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Holiday 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

Guest favourite

Home in Cape Coral

5 out of 5 average rating, 13 reviews

Canal Waterfront house-Pool-Fishing and Game Room

NataliRating, 5 stars2 months ago
Perfect the house to spend wonderful days with your family,excellent place,the house we loved,clean,comfortable and with all the necessary things,the hostess left all instructions, we would definitely come back again.
Superhost

Home in Cape Coral

4.77 out of 5 average rating, 35 reviews

Resort-style living with an enclosed pool

SusanRating, 5 stars9 months ago
I so enjoyed my coffee at the pool in the mornings. Quiet neighborhood and so close to restaurants and beaches. Easy access to Fort Meyers beach, Naples and an hour or so to Marco Island. Merry and Paul were right on it with any questions we had ❤️
Guest favourite

Home in Fort Myers

4.95 out of 5 average rating, 118 reviews

Private Heated Pool and Spa

MarianneRating, 5 stars1 month ago
We’re a family of 3 adults vacationing for 2 weeks. This house is situated in the perfect location for us. Close to many restaurants, shopping and conveniences but nestled in a quiet friendly neighbourhood. The backyard is private and has everything to catch rays, soak or swim and hangout. The house is cozy, open and comfortable. Very well stocked and well maintained overall. Some items could be fresher like area rugs but loads of towels, kitchen supplies and other necessities. Alex was quick with replies and very accommodating. We loved our stay and we are coming back!
Guest favourite

Home in Naples

5 out of 5 average rating, 30 reviews

Beautiful Home w/ Pool & Spa, Pet Friendly!

VladimirRating, 5 stars1 month ago
Very clean place perfect for our family trip! Dara was a great host and we would definitely return .
Superhost

Home in Cape Coral

4.84 out of 5 average rating, 31 reviews

Tropical House with Pool

TyresaRating, 5 stars1 month ago
My stay was amazing.. This was my first Air bnb and I definitely would recommend. The host was very easy going and proactive with communication. I have no complaints.
Guest favourite

Home in Cape Coral

4.93 out of 5 average rating, 41 reviews

Spacious Canal Oasis With Private Pool & BBQ Area

MindyRating, 5 stars2 days ago
Went for a girls trip and this place was perfect. Though we didn’t spend much time at the house there was everything needed there. We didn’t spend much time at he house as we wanted to explore the area. We did use the spa nightly as the weather was a bit cold. But if the weather had been warmer I’m sure we would have b able n by the pool more. Overall this place is great and definitely worth staying at. I had a minor issue and messaged the host and got a response within minutes and the problem was fixed. Great host and great place
Guest favourite

Home in Fort Myers

5 out of 5 average rating, 17 reviews

Family Villa w/ private pool and hot tub!

SandraRating, 5 stars1 month ago
Beautiful home in a safe and quiet neighborhood but also close to restaurants and entertainment. The host was helpful and always responded with relevant information and was very courteous. The home has everything you need and is spotless. We stayed for a baseball showcase nearby and are very happy with our choice. This is a wonderful place to stay and we would definitely stay again. I highly recommend the home and trustworthy host.
Guest favourite

Home in Fort Myers

4.98 out of 5 average rating, 116 reviews

The Parsonage-Private Villa-Heated Pool & Spa.

CarneshaRating, 5 stars4 months ago
Michelle's place was a great place to stay while our team was in town for work. Michelle was always responsive and accommodating. If available, we will most certainly stay again in the weeks to come.

Condo rentals with a pool

Guest favourite

Condo in Fort Myers

4.74 out of 5 average rating, 74 reviews

Sunny Florida condo!

MeganRating, 5 stars3 weeks ago
Perfect home away from home :)
Superhost

Condo in Fort Myers

4.85 out of 5 average rating, 74 reviews

Charming Townhouse close to Sanibel and FMB

SarahRating, 5 stars1 month ago
Lisa's place was the perfect location. Easy check in and check out, clean, cozy and a nice pool.
Superhost

Condo in Fort Myers

5 out of 5 average rating, 3 reviews

Sanibel Harbour Resort - 216: Colorful condo

EmmaRating, 5 stars6 months ago
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return
Superhost

Condo in Fort Myers Beach

4.8 out of 5 average rating, 5 reviews

Gorgeous spacious condo with amazing view!!

HermanRating, 5 stars10 months ago
We loved staying at this condo! It was very spacious and clean. There was lots of storage. There was a storage closet in the garage where we kept our bicycles. There was another storage room just outside the condo, in the hall. The condo has beautiful views of the bay from every room! We loved sitting out on the balcony, watching the boat traffic and the sunrise. The heated pool was excellent! The water is kept at 86°! Tom was wonderful to work with. He kept us informed of important events. We can’t wait until we can come back here to stay again!!
Guest favourite

Condo in Naples

4.91 out of 5 average rating, 158 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

MohitRating, 5 stars1 month 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 favourite

Condo in Bonita Springs

4.92 out of 5 average rating, 106 reviews

Amazing Condo-1 mile from Bonita Beach

LynneRating, 5 stars3 weeks ago
The apartment is very clean, spacious, and beautifully decorated. We booked the day of our visit and Susan was extremely responsive and even set up a pack n play for us. We’d gladly stay again.
Guest favourite

Condo in Cape Coral

5 out of 5 average rating, 59 reviews

2 King Bd~1st Fl, Beach Gear, Walk Dining & Shops

AmirRating, 5 stars3 weeks 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!
Superhost

Condo in Fort Myers Beach

4.86 out of 5 average rating, 21 reviews

Stunning studio pool deck with balcony

KathyRating, 5 stars1 month ago
We loved staying at this condo. The location was perfect for enjoying Fort Myers Beach. The bed was super comfortable, and everything looked and worked as promised. Edward was super responsive and sent super clear instructions. We would 100% recommend this rental and would stay here again.

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