
Family-friendly holiday rentals in Estero Bay
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Top-rated family-friendly rentals in Estero Bay
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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

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
This is the second time my family has stayed at Connie & Dale’s. We absolutely love it. The home is gorgeous and well equipped with everything you need. The outdoor patio area and pool/ jacuzzi is amazing. So beautiful and relaxing. Will definitely be back !

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.

Patricia - with Kayaks, Bikes and Boat Dock
Great Villa! Everything was wonderful! Beautiful view from backyard on canal! Very clean and comfortable! Good location close to shopping! No complaints only good service! Very recommended!!! Thank you for all!!!

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.

Waterfront pool/hot tub, south-facing w/ boat dock
Cute little place. Very quiet neighborhood but only a 5 minute drive to grocery stores and other amenities. My girls enjoyed the pool and the dock for fishing although they didn't get any bites. It was perfect for our small party of 3 for a quick trip to SW FL. Would definitely consider John's place again.
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

Cozy Cottage Near Vanderbilt Beach
It was a wonderful stay! Ben was very kind and provided wonderful service during our stay. He provided bikes so we wouldn’t have to pay for parking and it was only 10 minutes to the beach. If you’re looking for a quiet vacation, this is the place to be! The home was plenty of space to host friends family or even furry companions.

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.

Hideaway at Hidden Palms Cove
It was very nice! It was close to Sanibel island and near by restaurants. The place was clean! We stayed here on a work trip and it worked for us

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

Relaxing Waterfront Retreat: 1400 sq ft Home
Enjoyed our stay! Home is decorated in a lovely beach theme that makes you feel like you are on vacation the moment you walk in. Very well stocked with everything needed plus some. We brought our boat and found it very easy to get out to open water and the marina. Easy access to Sanibel beaches where we anchored with hundreds of other boats to enjoy the shallow calm water for Memorial Day weekend. Would highly recommend!
Family-friendly home rentals with a pool

Briarwood Paradise - The Briarwood Rental Company
This is the second time we've stayed at this house, and the third time with Marc and Anne as hosts. They're great! The house is very complete, tidy, there are plenty of towels and the kitchen is a 10. I recommend opening the windows and letting the sun in. It's a super bright house. The patio is always our meeting place: between the pool and the barbecue. We had a problem with the dryer, and Marc was absolutely prompt, attentive and helpful. The weather didn't help, but we still had a FANTASTIC time. The house has bicycles, which we enjoyed riding around the neighborhood, which is beautiful. Thanks for having us once again. We really take care of and feel at home in your home. Because that's how you make us feel, really well taken care of. THANK YOU FOR EVERYTHING ❤️

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.

Cathedral Heights
We had a great stay! The host is very accommodating and great communication. The home was beautiful.

Loggerhead Cay 553 - gulf view, beach side vacatio
Very nice, friendly apartment. Lovingly decorated and very well equipped. We especially appreciated the beach equipment. Quiet, relaxing environment. Everything has been brand new renovated, including the tennis courts. We can highly recommend the apartment and Ryan & Nicole are very attentive, courteous and helpful hosts who always responded within minutes. Thank you for everything! Hopefully we will be back soon :)

PARADISE SUNSET
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.

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!
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- 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
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
- Talis Park Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Sanibel Island Northern Beach