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

Private Palm Oasis - Close to Beach
Fabulous property in quiet corner of the Bonita Springs neighborhood. Beautifully remodeled home with all the conveniences and attention to details providing lots of extras for your stay. Screen covered pool with jacuzzi and relaxing outdoor living space. We loved the reclining family room sofa! Easy bike or drive to beaches, shops and restaurants. One of the nicest properties we have rented. Does not disappoint.

Large Safe & Private Heated Pool Home just for you
Liked that the home was very roomy, vaulted ceilings, a spacey living area, a 6 chair dining table & a high chair for a baby. Manny was very communitive, making sure we got in Ok, Manny provides a detailed house guide with instructions. Little touches like the snack tray that was left for us, adding a couple of bottles of waters, makes you feel special. The heated pool with beach towels & lania furniture were great, so relaxing. Plenty of kitchen appliances. Downside I 75 is literally off the back yard. You can't see it, but you definitely hear the noise from all the traffic. Master bathroom only, weak water pressure. Internet connection on TV was spotty. Opportunitys didn't like the looks of frying pans or pots, didn't use. We did use the baking sheet & I had to wash them. one cutting board it was plastic & worn. We did have to clean the outdoor grill before use, Manny did communicate with us on getting the grill started. Overall we would stay with Manny again, lovely home. TY!!

Backyard Dream-Oasis! - Heated Pool
We had a wonderful time. Thank you!

Duquesne of southwest Florida.
Absolutely loved our stay here. The home is spacious with an great outdoor set-up. The hosts are responsive to messages. The location is close to area of shopping and great local restaurants/bars. We were in town for a wedding and were so glad we chose this option versus a hotel.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
We had such a wonderful experience at Lana’s beautiful home. The inside and outside was beautiful and clean. My family will definitely stay there again!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
We had a great time! The home was beautiful and had everything we needed. We loved that it was close to multiple beaches so we could explore - Sanibel Island, Fort Myers and more. We spent a lot of time in the pool and hanging out in the outdoor area. My son even caught some catfish off the dock. The game room was perfect for evenings when we needed a break from the sun. Highly recommend and have already had requests from friends & family to share the listing!

Seashell Sanctuary
Everything was great!! This was a last minute stay due to a terrible airb&b experience we had our first night and we needed a place fast, hosts were amazing and answered all the questions I had. The pool area was amazing and we all felt very relaxed. The house was stocked with so many amenities. We really enjoyed having the comfortable couches in the living room as an added bonus. This place was very close to Fort Myers Beach, the airport and many other stores and restaurants you’d want to go to. Definitely will be back! You will it be disappointed with your stay here!

Entire Centrally Located Beautiful Pool Home
This house was so comfortable and had everything and anything you might need. We were in Ft. Myers for a Perfect Game tournament and every field was within a 15 minute drive from the house, perfect distance to run back to the house between games. The pool was a great addition for when we got home from a full day of baseball games in the sun, so refreshing! We are planning to book for our next PG tournament since we know what to expect.
Apartment rentals with a pool

Sally’s Seaside Escape – Walk to Beach + Views
My two daughters and I took our first girls trip to Bonita Springs, we had an amazing time and Sally was an excellent host. Her Airbnb was just as pictured, very clean, cute and comfortable. The Airbnb had everything that was needed, extra towels, sheets, blankets, you name it. The kitchen had everything as well and she provided beach accessories which were very helpful. The location was great, and the views were amazing. We had an amazing time at the beach, enjoyed the pool and loved watching the beautiful sunsets on the beach. Sally was a great host and very quick to respond. We would definitely book with Sally again.

Boutique condo on the bay, short walk to the beach
It was a great quiet getaway for my friends and I. It is a little bit of a quiet town, but that was perfect for us! If you are looking for a simple, peaceful beach getaway then this is the place for you.

Super HOST Condo
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!

Beautiful 2 Bedroom Condo
We have a home in Stoneybrook. We used the condo for overflow family to use. Everything was as advertised. Convenient walk to Community Center activities, and pool. Lots of restaurants and malls to choose from. Will absolutely use again!!

Bonita Beach and Tennis 5807
Such a beautiful location! We will be back!!

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
It was a beautiful property. The view was so nice right on the beach, there were a lot of accommodations, including beach chairs and an umbrella that we did not have to pay for. I love that we had our own private parking spot right by the door. I will definitely book again. It was so peaceful and perfect. The host was very responsive.

NOW OPEN - Lovers Key Beach Club Private Beach
Condo was very nice, clean, and updated. It had everything we needed. The bed was very comfortable! We were a little bummed that the balcony didn’t face the water, it faces the parking lot but we still were able to see from the side. The beach was great, private and we saw a lot of manatees and dolphins very close up. The bridge that is being built was interesting to watch and once completed, the views will be even better! Definitely a cute little place to stay! Owners were great and very responsive! Overall, it was a very fun 2 weeks!!

The Sunset @ Naples Boutique | Walk 2 Beaches
Keith and Jesyka were super responsive and flexible with our check in time. I had some meetings to take and they were kind enough to do an early check in so I can start my weekend early with friends but finish working at their place! The units and set-up of the pool were great, lots of parking. Would definitely stay here again.
Quick stats about holiday rentals with a pool in Estero
Total rentals
160 properties
Nightly prices starting at
₹3,426 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- Naples Beach
- Captiva Island
- Clam Pass Park
- Lovers Key Beach
- Tigertail Beach
- Barefoot beach Bonita Springs,FL
- Worthington Country Club
- The Club at The Strand
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Morgan Beach
- The Quarry Golf Club Naples
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- Englewood Beach
- Gasparilla Island State Park
- Panther Run Golf Club
- Valencia Golf & Country Club
- Stump Pass Beach State Park
- Boca Beach
- Manatee Park
- The National Golf & Country Club Ave Maria