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Vacation 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 favorite
Home in Cape Coral
4.98 out of 5 average rating, 62 reviews

Gorgeous 5 Star POOL/HOT TUB on a Canal

AleashaRating, 5 stars1 week ago
This was exactly what we needed for our getaway! The pool and hot tub were amazing, and so relaxing! We loved being able to swim whenever we wanted, and Jesse made it so convenient with the app to heat the pool / spa. He had everything imaginable for our beach day (and this was for a beach day with an infant, including a beach wagon to haul all of our things) - we were surprised and really thankful for this! The house itself was spacious, and checked the boxes of things that we needed. It was close to grocery stores and a couple of good restaurants. The neighborhood was quiet and easily accessible as well. Jesse was very communicative. Jesse checked in on our stay, ensured that we had recommendations (if we wanted them), and even let us know when a pool tech was coming out as well. We would definitely rent here again!
Guest favorite
A spacious outdoor area features a private, heated pool surrounded by a screened enclosure. The pool includes an attached jacuzzi and is framed by lush greenery. The sunset casts a gentle glow, enhancing the serene ambiance of the space.
Home in Fort Myers
4.95 out of 5 average rating, 121 reviews

Private Heated Pool and Spa

SherriRating, 5 stars2 months ago
the house was updated and very accommodating. we felt right at home. the outside amenities had the pool, jacuzzi, and an amazing area to sit outside and relax. beds were very comfortable. Alex had great communication and responded quickly. would not only recommend this house, but would stay here again.
Top guest favorite
The living area features a light-colored sectional sofa paired with a dark wooden coffee table. A large flat-screen TV is mounted on the wall opposite the sectional, and a soft area rug adds to the space. The open layout leads to a modern kitchen in the background.
Home in Naples
4.97 out of 5 average rating, 36 reviews

Beautiful Home w/ Pool & Spa, Pet Friendly!

PaulRating, 5 stars3 weeks ago
This place is great, with lots of spacious, clean rooms. We’ve done AirBnB’s in Naples yearly for a while and Dara’s place was the best for our needs. The pool faces south giving a lots of sunshine while still offering a large shaded space. In addition to the 3 bedrooms is a large den with a big flat screen TV, so I could sneak off when the wife and adult kids (yes, they still vacation with us 😉) are on a Vampire watching binge. Dara was very attentive and helpful. We’ll likely be back!
Superhost
A screened-in pool area features a rectangular pool with clear turquoise water. Surrounding greenery is visible beyond the enclosure, providing a serene backdrop for relaxation. The pool deck is designed with white tiles and includes safety rails for easy access.
Home in Cape Coral
4.84 out of 5 average rating, 32 reviews

Tropical House with Pool

LaetitiaRating, 5 stars1 week ago
We loved staying at Elle’s house!!! The pool and the park was ideal for my kids. The house was clean and had everything we needed. The area was so peaceful but yet only a few minutes drive to shops and restaurants. We had a fabulous stay and wished we would have stayed longer. Ele was very friendly and helpful. There was a plumbing issue in the bathroom and she came promptly to deal with it. The double beds were a little soft to our taste but other than that we had a great experience. Thank you Ele!
Top guest favorite
A spacious lanai area showcases a clean, oversized saltwater pool, enclosed by a protective screen. In the foreground, two white lounge chairs face the water, complemented by a dining table set for four. The background features a well-maintained yard and clear blue sky.
Home in Cape Coral
4.98 out of 5 average rating, 119 reviews

Whole cozy house for group of 5

KatieRating, 5 stars2 weeks ago
Jose was a wonderful host, responded quickly and the house was beautiful, and clean. And the pool was warm, private and also clean. Just note that the “crib” is a pack and play not an actual crib. We were provided a bassinet on the second morning although our baby was too big for the bassinet.
Guest favorite
A heated saltwater pool is surrounded by a spacious patio, featuring light-colored pavers. Comfortable teal lounge chairs are positioned nearby, offering relaxation options. The contemporary structure has large windows and a shaded outdoor seating area, ideal for enjoying the poolside atmosphere.
Home in Cape Coral
4.93 out of 5 average rating, 71 reviews

Private Ultra Modern Home W pool

SaritaRating, 5 stars5 days ago
We had a great vacation time at Andy’s house.The house is very modern and beautiful. We really enjoyed the heated swimming pool.Andy was very prompt and responsive.Overall,it was a great stay at this house and we highly recommend it.
Superhost
An aerial view of the property reveals a well-maintained roof with a light orange tile design. Surrounding lush greenery includes palm trees and landscaped gardens. Nearby, the private pool is partially visible through a screened enclosure, highlighting the outdoor space in this tranquil community.
Home in Naples
4.6 out of 5 average rating, 10 reviews

Naples Home with Private pool + Lely Resort access

PaulRating, 5 stars3 weeks ago
Walking into the house was great. The Handbook outlined all the essentials on house operation & had great suggestions of local hotspots. The pictures lived up to reality & the beds were very comfortable, great water pressure & extra ice in the freezer. We said if you think of something you needed Adele had it. The screened in heated pool area was spacious, comfortable and the water temp was great. We used the spa tub bubbles to rejuvenate on the last day and should have used it everyday…yes the bubbles are that good. Would we rent again, YES!
Guest favorite
The backyard features a large screened-in pool surrounded by a brick patio. Comfortable lounge chairs are positioned beside the water, and a waterway is visible in the background, creating a serene outdoor setting.
Home in Cape Coral
4.92 out of 5 average rating, 49 reviews

Spacious Canal Oasis with Pool, BBQ & Mini Golf

EugeniyRating, 5 stars1 week ago
We had a fantastic week stay on kids Spring Break! Beautiful property, comfortable bedrooms and bathrooms, spacious well equipped kitchen. Amazing pool and hot tub, canal and yard. Mini golf, pool table, foosball table - added tons of fun to our stay. Thank you!

Condo rentals with a pool

Guest favorite
A resort-style pool is surrounded by lush greenery and tropical palm trees. Bright blue water sparkles under the sunlight, with a rock feature enhancing the natural setting. Lounge chairs are positioned nearby, inviting relaxation within the landscaped pool area.
Condo in Naples
4.93 out of 5 average rating, 159 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

NancyRating, 5 stars1 week ago
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎
Guest favorite
The outdoor pool area features clear blue water surrounded by palm trees. White tables and chairs are arranged nearby, and lounge chairs are positioned along the pool's edge. A tennis court can be seen in the background, providing additional recreational space.
Condo in Fort Myers
4.76 out of 5 average rating, 83 reviews

Sunny Florida condo!

JesseRating, 5 stars1 week ago
One of my favorite Airbnb rentals to date. The condo was clean, quiet and had everything we needed/wanted. On top of the space being great, Ken and Becky were amazing hosts. I usually stay in different places each time, but I'll be staying here anytime I'm in or near Fort Myers it's that good. 100% recommend booking with them !!
Superhost
The living area displays a combination of coral-colored sofas adorned with decorative pillows, framed by plants and artwork. A glass coffee table rests on a vibrant area rug, while a dining space is visible in the background, showcasing additional seating and natural light.
Condo in Fort Myers
5 out of 5 average rating, 3 reviews

Sanibel Harbour Resort - 216: Colorful condo

EmmaRating, 5 stars9 months ago
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return
Top guest favorite
Condo in Naples
4.95 out of 5 average rating, 105 reviews

Cool Condo for your Cozy Stay

ElizabethRating, 5 stars1 month ago
We enjoyed our stay at Doville’s condo. The location within the Lely Resort was great! We walked to workout every morning then went for a swim. The bike and walking trails were beautiful! All the extra amenities she had in the condo was an added bonus. We used the beach umbrella and chairs to visit a beach in Marco Island one day. So much to do in the area! We already booked for next March!
Top guest favorite
A light and airy dining area is featured, consisting of a round table and two white chairs. A turquoise cabinet with glass doors is positioned nearby, and natural light enters through the window with horizontal blinds, offering a view of the outdoors.
Condo in Fort Myers Beach
5 out of 5 average rating, 6 reviews

Beach condo on yachat marina

SheriRating, 5 stars1 week ago
Karley’s place exceeded our expectations. Very peaceful neighborhood. Very friendly people in the neighborhood. The condo had everything that we needed. The lanai was my favorite spot! We even got to fish just a few steps from the door. Very comfortable and super clean condo. We rented e-bikes just a 5 minute walk away. They were great for passing backed up traffic going towards Times Square at the beach. We also rode them all the way back on the shoreline. It was awesome! We would definitely not hesitate to stay there again. Any questions that we had were answered super quick. Great host and co-host! Thanks again Karley and Kelly for letting us stay at your place!
Guest favorite
A private patio area features a sleek pool and spacious outdoor seating. Modern lounge chairs are arranged near the water, while large glass doors provide a view into the stylish interior, highlighted by marble accents and natural light.
Condo in Naples
4.89 out of 5 average rating, 36 reviews

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

JazlynRating, 5 stars1 week 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 !
Top guest favorite
Condo in Naples
4.91 out of 5 average rating, 158 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

MohitRating, 5 stars3 months ago
Lauren has done up the place very well and having beach towels and beach chairs really helped us. The place is clean and the view from the balcony overlooking the water body is gorgeous. Having a pull out sofa in the living area is an added bonus. The best part is that good eateries and a grocery store are walking distance from the apartment. Lauren is extremely responsive and helped us whenever we needed it. We would certainly like to stay here again if we visit Naples.
Guest favorite
A heated pool features clear, inviting water surrounded by a stone patio. The area includes a thatched-roof pavilion for shade and several lounge chairs positioned nearby. Lush greenery and palm trees enhance the tranquil setting, creating an inviting environment for relaxation.
Condo in Bonita Springs
4.93 out of 5 average rating, 116 reviews

Amazing Condo-1 mile from Bonita Beach

MarianneRating, 5 stars4 days ago
Our family had a wonderful week long stay at Susan’s condo. She supplied everything we needed for great beach days and the pool was clean and warm! It is within walking distance to a bunch of restaurants and ice cream spots. Would definitely recommend to anyone looking for a quiet, yet fun place to stay in Bonita!

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