
Holiday rentals with a pool in Villas
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Villas
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Villas rentals with a pool
House rentals with a pool

Cape Eternal Paradise
Loved our stay at Joeldys place, beautiful view of the canal in the back and plenty of wildlife, couldn’t have asked for more :)

New Listing Discount 3/2 w/pool
House was spotless and smelled great! I stayed with my kids and we all really enjoyed the pool. We made some ribeyes on the grill and the kitchen had all the cooking utensils we needed. Maria was a great host! Looking for a clean, safe pool home, this is it!

Brandnew Villa - pool & spa at canal south facing
absolutely stunning villa. pictures don't do it justice. lovely peaceful location. the pool is just amazing and the beautiful kitchen was just a pleasure to cook in. Marco was always responsive in anything we needed. we will most definitely be coming back. Thank you for a wonderful 2 weeks

New Gorgeous Smart Home with Heated Pool on the Ca
Beautiful property! Lots of space and plenty to do. Dev is a great host! We will be sending guests his way in the future!

Cape Coral Paradise, Waterfront, Patio, Pool, Spa
The house was beautiful and had a great layout! Everything you may need was available. I am a bit of a neat freak and had no worries walking into this house. It was very clean and well maintained. The pool and hot tub were enjoyed by all!! Terry was very helpful with all instructions and recommendations. You definitely don’t want to miss this diamond in the rough!!

Sky Villa
Very responsive host. Beautiful place. Great outdoor area.

Why rent a hotel when you can have a pool home?
David’s place was a little out of the way to get to everything. But it worked for us as his place gave us everything we needed for our stay. The house next door was a little sketch but we had no issues with any of the neighbors! It’s a very nice home. Comfortable beds and a good shower. Very dog friendly! He even has a board for the dog to climb out of the pool. Nice fenced in back yard with a doggie door that my dog enjoyed using! ❤️

Waterfront Retreat with Private Pool & Boat Slip
Very beautiful home. Great location. Host is very responsive and provided some great recommendations for my family to visit in the area.
Apartment rentals with a pool

Sunny Florida condo!
Conveniently located to where we were attending events.

Cute Coastal Escape. Close to FMB and Sanibel
Lisa's place was exactly as described—clean and convenient. It was 5 minutes to Ft. Myers and 15 minutes to Sanibel. Unfortunately, I didn't have time to enjoy the pool, but it couldn't have been in a better spot (directly in front of the condo), and Lisa had plenty of pool and beach toys available. Great stay! If I make it down there again, I would definitely stay at Lisa's place.

Rare walkout condo on Sanibel beach-Fully Restored
absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes
We had an incredible week at this beautiful Ft. Myers Beach condo! From the moment we booked, Caihlin was warm, responsive, and extremely thoughtful—providing clear check-in instructions, local tips, and even a care package that made us feel right at home. The location was unbeatable. Mornings spent sipping coffee on the deck while watching dolphins glide by felt like a dream. The beach, just steps away, was private and peaceful—a perfect escape from the crowds. We tried several of the recommended restaurants and weren’t disappointed once. It’s clear Caihlin truly knows and loves this area. We left feeling refreshed, grateful, and already plotting our return. Highly recommend this stay to anyone looking for a little slice of paradise!

Hot summer deal! 5*
Cathy's condo, her great responsiveness, and the area exceeded our expectations. We were extremely pleased with everything. We will re-visit the area for sure. Thank you Cathy!

Burnt Store Marina- 2BR w/ pool, marina, gulf view
It was a great stay !! The Airbnb is so cute and pool area is perfect!! Host was very friendly and welcoming:))

Casa Bonita - Relax @ The Beach (Newly Remodeled)
My husband and myself really enjoy our time there please with spotless easy to get to across the street from the beach restaurants close by people were friendly and I really enjoyed my time. Thank you, Rose.

800' from the beach - Frank & Kim's
What a beautiful location! Loved having the pool in the roof when we didn’t want to walk the 8 minutes to the beach. Frank and Kimberly were amazing hosts, and made sure the space was incredibly clean for us. Highly recommend for any amount of time, whether it be a few nights or a few weeks. If you’re looking for a place in Naples, this is the spot.
Quick stats about holiday rentals with a pool in Villas
Total rentals
90 properties
Nightly prices starting at
₹2,580 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Naples Beach
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