Family-friendly vacation rentals in Estero Island

2 BR w/ Private Pool/Backyard, 2 min walk to Beach

Your getaway awaits in Ft Myers Beach. This upstairs unit has 2 bedrooms with 1 queen bed, 1 full bed, & 1 twin trundle bed; & 1 bathroom. This unit features an open concept living room with 2 futons for additional sleeping space, full kitchen, & dining area. Relax in the private backyard with pool, outdoor shower, games, bbq, & fire pit. Perfect if you’re looking for the best stay just 2 minutes walking distance from the beach. Now with all-in-one washer/dryer in unit & option for pool heating!

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi

🌴 Prime Location • Fully Remodeled 11/15/25 ✨Enjoy the new 14×16 ft heated swim Jacuzzi—largest on the island—w/chairs/loungers for 16 ++ no-stairs layout just 200 ft from the nicest beach in SW Florida++ **4,000 sq ft of brand new travertine around the property and in the back yard ✨ 2BR/2BA • Sleeps 8 (2 queens, 2 Chairs that fold into single beds + huge sofa) 🚗 Parking for 4 🍹 Backyard w/ BBQ & Dining for 14 📺 WiFi, Netflix, 3 A/C units 🚲 New bikes, beach chairs & beach towels

100% cancel policy,Heated Pool, Beach, Dogs ok.

Everything provided for the best family vacation ever. Relaxing, Convenient location, 3 minute walk to grocery store. Heated indoor pool / hot tub its bright, light and very clean. Short walk to the beach 400 ft. 3 bedrooms sleeps 6 or 7 has 2 bath, a large living room, dining area and sitting area, full stocked kitchen free laundry area washer and dryer. grill, 2 new 55" TVs. Very fast internet. Dogs welcome. Fort Myer Beach STR Rental#19-1380. Unit 284624w4004000080. Application: A250616

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Beachside Living – Walk to the Water!

Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

We are very excited to update this listing with brand new pictures of this fully renovated home. Everything in Kelsabella is brand new and has plenty of room for everyone. 4 bedroom 2 and 1/2 bathroom with an outdoor heated shower. This is a one story home located in a beautiful neighborhood walking distance to all the activity's and steps away from your beach access . Pool is also heated so it can be used all year round. STR Registration # 21-0367

3BD 1-Acre Oasis: Private Pool Estate near Beaches

✨ Experience the 'Casa Bonita Florida’ Standard—where 1-acre privacy meets 5-star hospitality. ✨ Discover the unrivaled guest experience at Casa Bonita Florida—a secluded 1-acre retreat in Bonita Springs designed for ultimate privacy and coastal luxury. Spotlessly clean, pet-free, and fully stocked, we offer a "Top Shelf" stay backed by a flexible cancellation policy. Book with total confidence and relax in your own private resort!

The Lime Margarita at the Anchorage

To the beach, beach, beach! This upstairs condo is located within a ten minute walk to the beach! Simply go straight down the street to the end of the road and you will find beach access entrances on each side! This is a location that you truly cannot beat! Located mid-island, it offers the best of both worlds - canal views with peace and quietness alongside the bustling beach with shops, restaurants and a pier not too far away!

1min walk to beach, BBQ, Free Parking, Beachgear

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Mid Island Home with Hot Tub 1 Block from beach!

Your perfect escape awaits at The Salty Mermaid! Ideally located mid-island, just a block from the beach, this charming retreat offers breathtaking canal views. Our community has a deeded beach access for easy beach entry. Relax in the hot tub on the back patio or explore nearby bars/restaurants featuring live music. We provide everything you need for a stress-free stay as well as some awesome extras available for rent!

Gulf Water Views + 2 bikes, beach gear weekly stay

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.