Island. Some minor issues but the host and management are very responsive.
Home in Hollywood
3.67 out of 5 average rating, 3 reviews

Casa Maya 3br Home with Pool In Hollywood Hills

JudyRating, 5 stars3 months ago
The home was so great we are definitely staying her again and have already recommended this home to friends and family. The home was so well stocked for a family with kids the unheated pool was a perfect temperature since it’s in a very sunny spot. Trisha our host was so responsive and went above and beyond to accommodate our requests. We made great use of the kosher equipment as well as the shul around the corner. This Airbnb is a 25/10!!!!

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