Holiday rentals with a pool in Estero Bay

Find and book unique homes with a pool on Airbnb

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Popular amenities for Estero Bay rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Cape Coral
4.96 out of 5 average rating, 50 reviews

New Gorgeous Smart Home with Heated Pool on the Ca

DavidRating, 5 stars4 weeks ago
Beautiful property! Lots of space and plenty to do. Dev is a great host! We will be sending guests his way in the future!
Top Guest favourite
Home in Naples
4.96 out of 5 average rating, 55 reviews

533 Posh Paradise | Designer Pool/Spa | Walk2Beach

BreeRating, 5 stars2 weeks ago
Absolutely loved staying here!! The pool was everything!! Me and my group were a little worried about distance to beach but it is so close to both the best beaches in town!! Walkable or a a short drive!! We will definitely be back!!
Guest favourite
Home in Bonita Springs
4.98 out of 5 average rating, 123 reviews

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

TammyRating, 5 stars1 month ago
We had an amazing stay! The property is just a short drive from the beach and located on a quiet, safe street. Andrew was a fantastic host, super responsive and helpful throughout our stay. The home was spotless and clearly well maintained. The highlight was definitely the beautiful pool and hot tub area, it truly felt like our own private resort oasis. We felt relaxed and right at home the entire time. We’ll definitely be back and highly recommend this place to anyone looking for a peaceful, beachside getaway!
Guest favourite
Home in Fort Myers
4.92 out of 5 average rating, 36 reviews

Why rent a hotel when you can have a pool home?

LysaRating, 5 stars1 month ago
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! ❤️
Guest favourite
Home in Bonita Springs
4.97 out of 5 average rating, 62 reviews

Near Bonita Beach with heated pool & spa

DominiqueRating, 5 stars8 months ago
We enjoyed our stay, the home was very clean and spacious . All of the amenities you need , kitchen well equipped, plenty of towels and pool / beach supplies. Very private backyard with lush well kept greenery. Mara was very responsive and prompt with all communication. We would certainly stay here again. Plenty of closet space and a full size laundry room with new appliances. Beautiful neighborhood close to the beach shopping, restaurants and extremely quite. Bonita springs is perfect town for a vacation get away.
Guest favourite
Home in Bonita Springs
4.89 out of 5 average rating, 18 reviews

Stunning Beach Cottage!

AlexanderRating, 5 stars3 weeks ago
House is beautiful and very comfortable. The pool is great. It was a perfect weekend getaway with my family.
Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 81 reviews

Remodeled 4 BR 3 Full Bath Sunshine Getaway

JudithRating, 5 stars1 week ago
we had a wonderful stay! relaxing outside by pool on the new lounge chairs and cozy cage lights at night. the home is spacious and Very Clean with a beautiful kitchen that is well stocked with every day items. Steve is a Fantastic Host!! We Highly Recommend
Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 8 reviews

Casa Bonita, "Sun & Fun"-Pool

CyrilRating, 5 stars2 months ago
Teresa's home exceeded expectations. The pictures do not do it justice, as it was bigger than shown. Additionally, it was extremely clean with a fresh scent when we arrived. The pool was great for 3 adults and 2 kids (aged 9 and 4) and had a fairly large shallow end. There were plenty of games and toys for the kids with one bedroom set up as a kid's room. There were plenty of supplies on hand, including hand soap, dishwashing liquid & dishwasher tabs, shampoo & conditioner, toilet paper and laundry detergent & softener. A rarity in most other homes. The location is easily drivable to a variety of restaurants and shopping, with Miromar Factory Outlets about a 20 minute drive away. Finally, Teresa was an exceptional host and always responded within 1/2 an hour or less. When we had a small issue with the air conditioner and mentioned that we would be going out within 4 hours she said someone would be there before we left, but the pool maintenance company arrived within 1/2 an hour!

Condo rentals with a pool

Guest favourite
Condo in Bonita Springs
4.92 out of 5 average rating, 25 reviews

Oceanview Oasis on Bonita Beach Bld3 Floor5

BlairRating, 5 stars1 week ago
We had a lovely weekend here. Spent a lot of time on the balcony that was shaded and screened and had an awesome view of the gulf. Plenty of food and shopping very close. Place was clean and comfortable and well-stocked with everything we needed to enjoy florida.
Top Guest favourite
Condo in Bonita Springs
4.94 out of 5 average rating, 18 reviews

Sally’s Seaside Escape – Walk to Beach + Views

RodrigoRating, 5 stars2 weeks ago
This place is wonderful and the price is 100% worth! Sally is a rare host in Airbnb because she really care about our experience. Everything was clear thought to make us feeling like we were in home.
Guest favourite
Condo in Fort Myers Beach
4.89 out of 5 average rating, 63 reviews

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

JillRating, 5 stars1 day ago
Great place to go with your family! Our 4 and 7 year old had the best time of their lives! I would stay here again!
Superhost
Condo in Bonita Springs
4.92 out of 5 average rating, 119 reviews

Bonita Beach and Tennis 1903

DianaRating, 5 stars3 months ago
Everything was as expected, especially concerning construction. The grounds were still greatly in disrepair, but that didn’t bother us. The location to the beach was outstanding, which was the main feature we were looking for. As we don’t rent a car, we had to Uber everywhere we wanted to go. The only walkable restaurants were Doc’s (across the street 👍) and Coconut Jack’s. It was okay. The condo was fully furnished with everything we could possibly need, save for a beach cart which would have been nice. We especially enjoyed the lanai; it has a wonderful view. Communication was excellent and very responsive.
Superhost
Condo in Fort Myers Beach
4.88 out of 5 average rating, 88 reviews

Beachfront fully equipped apartment

KendellRating, 5 stars2 days ago
We have stayed at the Estero Beach and Tennis before and this unit is the best yet!! I am super picky on cleanliness and it was very clean! The unit had some high end touches along with furniture and decor being very tasteful. The bed was really comfortable, shower nice, outdoor chairs perfect and the towels were amazing. It’s all those little touches that made our stay pleasant, comfortable, and relaxing. We plan on booking again in the future. ☀️
Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 11 reviews

Waterfront Condo | Huge Pool & Across from Beach

AngelaRating, 5 stars1 month ago
Nice condo. Loved the pool. The beach is directly across the street. Plenty of beach and pool supplies available. Recommend that you rent a car to get to restaurants and grocery store.
Guest favourite
Condo in Bonita Springs
4.91 out of 5 average rating, 110 reviews

Bonita Beach and Tennis 5807

JadeRating, 5 stars2 months ago
Such a beautiful location! We will be back!!
Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 10 reviews

Pleasant Paradise At Estero Beach & Tennis Club

ColeenRating, 5 stars4 months ago
This unit is wonderfully located, with a beautiful view of the shore. We usually prepare our b-fast & lunch in, then dinner out. The kitchen was very well equipped. It was great to have all the extras for the beach, chairs, cooler, toys, and umbrellas. We are grateful for a host with perfect communication skills, Thank you for that.

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