Family-friendly vacation rentals in Estero Island

Sandy Feet Retreat on Virginia Ave

Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

Heated pool, canal, outdoor kitchen & walk 2 Beach

Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Waterfront Luxury | Walk to Beach | Heated Pool

For a true luxury escape look no further than this modern waterfront 3 bedroom home with spacious sun lit rooms, a large chefs kitchen and a sparkling heated pool overlooking the canal. Located right in the heart of Fort Myers Beach house is within walking distance to the beach, beach shops and 5 min from the grocery store. Sit at the balcony and watch out for manatees or if you're really lucky the occasional dolphin making their way up the canal while enjoying the views. Lic # STR 22-0028

Heated pool home Mid Island Short walk to beach

New to the rental market! This stylish retreat is perfect for families or groups with plenty of space to unwind. Featuring 4 bedrooms with 2.5 bathrooms, you’ll enjoy comfort and privacy throughout your stay. Perfectly located mid-island, just a short walk to the soft sands of FMB. Out back, a huge pool on the canal and large patio provide the ultimate spot for swimming and soaking up sun. Private parking and all the essentials for a seamless stay. Book today. Prime dates won’t last long!

Sea Salt FMB! Stunning pool and island location.

STR #22-0432 Welcome to Sea Salt FMB! This stunningly decorated 4 bedroom and 4 bath pool home is just one block to the beautiful sands of Fort Myers Beach. The unique property features two master suites and two additional king guest bedrooms both incorporating an additional over-the-top bunk that the kids will adore. Side by side living spaces connected via outdoor terrace make Sea Salt FMB an absolute perfect choice for families or groups of friends looking for a perfect beach getaway.

Walk to Times Square, steps to the Beach!

Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Blue Coconut Retreat

Brand-new, custom-built beach house just steps from the sand! Enjoy beach views, a private pool, all-new furniture and bedding, and stylish coastal decor. Relax in comfort with an open, airy layout curated for tranquility. Located just 5 blocks from Publix, Junkanoo, and Fresh Catch Bistro. Whether you're soaking up the sun or dining nearby, this peaceful retreat offers the perfect Fort Myers Beach getaway!

Villa Capri · 2025 Luxury Build · Steps to Beach

Hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new, elevator-equipped home includes beach gear and is thoughtfully designed, furnished, and stocked. Enjoy a spacious lanai, fenced backyard, and heated pool & spa just steps from the sugar-white beach. Sip coffee with Gulf views, relax poolside, grill outdoors, then hop on the free open-air Tram to nearby bars and restaurants.

The Natural Palm Beach House: Luxurious & Low-Tox

A beautiful mid-island duplex on one of the best streets in Fort Myers Beach with a 5-minute walk to the beach! Completely renovated in 2023, this professionally designed and decorated beach house with 3 bed/ 2 bath + loft, gives you everything: easy walking access to the beach, ample outdoor space, low-tox living, and the upgraded amenities you need to relax and make wonderful memories.

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Come enjoy this waterfront coastal getaway. Equipped with an infinity edge pool, dock with a motorized boat lift, and outdoor dining/grill area. Enjoy your morning sunrise over the water on the widest canal on the island. The stylish interior is spacious with a mix of mid century modern and coastal flare. This is truly your home away from home. Rental License #24-0087