Family-friendly holiday rentals in Cypress Lake

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

I recently stayed at Eric’s Airbnb and had an absolutely wonderful experience. From the moment I arrived, everything exceeded my expectations. The space was spotless, beautifully decorated, and just like the pictures. The location was ideal: tucked away in a quiet neighborhood but still close to everything I needed—shops, restaurants, and some great local attractions. The bed was incredibly comfortable, and I slept better than I had in weeks. Communication with the host was seamless. Eric was friendly, responsive, and provided clear instructions for check-in and check-out. Overall, it was a relaxing and enjoyable stay. I would absolutely book again and recommend this place.

Best house we have stayed in. We rebooked for next year! The host went above and beyond for our 3 month stay! Can’t wait to come back in December!!!

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 !

Maggie's place was perfect for our family of 5 with 3 teenagers. We enjoyed fishing off the dock, swimming in the pool and loved all the birds and lizards in the back yard. There was an issue with the air conditioner and Maggie was responsive with the issue. The house was comfortable and in a great location to visit Sanibel Island and the Everglades. We would definitely stay at Maggie's place again.

We had a fantastic stay! The house was incredibly well-equipped—there were plenty of essentials like paper towels, toilet paper, and all the little extras that make a stay comfortable and convenient. The pool and hot tub were both in perfect working order and made for a relaxing time day or night. The canal out back was a real highlight—great fishing with a wide variety of fish, including catfish, gar, and more. The house also came with five bicycles available for tenant use, which was a nice bonus, and there were TVs in every room—perfect for unwinding after a long day. The home felt truly luxurious, especially for the price. Jeff was a great host, and everything went smoothly. Highly recommend!

We had a wonderful stay at this home. The pictures don’t do it justice. The home is much nicer than the photos. The outdoor space is amazing. Kitchen was well stocked. Location was perfect. We’ll definitely stay here again.

We had a wonderful stay! We came to Florida for our anniversary and were happy to find Kevin's place. The Condo was beautiful and supplied with everything we needed. It was very quiet and private. We enjoyed the view of the Gulf from the balcony. The pool area was very clean and not crowded. Flippers Restaurant had exceptional food every time. We would definitely stay here again! Highly recommended.

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.

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!

The house is very spacious and well equipped. It served exactly our trip purpose. The distance to the beach is totally walkable, thought in 90 degree heat it was a bit of a challenge. The distance to restaurants, shopping centers and grocery stores is great, less than 10 minutes drive, probably walkable but we did not try to walk to the stores. Communication was very easy, instructions crystal clear. The pool is small, and there’s no backyard around it. It got pretty warm outside with the typical weather we experienced, not much air circulation especially the night we grilled. Still, it got us together, relaxing. I couldn’t imagine not having a pool. If I was going back to Naples I would stay there again!

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

The home was amazing with a heated pool, 5 minute drive and 20 minute walk to vanderbilt beach. The kitchen has everything you need and the bedrooms were great.

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.

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.

Loved the house was perfect for peaceful vacation and to relax. Very nice neighborhood. Will definitely stay there again for the next vacation.

had an amazing stay! Patricia was very responsive and proactive when it came to small problems. Beautiful location in a private neighborhood. Overall I highly recommend this airbnb!

If you are fortunate enough to come across Fatemeh’s listing - book it immediately! Fatemeh’s beautiful bungalow is the place to stay! We have stayed at many places in our travels to Sanibel Island and Fatemeh’s place is by far our favorite- I am a picky renter too! She is quick to respond to questions, made checking in a breeze and even messaged us a few days in to see if we needed anything. The community is amazing and the pools are a dream with a tiki bar for both drinks and food. There were bikes and beach chairs to use too. Her place is a 5⭐️ rental. You will be glad you took my advice- I promise!

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.

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

we stayed 3 weeks and felt like at home from the first moment on. the house is amazing. very clean. everything is working well. you have all what you need and more. my wife was so happy to see the air fryer. smile. we cooked for ourself most of the time. if I would choose a home for the rest of my live I would choose a one like this. short trip to many restaurants and shops. we loved our stay and will come back for sure. John and Colleen are so friendly and helpful. always available. we will put this stay to the best 3 of our lifetime. we thank John and Colleen so much to make our stay so memorable.

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.

Thank you Judy! We really enjoyed our stay it was delightful sitting out looking at the Marina watching the boats and the Sunset! Cass Cay is a great place to get dinner, drinks and listen to great music! Met your neighbor Mark and his friends Jim and Debby very nice to meet and talk with them. If we come to the area again we would definitely stay with you again! Thank you!

We were in the area for a baseball tournament and this was the perfect centrally located home. There’s a pool and fishing out back so the kids were busy when they weren’t at the field. Great host, very friendly. We will stay here again.