Family-friendly holiday rentals in Estero Island

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

3 minute walk to Beach - Villa Palmetto

Villa Palmetto Beach Access #16 @ Dakota Ave Escape to Villa Palmetto, your private paradise in Fort Myers Beach! This stylish retreat blends modern comfort with coastal charm, perfect for families and friends seeking relaxation. Lounge by the shared pool, sip coffee on the patio, or explore the island’s vibrant scene. Just minutes from the sandy shores and top attractions, this home offers everything you need for an unforgettable getaway. Book now and experience the best of beachside living!

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!

Gorgeous Beach Residence with Pool, Spa, and Bikes

Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, and bikes, all within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 3 at Margarita Mansion, which is a 2/2 apartment with kitchen and pool/spa access. Pet friendly with a sleeping capacity of up to four guests, this property is perfect for those seeking an amenity rich accommodation with private patio and close proximity to the beach!

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.

Short walk to beach!

Relax with the whole family at this peaceful place to stay. This unit sleeps 8 guests with: private bedroom with King bed bunkbed (sleeps 4) with twin over full and twin trundle Queen futon Large television in living area and tv's in bunk room and king bedroom. Light and bright with sliders in opening up to the backyard. Well-equipped eat-in kitchen with barstools, new appliances and quartz countertops. This unit can be rented with 2 units upstairs, each sleeping an additional 4 guests.

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!

Stylish + Modern! 2 bed 2 bath. 1 block to beach!

One of the most popular vacation rental listings available on Ft Myers Beach! Get ready to thoroughly enjoy your beach vacation at this fully renovated 2 bedroom, 2 bath beach apartment! Wonderful section of the beach too- just one block to the sand. Why stay at a hotel when this is newer, nicer + better! Also check out my 2 other vacation rentals also available for rent in this same building and read the past guest reviews: 8+ years of very happy guests

Indian Bayou Lake House 1 - Lakeside Oasis

Located on a gorgeous fresh water lake, Indian Bayou Lake House 1 offers 2 bedroom and 1 bath accommodations. Walk into the open concept living area and take in the views of the lake from the floor to ceiling glass. Enjoy a full kitchen with all your major appliances and everything you need to whip up something tasty. Slip through the slider to step out on the deck overlooking the lake. You'll find seating and a BBQ grill out there.

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Bungalow 4ppl, 500ft to beach, BBQ, 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.

Get Outta the Cold! Huge Heated Pool (No Xtra Fee)

Catch your beach vibes at our airy oasis with water views, relaxing lanai and huge heated pool in Cape Coral's desired Yacht Club community! Our coastal escape is dog friendly, perfect for couples, families and friends who need some fun in the sun - and is fully stocked with everything you need for an amazing vacation! Leave your stress at the door and come unwind, relax, and live your best life while you’re here!