Holiday rentals with a kayak in Estero Island

Love love love this place! Had 11 of us with plenty of rooms and bathrooms for all. Beautiful place and close to everything. Enjoyed the pool and pier. Caught tons of fish right off the dock. Meat market close by with great steaks. Wonderful outdoor kitchen. Hope we can go back next year. Grand daughters cried when we left because they had so much fun!

We had a wonderful stay at Sunset Villa. The home is in a peaceful neighborhood, surrounded by plenty to do. We felt safe at all times, and enjoyed on a consistent basis the beautiful pool and hot tub right out the back door. They were plenty of opportunities to fish, and enough space for our entire party to come together but also enjoy quiet time on our own. Regina is an incredibly responsive host, with tons of suggestions on how to fill your time. We would highly recommend this property!

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 !

Clean, updated home that looked just as pictured in the listing. Great for families with little ones as it has so many extras like a pack and play, sippy cups, baby monitor, etc! Tons of beach chairs, umbrellas and toys for the kids! Super responsive. We actually had an issue with the AC overnight and they contacted us before we had a chance to reach out. They had someone out and it was fixed within the day!

We booked Lisa's place for our family vacation. Plenty of room for my husband, myself and our 3 adult children and their spouses. Home is beautifully maintained with lots of space and amenities. Lisa is a very gracious and accommodating hostess who answered quickly with any questions we had leading up to our stay and the few we had while there. She had great recommendations for things to do in the area. The lanai and pool area are fantastic and where we spent a lot of our time. Kitchen is stocked with all the pots, pans, blenders, etc you could think of making it easy to grocery shop and prepare meals at the house if you wanted to. 5 stars all the way!

Great home, amazing pool area, great view while sitting on the deck, no complaints!

This places was spectacular! There were so many things to do. We didn't need to leave the house. Beautiful decor and tons of food and other extras! Highly recommend. The master suite is sooo big!

Our family enjoyed every second of vacation. The home was great, the location was perfect. The home had everything to make our trip memorable. Debbie was beyond amazing, we will definitely be back soon to visit again!

We had an amazing week at Mona’s Enchanted Cottage! Enchanted we were! Mona is so friendly and communicative, offering tons of great local recommendations. The cottage is cozy, clean, private, and had everything we needed. We loved kayaking—fed turtles, saw manatees swim by, birds, and even an owl! A few small gators kept their distance but not curious enough to bother. Fishing from the dock was fantastic—I caught 25+ fish across 5 different species. There’s definitely more than you can count though. The bait shop with the funny name further down the road had the best bait and tips. The hot tub spa is the super nice kind. We grilled dinner most nights and had no issues with the internet to stream shows when it rained. The town is small and cute. You can definitely find a place to listen to live music every night. Our dog adored the doggy beach, and Barefoot Beach was super close with easy parking at 10 AM. We didn’t want to leave, 10/10—already planning to come back!

This was an amazing place! Perfectly located and the views were breathtaking. Great place to unwind, relax and go on adventures! Very clean and felt just like home!

Séjour très agréable, calme une vrai vacance, belle maison propre, piscine et spa, et la maison était équipé de tout, rien ne manque. De très belles chambres avec des lits très confortables. La cour arrière donne sur un petit canal, de toute beauté de voir les bateaux passer, les gens nous salut. Très agréable. Tout est à proximité, épicerie, magasin, resto, la marina TARPON POINT à voir wow de wow tant la vue avec les bateaux que les restos succulent et les boutiques. A tout les samedis matin, à environ 10 minutes de la maison il y a un marché en pleine air, le Market Farm, super bien, et après à côté il y a le restaurant le Rusty’s pour le dîner belle terrasse. Et tout c’est endroit avec la possibilité d’amener votre chien. L’hôte Ingrid est très gentille, comique, et répond très rapidement à vos questions. C’est une maison à réserver. J’y retournerais certainement. Merci Ingrid de ta gentillesse. Xx

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.

RedAwning was the perfect accommodation for our 3-day fishing trip. We docked the boat directly behind the house, which was equipped with a fish-cleaning station and comfortable outdoor patio. The hosts were friendly and responsive, even offering to replace the coffee maker we were having some trouble with. The house was clean and comfortable, and the kitchen well-equipped (including complimentary wine and water bottles!). It would have been nice to have a second bathroom, but otherwise it was perfect!

Ernest was great! He was super responsive when we were trying to get the heat to work and was very proactive. He had renovated the place nicely after the area had experienced hurricane damage. The town is still in recovery but the neighbors were friendly when we were walking around. I will note that the current pictures (as of Jan 2025) are not up to date due to the renovations post hurricanes but all of the appliances/repairs are new and clean. and should not pose an issue on booking/staying at this house (i.e. the tiles in the bathroom are now white). We would stay here again!!

Cute cottage! It was clean, comfortable, and a great location! Bradley was an amazing host! He had everything you could possibly need, and went above and beyond to make our stay perfect. Highly recommended !!

Very nice cottage was perfect for weekend getaway