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Family-friendly holiday 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 favourite
Bungalow in Fort Myers
4.93 out of 5 average rating, 308 reviews

Rowan's Retreat

AbbieRating, 5 stars2 months ago
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
Superhost
Villa in Cape Coral
4.92 out of 5 average rating, 36 reviews

Sunset Paradise - Beautiful Sunsets and waterfront

AlbertoRating, 5 stars33 months ago
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.
Top guest favourite
Home in Cape Coral
4.83 out of 5 average rating, 126 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

AshleighRating, 5 stars1 month ago
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.
Top guest favourite
Home in Cape Coral
4.99 out of 5 average rating, 91 reviews

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

JessicaRating, 5 stars1 day ago
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!
Top guest favourite
Apartment in Naples
4.96 out of 5 average rating, 314 reviews

Lely Greenlinks Golf Resort Luxury Condo

BarbaraRating, 5 stars2 weeks ago
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!
Superhost
Home in Bonita Springs
4.86 out of 5 average rating, 100 reviews

New Luxury Villa: 2 min walk to beach, gulf view

SantiagoRating, 5 stars1 month ago
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.
Top guest favourite
Home in Estero
4.89 out of 5 average rating, 98 reviews

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME

CharlieRating, 5 stars8 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 favourite
Apartment in Fort Myers
4.97 out of 5 average rating, 121 reviews

2nd Floor Beachfront Condo Sanibel Harbour

TroyRating, 5 stars3 days ago
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

Superhost
Apartment in Sanibel
4.73 out of 5 average rating, 132 reviews

Sanibel Romantic Getaway

MicheleRating, 5 stars2 months ago
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.
Superhost
Home in Fort Myers Beach
4.89 out of 5 average rating, 233 reviews

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

MandyRating, 5 stars5 months ago
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!
Superhost
Home in Cape Coral
4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars2 months 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
Superhost
Home in Naples
4.91 out of 5 average rating, 124 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

ShawnRating, 5 stars2 months ago
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.
Guest favourite
Cottage in Naples
4.82 out of 5 average rating, 107 reviews

Cozy Cottage Near Vanderbilt Beach

JanRating, 5 stars2 days ago
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.
Superhost
Home in Naples
4.89 out of 5 average rating, 233 reviews

Modern 4 bedroom villa w/ private heated pool

ElizabethRating, 5 stars3 months ago
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.
Superhost
Townhouse in Fort Myers
4.88 out of 5 average rating, 137 reviews

Modern Townhouse close to beaches

SteveRating, 5 stars5 months ago
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.
Top guest favourite
Guest house in Fort Myers
4.97 out of 5 average rating, 300 reviews

Chameleon Guest Cabana

SophiaRating, 5 stars1 week ago
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

Guest favourite
Apartment in Sanibel
4.89 out of 5 average rating, 244 reviews

Rare walkout condo on Sanibel beach-Fully Restored

AnnastaciaRating, 5 stars1 week ago
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!
Guest favourite
Home in Lehigh Acres
4.95 out of 5 average rating, 85 reviews

Secluded Pool Home

JenniferRating, 5 stars1 month ago
Beautiful home with everything you could want in a quiet spot. It was a wonderful home away from home.
Superhost
Home in Cape Coral
4.75 out of 5 average rating, 53 reviews

Villa on the Sands

AndrewRating, 5 stars5 months ago
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.
Guest favourite
Home in Cape Coral
4.87 out of 5 average rating, 39 reviews

Luxury on Eight Lakes - Gulf Access & Pool table

StephenRating, 5 stars6 months ago
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.
Superhost
Home in Naples
4.77 out of 5 average rating, 235 reviews

4 Bed 2 Bath Vanderbilt Beach House W/Private Pool

HelenRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Bonita Springs
4.78 out of 5 average rating, 54 reviews

Canal heated pool house access to Golf and Gulf

BillRating, 5 stars2 weeks ago
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
Superhost
Home in Fort Myers
5 out of 5 average rating, 11 reviews

Lovely home nestled near Sanibel & Ft. Myers Beach

LindaRating, 5 stars15 months ago
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!!
Guest favourite
Home in Bonita Springs
4.96 out of 5 average rating, 70 reviews

Mango Bungalow Tropical Paradise pool beach dining

JanetRating, 5 stars3 months ago
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!

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