
Family-friendly holiday rentals in Estero Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Estero Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Estero Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Rowan's Retreat
Beautiful historic home ! Loved the wrap around porch and the hot tub. Great shower ! Loved the coffee and wine and cozy blankets on the couch . Wish we could have stayed longer . Lots of space ! Close to downtown fort Myers

Villa Oasis - Beautiful Pool/SPA Home on Canal
This house was absolutely incredible! From the moment we arrived, everything was spotless—even the baseboards and ceiling fans were immaculate. The home is super spacious, with room to spread out comfortably (even the garage was huge!). The kitchen was fully stocked with everything you could possibly need to cook indoors or grill outside, and there were multiple dining areas both inside and out. The pool and spa were beyond refreshing—clean, well-maintained, and surrounded by plenty of lounge chairs for everyone. We loved the outdoor eating area and the thoughtful extras like pool toys and bikes, which added a fun touch. My boys especially enjoyed exploring near the canal, which made for some great memories. The beds were super comfy, with plenty of extra linens and cozy throw blankets. The neighborhood was peaceful and quiet, and the house is in a perfect, central location. The hosts were amazing: extremely responsive and helpful.

Studio- Olde Naples, 2 blocks to beach Studio unit
Very close to 5th Ave and the beach. Plenty to do between the pool, shuffle board, corn hole, and board games. The bikes and beach chairs were in use daily. Responded to any questions or requests we had. Overall a great experience.

Lely Greenlinks Golf Resort Luxury Condo
We had an amazing time. The condo was extremely clean and had everything you could need and more. I am extremely organized and felt like I was right at home. lol. We will definitely stay here on future trips to Naples!

Villa Scottsdale -Waterfront Home with Pool
We rented the house for a family reunion of 7 people, we ended up going only 6 people. We had a great time , we spent most of the time by the pool and inside the Jacuzzi and the pool. I will suggest to the Host to a couple of Lights or Flood lights in the back patio by the pool area. If you want to cook a BBB, you have to do it before it gets dark, the only light is the one inside the pool.

Luxury on Eight Lakes - Gulf Access & Pool table
We really enjoyed spending our Thanksgiving holiday at this location. Watching the sunsets every night over the lake were spectacular. The pictures of the place were accurate. The host was wonderful and very communicative.

Lover's Key Resort Unit #807
We had a wonderful stay! We came to Florida for our anniversary and were happy to find Kevin's place. The Condo was beautiful and supplied with everything we needed. It was very quiet and private. We enjoyed the view of the Gulf from the balcony. The pool area was very clean and not crowded. Flippers Restaurant had exceptional food every time. We would definitely stay here again! Highly recommended.

The Parsonage-Private Villa-Heated Pool & Spa.
This was a great “home base” for our event at the Heitman House. It was nearby and walkable, with plenty of space for all our guests. The house and backyard were excellent for hosting meals and hangouts, and the place was really well-stocked, making it feel like home and not a random rental. The beds were comfy and there were plenty of linens, including lots of extras so despite being at full capacity for days we didn’t need to go without. I really appreciated the amount of bath and pool towels that were provided! The hosts were responsive and had anticipated many of our questions and needs. Details like the kitchen having multiple coffee makers, and extra bug spray & beach chairs were nice touches.
Family- and pet-friendly home rentals

La Casa On Mango, heated pool-5 min walk to Beach
Location is close enough to bike into downtown FMB and to the Publix, and we did both during our stay! The kids enjoyed the pool. House was stocked with everything you'd need for a day at the beach, which was much appreciated!

Villa Coral with boat dock & waterview- own pool
We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too

Best Value In Naples 4 Bdrm Pool Heat Walk Beach
This is our second year in a row staying at Bob’s home. We absolutely love the property. Close to the beach and lots of restaurants and many other things to do. The home is in great shape, very clean and all the amenities you need to enjoy the property! We will definitely book again.

Cozy Cottage Near Vanderbilt Beach
Great location! The place is very clean and the beds are super comfortable. The couch in the living room is very uncomfortable, but everything else was great.

Charming cottage bay area
Very good stay in the house, which was exactly as advertised. Complete, comfortable and clean. Totally recommended.

Modern Townhouse close to beaches
Dan’s place was exactly what we were looking for. Somewhere close to friends, beach, local attractions, and a great place for us to stay. The house was what was described, with plenty of room for the 4 of us… with room to spare.

Chameleon Guest Cabana
We had an amazing stay here. It was peaceful and close to downtown fort Myers for shopping and night life.

Crystal Palms
As always, this is a great place!
Family-friendly home rentals with a pool

Tivoli Paradise Salt Pool & Spa Villa with a Water
We had a wonderful stay at Derek’s place. Quite frankly, it is the perfect Airbnb. It is a beautiful house in a beautiful neighborhood in beautiful condition. Everything worked perfectly, and Derek was always available within information to assist us with anything we needed. I look forward to the time where I can stay here again.

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks
We had such a wonderful stay in Cape Coral! The home was beautiful, clean, and had everything we needed for a relaxing vacation. The hosts were incredibly kind and responsive, and they went above and beyond to make our trip comfortable. We truly appreciated their flexibility in allowing us to check in early and stay later on our departure day due to our flight times—it made a big difference and gave us more time to enjoy the property. Highly recommend this stay to anyone visiting the area!

Briarwood Paradise - The Briarwood Rental Company
We had a lovely holiday at this accommodation. The property was exactly as described, clean, comfortable, and equipped with all the home comforts. It’s set in a beautiful location, which made our stay even more enjoyable. We did experience a minor issue with some water coming into the property due to unforeseen circumstances. However, the host, Marc, was outstanding. As soon as we reported the issue and sent a video, he responded immediately. A maintenance professional arrived within the hour, and the problem was quickly resolved with minimal disruption. Marc’s professionalism, efficiency, and excellent customer service truly stood out. Despite the small hiccup, everything was handled so well that it didn’t take away from our overall experience. I would definitely recommend this property and would happily stay again!

Amazing villa with great water view.
We had a fantastic stay! The house was incredibly well-equipped—there were plenty of essentials like paper towels, toilet paper, and all the little extras that make a stay comfortable and convenient. The pool and hot tub were both in perfect working order and made for a relaxing time day or night. The canal out back was a real highlight—great fishing with a wide variety of fish, including catfish, gar, and more. The house also came with five bicycles available for tenant use, which was a nice bonus, and there were TVs in every room—perfect for unwinding after a long day. The home felt truly luxurious, especially for the price. Jeff was a great host, and everything went smoothly. Highly recommend!

3bed 2bath Home Pool/Hottub/Spa East Naples Lely
Stay a few days at Carla's place and couldn't be happier. Place was spotless clean and decorated nicely. Mike Cohost showed us the house and it was very nice to have someone to show you the place, it show how dedicated they are to make sure you have an unforgettable vacation at their home. Pool was huge . All bedroom were very big and comfortable bed. Everything you need in provided. In addition house is located in one of the most beautiful and quiet neighborhood in Naples, Lesly. Everything is close by Marco island is 24 minutes aways while 5th st is about 15 min. Highly recommended you will not regret staying here. Thank you Carla it was a pleasure staying at your place.

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME
Enjoyed this just as much as the first time we stayed here. If we come back down this way we will definitely book Lis & Tim's place.

Canal heated pool house access to Golf and Gulf
First time we stayed at Micheline's house. It was just like the listing said. The house and pool are very private and it is in a quiet neighborhood. Check in was extremely easy. The house was very clean and had everything one would need. There are many options for any type of restaurant one would want within minutes of the house. Bonita Beach is a very short drive and there are many other beaches close by. We spent most of our time relaxing on the lanai and enjoying the pool. Had a wonderful time and are hoping to return in the fall. Bill

Lovely home nestled near Sanibel & Ft. Myers Beach
Beautiful house in convenient location! Neighborhood was quiet and the pool was great! Host was very responsive when we had a couple of minor issues (that were addressed immediately). We very much enjoyed our first snowbird experience!!
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- Naples Beach
- Captiva Island
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- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
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