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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
5 out of 5 average rating, 13 reviews

Canal Waterfront house-Pool-Fishing and Game Room

NataliRating, 5 stars3 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 stars11 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 ❤️
Top guest favorite
Home in Cape Coral
4.98 out of 5 average rating, 59 reviews

Gorgeous 5 Star POOL/HOT TUB on a Canal

MorginRating, 5 stars1 month ago
I had family coming into town for my wedding and we booked Jesse’s place. First of all, Jesse was absolutely amazing to work with. No matter the time of day, Jesse was so quick to respond to me when my family needed anything during our stay. The place was beautiful inside and out, the hot tub was an absolute must during this cold weather and heated so quickly. The place was perfectly clean and the home was so welcoming. I would absolutely book with Jesse again!
Guest favorite
Home in Fort Myers
4.95 out of 5 average rating, 120 reviews

Private Heated Pool and Spa

SherriRating, 5 stars2 weeks 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
Home in Naples
4.97 out of 5 average rating, 34 reviews

Beautiful Home w/ Pool & Spa, Pet Friendly!

DavidRating, 5 stars3 weeks ago
We very much enjoyed our stay at Dara's house. Communication with the host was easy and helpful. The house is in a quiet neighborhood not far from a major road that will lead you to all of the attractions in the Naples area. The house itself is spacious and well-laid out. The kitchen was perfect for those of us who like to cook. New appliances (everything worked) and lots of pots/pans and cooking utensils within easy reach. The bathrooms and bedrooms were a good size and there is an incredible amount of drawer and closet space. TVs everywhere, if you like that. But for us the hallmark was the heated pool and hot tub covered by a screen roof. So relaxing after a day of playing tourist. I hope I get the chance to return one day. This one's a real find!
Superhost
Home in Cape Coral
4.84 out of 5 average rating, 31 reviews

Tropical House with Pool

TyresaRating, 5 stars2 months 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.
Top guest favorite
Home in Cape Coral
4.93 out of 5 average rating, 45 reviews

Spacious Canal Oasis With Private Pool & BBQ Area

BrookeRating, 5 stars3 weeks ago
We had a great mini vacation with our dogs enjoying the water and pool/spa. The place was very spacious and close to everything we wanted to do. Phong was very responsive and helpful throughout our stay. We would definitely come back.
Guest favorite
Home in Cape Coral
5 out of 5 average rating, 16 reviews

Clean house + pool + location

DeanRating, 5 stars7 months ago
We booked another place first and it was disgusting and we reached out to Raiko and he let us check in early and was able to accommodate us in less than an hour. We love this place. it's open, beautiful and clean. can't wait to come back.

Condo rentals with a pool

Guest favorite
Condo in Fort Myers
4.75 out of 5 average rating, 79 reviews

Sunny Florida condo!

JeffreyRating, 5 stars2 weeks ago
The listing was accurate. The unit was close to a busy road but still quiet. Plenty of food options within close driving distance There was plenty of space to relax when we were back at the condo.
Superhost
Condo in Fort Myers
4.86 out of 5 average rating, 77 reviews

Charming Townhouse close to Sanibel and FMB

KatherineRating, 5 stars1 week ago
The condo was super clean and had all the amenities that made it feel like a home away from home. The location was great for exploring the beach area of Fort Myers. Decor is nice and condo layout convenient. Parking spots are a bit difficult due to their location near the dumpster.
Superhost
Condo in Fort Myers
5 out of 5 average rating, 3 reviews

Sanibel Harbour Resort - 216: Colorful condo

EmmaRating, 5 stars8 months ago
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return
Top guest favorite
Condo in Naples
4.91 out of 5 average rating, 158 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

MohitRating, 5 stars2 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
Condo in Bonita Springs
4.93 out of 5 average rating, 110 reviews

Amazing Condo-1 mile from Bonita Beach

William GRating, 5 stars1 day ago
We love the area the condo is great kitchen needs a little updated pool area needs updated but we would stay there again.
Top guest favorite
Condo in Cape Coral
5 out of 5 average rating, 59 reviews

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

AmirRating, 5 stars2 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!
Superhost
Condo in Fort Myers Beach
4.86 out of 5 average rating, 22 reviews

Stunning studio pool deck with balcony

MichaelRating, 5 stars2 months ago
We loved our time at in Fort Myers Beach and this space made it even more enjoyable. Ed was so helpful with everything we needed, highly recommend this spot!
Guest favorite
Condo in Naples
4.92 out of 5 average rating, 102 reviews

Perfectly located Old Naples condo

MikeRating, 5 stars2 months ago
I truly feel that you cannot get a better physical location to stay in Naples Florida. It is hard to believe this place exists. The development is really cute, especially with the pool. Bill had everything you could possibly need in that place and then some. I never ran out of anything. Everyday was a new discovery as to what was in that condo. City water was great. Also, usually, I install my own shower head when I'm at an Airbnb, but there was no need to with this place which was really nice. Bill is a very nice, responsive, and flexible host.

Home rentals with a private pool

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