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Vacation rentals with a pool in Estero Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Estero Island rentals with a pool

House rentals with a pool

Top guest favorite
Home in Cape Coral
4.98 out of 5 average rating, 63 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, 122 reviews

Private Heated Pool and Spa

Marc AlexanderRating, 5 stars3 days ago
Wir hatten eine großartige Zeit im Haus von Alex. Wir haben sofort sehr wohl gefühlt. Die Ausstattung ist wirklich große Klasse, es ist sehr sauber, sehr geräumig, der Pool inkl. Whirlpool sind super. Alex war ein toller Gastgeber der sich sehr schnell auf Fragen zurück gemeldet hat. Ich empfehle zudem das tolle Gästebuch, welches Alex erstellt hat. Da gibt es alle hilfreichen Infos rund ums Haus. Herzlichen Dank Alex, wir kommen wieder!
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, 37 reviews

Beautiful Home w/ Pool & Spa, Pet Friendly!

DianeRating, 5 stars2 weeks ago
Beautiful home in peaceful neighborhood with great location! The home was very clean, had nice amenities, and we felt right at home. Loved the pool and private back yard. Dara was quick to respond to any questions and made the rental a 5 star experience.
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
4.85 out of 5 average rating, 33 reviews

Tropical House with Pool

LaetitiaRating, 5 stars2 weeks 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, 120 reviews

Whole cozy house for group of 5

NaomiRating, 5 stars2 weeks ago
the place was nice and clean. Jose gave clear instructions and the house was exactly what we expected! we would book again! 5 stars
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 stars1 week 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.
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!
Guest favorite
A screened-in outdoor area features a clear pool with a hot tub. Comfortable seating is arranged nearby on a paved deck. Lush greenery is visible beyond the enclosure, adding to the serene environment.
Home in Fort Myers
4.91 out of 5 average rating, 23 reviews

Family Villa w/ private pool and hot tub!

DanielleRating, 5 stars3 days ago
Caleb's place was beautifull, spacious, and clean. The community center amenities were fantastic! Our family had a wonderful time and would definitely stay there again.

Condo rentals with a pool

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, 84 reviews

Sunny Florida condo!

JesseRating, 5 stars2 weeks 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
A clear view of the outdoor pool area surrounded by two pink two-story condos. The pool features a light blue surface and is framed by a spacious patio with lounge chairs and small tables. Lush greenery adds a tropical touch to the setting.
Condo in Fort Myers
4.86 out of 5 average rating, 80 reviews

Charming Townhouse close to Sanibel and FMB

BenjaminRating, 5 stars1 week ago
Es hat alles sehr gut gepasst. Für einen entspannten Aufenthalt mit der Familie sehr zu empfehlen.
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
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!
Top guest favorite
Condo in Naples
4.91 out of 5 average rating, 159 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

MohitRating, 5 stars4 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, 117 reviews

Amazing Condo-1 mile from Bonita Beach

MarianneRating, 5 stars1 week 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!
Guest favorite
Condo in Cape Coral
4.98 out of 5 average rating, 60 reviews

1st Fl Condo, 2 Kings, Beach, Golf Supplies, Bikes

AmirRating, 5 stars3 months ago
This is a great apartment with large bedrooms and comfy beds, a very very well equipped kitchen and a garage full of surprises including a gas grill and beach stuff. Stacey was great from the beginning and was very helpful and immediate with any question. We’ll decently stay again when in the area. Thanks Stacey!
Guest favorite
A private pool area is framed by a spacious courtyard, featuring a distinctive shape and a relaxing hot tub. Surrounding greenery and palm trees contribute to a serene atmosphere. A staircase leads to the upper level, with seating areas visible nearby.
Condo in Naples
4.92 out of 5 average rating, 105 reviews

Perfectly located Old Naples condo

JohannRating, 5 stars4 days ago
We had a fantastic stay at Bills apartment. great location just off 5th. would definitely recommend !!!

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