Family-friendly vacation rentals in Estero Bay

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Estero Bay family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An outdoor tennis court is surrounded by lush greenery and palm trees. The court features a classic layout with clear lines marking the boundaries. Blue skies are visible overhead, enhancing the open and inviting atmosphere of the area.
Condo in Naples
4.93 out of 5 average rating, 159 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

NancyRating, 5 stars1 week ago
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎
Top guest favorite
A private outdoor area features a heated salt-water pool and spa, surrounded by a spacious stone patio. Six lounge chairs are arranged around a circular table, providing ample space for relaxation. Lush greenery and palm trees create a secluded atmosphere, enhancing the tranquil setting.
Home in Naples
4.84 out of 5 average rating, 190 reviews

FULL Reno LARGE Beach House w/ Pool & Spa

KarenRating, 5 stars1 month ago
Stayed for 5 nights with husband, 2 kids ages 11 and 12 along with Grandparents for a relaxing Spring Break getaway. The house was beautiful. Kitchen contained everything needed to make meals. Was great to have a washer and dryer. House is located close to beach and shopping. The highlight for us was the hours spent in beautiful backyard. The spa and pool were amazing! There is a covered area by pool where we ate many meals and played card games. Eric was very responsive whenever we had had a question.
Top guest favorite
An outdoor dining area features a large table with colorful cushioned chairs, situated next to a heated pool and hot tub. A ceiling fan provides comfort, while the screen enclosure ensures a pleasant atmosphere. Scenic views of the waterfront enhance the setting.
Home in Cape Coral
4.83 out of 5 average rating, 125 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

SusanRating, 5 stars3 months ago
We loved the house and how peaceful the neighborhood is. Great location near many restaurants and shopping, but still had a quiet stay. I would recommend having a rental car. The house was very clean and pictures are accurate. We enjoyed the lanai with comfortable seating, pool and hot tub. I would stay here again.
Top guest favorite
A screened lanai surrounds a serene swimming pool, featuring a bright pink inflatable flamingo. Comfortable loungers and a sitting area are positioned near the water, while lush greenery is visible beyond the enclosure, creating a tranquil outdoor space.
Home in Cape Coral
4.99 out of 5 average rating, 89 reviews

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

KarenRating, 5 stars1 month ago
We had an incredible week in this lovely, inviting, relaxing slice of paradise!! Responsive and friendly hosts, lovely landscaping, private lanai with nice chaise lounge chairs and waterfall hot tub and pool! We were outside enjoying it every day. Comfortable sitting areas, beds, kitchen was stocked with all the dishes and pans we needed to make several meals. Location was great for walks. It exceeded expectations each day! Look forward to returning someday! Thanks again Connie and Dale!!
Superhost
The living area is furnished with two large sofas and a coffee table, set upon a blue and white area rug. A painting with a serene landscape hangs on the wall, while a ceiling fan adds comfort. Natural light enters through large windows, enhancing the open layout.
Home in Cape Coral
4.87 out of 5 average rating, 148 reviews

Villa Scottsdale -Waterfront Home with Pool

DavidRating, 5 stars2 weeks ago
Very nice place we stayed there while doing some night work for Lee county utility. Place was clean and cozy beds were comfortable over all would not hesitate to use again
Top guest favorite
A screened patio area contains a hot tub and pool, surrounded by palm trees and lush greenery. Comfortable seating arrangements are visible, alongside a spacious layout that invites relaxation. The outdoor space is bathed in natural light, enhancing the tranquil atmosphere.
Home in Naples
5 out of 5 average rating, 16 reviews

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

JaylynRating, 5 stars8 months ago
Carla’s place was absolutely beautiful and she was a wonderful host! Extremely helpful and responsive with lots of great recommendations. The house was clean and just as described and we never wanted to leave the pool. Thanks Carla for an awesome stay - we will definitely be back!
Top guest favorite
Home in Estero
4.89 out of 5 average rating, 98 reviews

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME

CharlieRating, 5 stars6 months ago
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.
Guest favorite
A spacious living room features a large sectional sofa adorned with cushions. A wooden coffee table sits in the center, complemented by a vase of fresh flowers. Artworks line the walls, and a vibrant red accent chair, along with a sleek side table, adds a pop of color.
Home in Naples
4.92 out of 5 average rating, 99 reviews

Discounted Rates - Casa Mariposa - Pool | Spa

CarlaRating, 5 stars11 months ago
It was a pleasure staying at Michael place! we will come back!

Family- and pet-friendly home rentals

Superhost
A light-colored house with a covered porch featuring an orange umbrella stands surrounded by lush greenery. The property showcases a paved driveway leading to a two-car garage, contributing to a welcoming tropical ambiance.
Home in Fort Myers Beach
4.89 out of 5 average rating, 232 reviews

La Casa On Mango, heated pool-5 min walk to Beach

RobynRating, 5 stars3 months ago
My family met at FMB for Christmas and stayed at Andy’s house and it was just what we needed! The location is great, quick walk to the beach and restaurants and shops. The area is definitely still a mess from hurricane Ian, but places are starting to reopen and the beach is still lovely and clean. The house had everything we needed to cook meals and lots of stuff to take to the beach!
Top guest favorite
Home in Naples
4.98 out of 5 average rating, 116 reviews

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

JeanneRating, 5 stars1 month ago
We spent our family vacation at Katherine’s home in March 2025. Our vacation consisted of Myself and my husband, Our two sons and daughters in law and 3 children under 3 1/2. We enjoyed every minute from check-in to check-out. The house was very spacious, clean and childproof. The lanai area was perfect for relaxing! The pool was great, with a landing that was perfect for our 1 year old grandson to play. Our granddaughters lived in the perfectly heated pool when we were there. The pool lighting and uplighting were gorgeous. Katherine’s house was well stocked, plenty of pool toys, bikes and beach stuff. The location was perfect, with lots to do! We had such a good time, lots of memories and would highly recommend for your family vacation.
Superhost
The solar-heated pool is surrounded by a screened terrace, featuring two loungers for relaxation. A view of the lush greenery and waterway is visible beyond the pool, providing a serene backdrop for outdoor enjoyment.
Home in Cape Coral
4.81 out of 5 average rating, 153 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars3 weeks ago
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
Top guest favorite
Cottage in Naples
4.9 out of 5 average rating, 242 reviews

Cottage Close to Vanderbilt Beach Heated Pool

KendraRating, 5 stars1 month ago
We didn’t want to leave! Such a great house and location. It had everything we needed, including all kitchen ware. It was so nice being able to go up to Whole Foods & Trader Joe’s close by to cook at the house. The pool and screened in porch were so lovely. We’d definitely stay here again.
Guest favorite
A casual living area features a plush sectional sofa with bright throw pillows. Three nested coffee tables are positioned on a soft area rug, and natural light filters in through sheer white curtains, highlighting a bookshelf filled with books.
Cottage in Naples
4.81 out of 5 average rating, 100 reviews

Cozy Cottage Near Vanderbilt Beach

DivineRating, 5 stars2 weeks ago
Everything was great, the house was amazing and the host was very responsive when texted. I had an amazing time with my friend for my birthday! 10/10 recommend😊
Guest favorite
Home in Cape Coral
4.94 out of 5 average rating, 178 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

AmyRating, 5 stars3 weeks ago
Exceptionally beautiful interior. The pool was wonderful. The beds were very comfortable.
Superhost
The bathroom features a modern vanity with a clean white countertop and dark cabinetry. Natural light filters through a large window, enhancing the neutral-toned walls. A minimalist decor style is complemented by an art piece on the wall, while essential amenities are neatly arranged.
Home in Naples
4.89 out of 5 average rating, 231 reviews

Modern 4 bedroom villa w/ private heated pool

JillRating, 5 stars3 months ago
Great location in Naples close to shopping and restaurants. House was beautiful and well appointed, great for families. plenty of space. Gorgeous lanai and pool. Will definitely stay again and recommend to other travelers.
Superhost
A well-appointed bathroom features a spacious vanity with a wide mirror reflecting the space. Soft-colored towels in blue, green, and yellow are neatly arranged around a porcelain sink. Natural light enters through partially covered windows, illuminating the warm tones of the cabinetry.
Home in Cape Coral
5 out of 5 average rating, 4 reviews

Villa Pearl

KimRating, 5 stars70 months ago
Dorit and Top Florida is absolutely amazing. Very professional, helpful, and so accommodating for our family. Villa Pearl was a dream come true for us. So clean, very spacious, and had everything we would or want. Will definitely stay at Villa Pearl again and would definitely stay with a Top Florida property hosted by Dorit.

Family-friendly home rentals with a pool

Superhost
Home in Cape Coral
4.72 out of 5 average rating, 89 reviews

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks

NikiRating, 5 stars1 month ago
The place was nice. The only frustrating part was not having a washer and dryer for a few days and was stressing on our vacation about it. The host did let me know a few days before our stay and said it would be fixed. We got there on the 20th and it finally got fixed on the 24th. Other than that bump in our vacation everything was good. I’m just thankful Patricia was on top of it. The pool was cold when we got there but she told us how to heat it up and it was so nice to swim in a warm pool at night. My kids and I caught a stingray, catfish and a couple other ones on the canal. Got some shrimp a few miles away. We also saw a dolphin swim by! It was really relaxing sitting by the pool watching the boats go by in the morning. We are about 30 mins to Fort Myers. It depends on the traffic. There is everything you need with in a few miles. If you want a good pasta place to go check out TWO MEATBALLS IN THE KITCHEN. We loved that place!
Top guest favorite
A colorful playground is set within a sandy area, featuring a yellow slide and climbing structure alongside swings. Surrounding trees provide shade, creating a welcoming environment for children to play. Nearby, a sheltered area is visible, offering space for relaxation.
Home in Naples
5 out of 5 average rating, 26 reviews

Briarwood Paradise - The Briarwood Rental Company

ShannonRating, 5 stars3 months ago
The home was beautiful, clean, and well equipped. Very quiet safe neighborhood, took several walks. The pool was great!
Guest favorite
A solar heated pool is surrounded by a screened lanai, showcasing a textured patio surface. Multiple lounge chairs are positioned for relaxation, while a dining table with an umbrella provides shaded seating. Soft shadows from the structure add depth to the scene.
Home in Lehigh Acres
4.95 out of 5 average rating, 84 reviews

Secluded Pool Home

MicheleRating, 5 stars6 months ago
We love this place! Stayed here twice and will be back again. Has everything you need, is clean and has a great pool & patio! Virginia is responsive with any questions and very sweet. Recommend this place 100%!
Superhost
The image displays a private pool area illuminated in purple tones. Six colorful drinks are placed along the pool's edge. A large screen is visible in the background, suggesting a movie or entertainment feature in the area.
Home in Fort Myers
4.97 out of 5 average rating, 34 reviews

Your Dream Home Away From Home

KayRating, 5 stars21 months ago
This house was perfect for our family vacation, it had everything in it, that you could possibly need especially the kitchen and the pool area I have never seen such a well-stocked kitchen, and the grandkids loved all the pool toys and accessories We are definitely going to make this our yearly vacation designation !!!!
Superhost
A screened heated pool is surrounded by lush tropical plants and red lounge chairs. The tranquil water view is enhanced by a vibrant sunset with orange and purple hues visible through the enclosure, creating a serene environment.
Home in Cape Coral
4.89 out of 5 average rating, 57 reviews

PARADISE SUNSET

NancyRating, 5 stars1 month ago
A beautiful location, very quiet neighborhood, yet within 1.5 miles of a large supermarket and drugstores. Pictures are very accurate of the home. We loved the outdoor pool area/lanai. There was an issue with the pool filter causing the pool to become too cold for swimming during the last few days, which was unfortunate for us, but that was not the hosts' fault, and they were very responsive, within minutes. The home as a very comfortable layout with several large sitting areas inside, as well as a very large lanai area. Kitchen is well equipped with everything we could need. We did not use the grill, but there was one available. We had an issue with the smoke detectors and, again, a simple text to our hosts brought immediate response and remedy. Alexina and her husband are lovely and very responsive. I would recommend this beautiful spot and we would return on our next trip to Cape Coral.
Top guest favorite
The exterior of the house is featured, showcasing a well-maintained lawn and neatly trimmed landscaping. The driveway leads to the front door, flanked by palm trees and colorful shrubs. The home has a light-colored facade with a tiled roof, offering an inviting presence.
Home in Cape Coral
4.99 out of 5 average rating, 239 reviews

Gulf access waterfront heated pool

JulieRating, 5 stars5 days ago
One of my most Favorite places in the world to stay! 3rd time!! Kevin is a wonderful host. He is very easy to get ahold of and will always provide useful information as well as things to see or do in the area. The property is so peaceful and relaxing. Exceptionally clean and everything you can think of that you will need is there and then some. Neighbors are very friendly and you will feel safe. You will even see the famous Cape Coral Burrowing Owls!! Definitely has become one of my "Happy Places!" Can't wait to return! ❤️
Guest favorite
A modern kitchen is presented, featuring white cabinetry and a smooth granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A double sink is set into the countertop, with soft lighting illuminating the space, enhancing its clean and functional design.
Home in Fort Myers Beach
4.86 out of 5 average rating, 63 reviews

SeaClusion Oasis

JodieRating, 5 stars2 weeks ago
The Bay and Beach were both very walkable just as described. We rented bikes for our boys for reasonable prices and very easy. House was comfortable and pool was relaxing after a day at the beach. We thoroughly enjoyed it!
Superhost
Home in Cape Coral
4.7 out of 5 average rating, 10 reviews

Gulf Access 4/2 with Huge South Facing Pool Deck

SibylRating, 5 stars34 months ago
This property is everything it says it is. My family had a wonderful vacation at this location. We were very pleased!

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