
Vacation rentals with a pool in Estero Bay
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Top-rated rentals with a pool in Estero Bay
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Popular amenities for Estero Bay rentals with a pool
House rentals with a pool

Gorgeous 5 Star POOL/HOT TUB on a Canal
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!

Private Heated Pool and Spa
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.

Beautiful Home w/ Pool & Spa, Pet Friendly!
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!

Tropical House with Pool
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!

Whole cozy house for group of 5
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.

Private Ultra Modern Home W pool
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.

Naples Home with Private pool + Lely Resort access
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!

Spacious Canal Oasis with Pool, BBQ & Mini Golf
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

Lely Resort Luxury Condo-2 Spectacular Pool/Golf
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎

Sunny Florida condo!
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 !!

Sanibel Harbour Resort - 216: Colorful condo
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return

Cool Condo for your Cozy Stay
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!

Beach condo on yachat marina
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!

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

Park Shore Resort Modern Top Floor 2 Bed 2 Bath
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.

Amazing Condo-1 mile from Bonita Beach
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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- Tigertail Beach
- Clam Pass Park
- Panther Run Golf Club
- Talis Park Golf Club
- The Club at The Strand
- Esplanade Golf & Country Club of Naples
- Bonita National Golf & Country Club
- Worthington Country Club
- Tarpon Bay Beach
- Boca Beach
- Moorings Beach Private Park
- Lovers Key Beach
- Seagate Beach Club
- Englewood Beach
- Del Tura Golf & Country Club
- Stonebridge Country Club
- Residents' Beach
- Stump Pass Beach State Park
- Gasparilla Island State Park
- Delnor-Wiggins Pass State Park
- Bonita Beach Dog Park
- Barefoot beach Bonita Springs,FL
- Manatee Park
- Naples Botanical Gardens
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