
Kid-friendly holiday rentals in Estero Island
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Estero Island
Guests agree: these family-friendly rentals 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 Island family-friendly rentals
Kid-friendly house rentals

Stunning Near Beach Residence with Pool
We had a great stay at this location. It’s a quick walk to the beach, restaurants and shops which made everything so easy. The pool was clean and had plenty of sitting space. The whole place was very clean and the check out was easy. I would stay again!

New Gorgeous Smart Home with Heated Pool on the Ca
Beautiful property! Lots of space and plenty to do. Dev is a great host! We will be sending guests his way in the future!

Escape to your Happy Place-pool, 6 bed 2 1/2 bath
This home was just what we needed for our Fort Myers Trip! Excellent amenities and comfortable space. Host was very friendly and quick to respond. Great experience, and we loved it!

Rose Garden (Arcade and Large Hot Tub)
Amazing stay. The house is super comfy, we loved the hot tub spa, games in the garage, loved the kitchen. Everything was clean and a lot of light coming from the windows which we loved. We didn’t get the time to grill but that grill looked amazing too. Definitely recommended. ⭐️⭐️⭐️⭐️⭐️

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access
I’m so glad that several other properties failed to respond to a boat question we had, which led me to finding Villa Agua Vista. Tonya responded to all my questions quickly or would always get back to me when she didn’t have an immediate answer. From start to finish Tonya was super easy to work with. Always helpful and very quick to respond. Definitely delightful and personable - a super host for sure! The property and its amenities were amazing. We used the kayaks a couple times and some of the fishing gear came in handy. The spa and pool were rarely lonely. We decided to replace our usual spring break on the sand with some place to moor a boat and it was great. The house was top notch, all the basic simple things were waiting for us. If you want to find something to complain about, I seriously doubt you can or would. The photos don’t do the home justice but they also don’t lie. So don’t over think it and just book with Tonya.

Boater’s Paradise-Stunning Sunsets! Games Room!
Meghan was always responsive from check in to check out. The house was everything we wanted and needed. It was our second time there so we knew what to expect. It was even better than the last visit! The house had everything we needed. All we did was get our groceries and relaxed for the entire week. We’ll definitely be back!

Oasis 2 Miles from the Island
We were in the FMB area to visit some friends & needed a place for us to stay along with our 2 fur babies. This place was perfect! Great location. Easy to find. We loved walking the park with the "kids". So peaceful & quiet this time of year. I highly recommend staying here & I know we will return.

Canal-front Paradise Retreat
The house was exactly as represented and expected. very clean and the kitchen was well stocked with what we needed for our stay. The space worked perfectly for our party size (4 adults & 2 kids) and the pool was a great way to cool off. Justin was very responsive before and during our stay.
Family-friendly apartment rentals

Scenic Retreat with Private Balcony
Amazing view of beach and bay in back yard. Awesome wildlife, iguanas, pelicans snagging fish and fish jumping out of the water. Very cool spot for one person or a couple.

Sand Dollar at The Fort Myers Beach Inn #19-0048
This was our second stay and we will definitely be back for a third! We love the location to the beach and times Square. The accommodations, the pool and the beautiful flowers keep us coming back for more!

Front Gulfview superb condo fully remodeled
The location of the condo was perfect, not too close, not too far from "time square" to do some shopping and get a bite to eat. The condo is beautifully done. It is comfortable and the kitchen is well equipped. The king size bed was very comfortable but the couch not so much. The views from the balcony were spectacular and the sunsets were postcard worthy. There was a coin-op laundry area, but we didnt use it. Serge responded immediately to any questions and was flexible with our arrival as our plane landed at 9 am. We did not use the pool, most of time it was a bit too crowded for me but the beach is what i went for, so I didn't mind that. It was also very nice to have the available beach chairs and umbrella, and I say this because people were asking us where we got them from. I would absolutely love to stay there again and even my husband, who is not a fan of the beach, was impressed with the beauty of Fort Myers Beach and location of where we stayed.

The Royal Escape
Irina place was very clean. smelled so good like lemon grass . it was nice and cool. bed was comfy too and the little outside area was nice as well had 2 chairs. I would definitely come again.

Lovers Key Beach Club Suite
Very clean and well equipped condo on the 10th floor overlooking the gulf and bay.l From our lanai we watched dolphins, ospreys and one morning a bald eagle diving for fish. Scott was a great host and responded to any questions we had within minutes. The property has a nice private beach, pool and 4 weber gas grills. Flippers restaurant is only steps away. The only issue is that the new bridge onto Ft.Myers Beach is under construction so at times there is construction noise and access to the beach south of the bridge is blocked. This was not a big issue for us and overall we had a very enjoyable week.

Private Apartment with sunny pool
Absolutely loved staying in this private home! Everything was exactly as listed and even better than expected. I got engaged on our stay there and it was the perfect place to celebrate as a couple! A very private, cute, and comfortable home. The pool was awesome to have and even had blowup tubes included. Would definitely come back here!

Ft. Myers Beach Condo - Location-Location-Location
always pleased with the condo and especially Tammy. the size of the condo is perfect for my husband and I. the pool was clean and refreshing on hot days. updated landscaping looks awesome

Ready Post Storms-Owners on HGTV -Private Sea Path
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a comfortable visit. The location was perfect—close to the beach and many restaurants. Our host was incredibly responsive and thoughtful, with great local recommendations and multiple check-ins to make sure we were doing okay. It truly felt like a home away from home. Would definitely stay here again!
Family-friendly apartment rentals

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.
Our stay at Yenny’s condo was great! She communicated quickly whenever I reached out before our stay and even contacted us once we were there asking if we needed a packnplay! The location is close to the grocery store, restaurants and Cape Coral beach. We hope the condo is available in the future when needed as our stay couldn’t have been better. Thank you, Yenny

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8
Great place to go with your family! Our 4 and 7 year old had the best time of their lives! I would stay here again!

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!

Santa Maria • Beach & Boating Getaway • Sleeps 8
This condo was perfect for our getaway to Southwest Florida. Excellent host and very friendly! We will be certain to visit again!

Summer Discount - Direct BEACH FRONT - Ocean Views
Adorable beach condo with amazing beach, gulf and sunset views. The hosts were very responsive. Close to grocery stores, souvenir shops and restaurants. A perfect island getaway.

2nd Floor Beachfront Condo Sanibel Harbour
The place was exactly as described—clean, comfortable, and well-equipped with everything we needed. The check-in process was smooth. The location was peaceful, perfect for relaxing. We especially enjoyed being right on the water for the beautiful sunsets.

Pleasant Paradise At Estero Beach & Tennis Club
This unit is wonderfully located, with a beautiful view of the shore. We usually prepare our b-fast & lunch in, then dinner out. The kitchen was very well equipped. It was great to have all the extras for the beach, chairs, cooler, toys, and umbrellas. We are grateful for a host with perfect communication skills, Thank you for that.

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Our stay at this Airbnb was absolutely amazing! From the moment we arrived, we were impressed by the attention to detail and the warm, welcoming atmosphere. The space was impeccably clean, beautifully decorated, and equipped with all the amenities we could have hoped for. The host was incredibly responsive and made sure we had everything we needed for a comfortable stay. We especially loved the cozy ambiance and the peaceful surroundings—it truly felt like a home away from home. We can’t wait to return and would highly recommend this place to anyone looking for a perfect getaway!
Destinations to explore
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Tampa Holiday rentals
- Seminole Holiday rentals
- Fort Lauderdale Holiday rentals
- Central Florida Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Florida Keys Holiday rentals
- Four Corners Holiday rentals
- Apartment rentals Estero Island
- House rentals Estero Island
- Rentals with a firepit Estero Island
- Family-friendly rentals Estero Island
- Rentals with a fireplace Estero Island
- Rentals with lake access Estero Island
- Flat rentals Estero Island
- Pet-friendly rentals Estero Island
- Rentals with a washing machine and dryer Estero Island
- Rentals with a hot tub Estero Island
- Rentals with beach access Estero Island
- Rentals with an EV charger Estero Island
- Fitness-friendly rentals Estero Island
- Rentals with pools Estero Island
- Beachfront rentals Estero Island
- Beach house rentals Estero Island
- Rentals with a patio Estero Island
- Beach apartment rentals Estero Island
- Rentals with outdoor seating Estero Island
- Waterfront rentals Estero Island
- Villa rentals Estero Island
- Rentals with a kayak Estero Island
- Family-friendly rentals Fort Myers Beach
- 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
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- Blind Pass Beach
- Stump Pass Beach State Park
- Gasparilla Island State Park
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park