
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.
Holiday rentals for every style
Get the amount of space that is right for you
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

Sunset Paradise - Beautiful Sunsets and waterfront
The house we reserved was better than expected and everything was immaculate. Neil, the property manager responded right away when we called about a broken vaccum cleaner. Excellent response time and very professional. Unfortunately a thunderstorm damaged the AC and it couldn't be fixed right away, but Sean moved us right away to an even larger house. He even reimbursed us a day for our having to move and the night without AC. We definitely would rent from Sean again.

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.

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!

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!

New Luxury Villa: 2 min walk to beach, gulf view
Truly amazing location, perfect for family trips, we found the place with an AC problem and they quickly responded to it, they could not fix it right away,, because it was a Holiday but they brought a temp unit that partially offset the heat issue.

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.

2nd Floor Beachfront Condo Sanibel Harbour
We had a fantastic stay at this condo! The place was clean, comfortable, and exactly as described. The location was perfect—close to everything but still quiet and relaxing. Check-in was super easy, and the host was friendly and responsive. We loved having coffee on the lanai each morning and looking for dolphins and manatees. We would definitely stay here again! Taylor family
Family- and pet-friendly home rentals

Sanibel Romantic Getaway
We had a wonderful week at Nancy’s place! It was just right for my husband, me, and our small dog. Location is great and it’s an easy walk to the beach! While small, the apartment has all the necessities. We particularly liked that there is a bike rack and the house is beside a bike path.

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.

Modern 4 bedroom villa w/ private heated pool
The house is beautiful. It is very clean and had everything we needed for the week. We really enjoyed spending time in the enclosed pool area.

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.
Family-friendly home rentals with a pool

Rare walkout condo on Sanibel beach-Fully Restored
absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!

Secluded Pool Home
Beautiful home with everything you could want in a quiet spot. It was a wonderful home away from home.

Villa on the Sands
Family had wonderful time staying at Villa on the Sands and greatly enjoyed the heated pool. House was exceptionally clean and well decorated for Christmas and the beds were comfortable. We also enjoyed walking to the park nearby.

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.

4 Bed 2 Bath Vanderbilt Beach House W/Private Pool
Location was great. Near the beach, restaurants and shopping. The house was clean, beds were comfortable and plenty of room for everyone to be comfortable. The bathrooms were clean. The pool was amazing. We spent most of our time floating. We were there for some R&R and that’s actually what we had. We also found a place to listen to some music and dancing. &4 Uber got us there and home safe. We will definitely be back. Thanks Drew for sharing your place with us.

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!!

Mango Bungalow Tropical Paradise pool beach dining
We had a wonderful relaxing 3 weeks at Roger’s home. The kitchen was well stocked. We enjoyed the lanai reading, but never did get a chance to use the grill that was available. We loved that bikes were available and the area ( side streets) were safe to bike. My husband also rode down Vanderbilt Rd bike path several times. The pool water was warm…much to my liking. I believe covering it with their pool cover at night really helped to keep it pleasantly warm. We did venture down to barefoot beach twice….once for the sunset. It was great to have use of their beach chairs etc. We loved walking to Enzo’s for happy hour - so close. We have stayed at many Airbnb and Roger’s home was one of the best!
Destinations to explore
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Tampa Holiday rentals
- Miami Beach Holiday rentals
- Central Florida Holiday rentals
- Seminole Holiday rentals
- Florida Keys Holiday rentals
- Key West Holiday rentals
- Kissimmee Holiday rentals
- Rentals with pools Estero Bay
- Rentals with a patio Estero Bay
- Rentals with a hot tub Estero Bay
- House rentals Estero Bay
- Rentals with beach access Estero Bay
- Rentals with a washing machine and dryer Estero Bay
- Waterfront rentals Estero Bay
- Apartment rentals Estero Bay
- Rentals with a fireplace Estero Bay
- Rentals with a firepit Estero Bay
- Beachfront rentals Estero Bay
- Rentals with outdoor seating Estero Bay
- Flat rentals Estero Bay
- Villa rentals Estero Bay
- Fitness-friendly rentals Estero Bay
- Family-friendly rentals Lee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Naples Beach
- Captiva Island
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Lovers Key Beach
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Panther Run Golf Club
- Delnor-Wiggins Pass State Park
- Englewood Beach
- Bonita National Golf & Country Club
- Morgan Beach
- Heritage Bay Golf & Country Club
- LaPlaya Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Boca Grande Pass
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
- Talis Park Golf Club
- Sanibel Island Northern Beach
- Esplanade Golf & Country Club of Naples