Kid-friendly holiday rentals in Estero Island

Waterfront Cape Escape - Heated Salt Water Pool!

Luxurious saltwater pool with a screened-in enclosure offering picturesque views of the canal. The pool includes a shallow sun shelf and bubbler, ideal for young children and those looking to relax by the water's edge. Several outdoor seating areas provide a tranquil space to observe and interact with the local wildlife, including turtles and fish. Conveniently situated near a variety of dining options and within easy driving distance to one of the many beaches available in Southwest Florida!

Welcome to Paradise at CollinsCoveCaptiva!

Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

PoolsideParadise-Kid&PetFriendly

Escape to this charming ranch-style home, centrally located just minutes from schools (FGCU), RSW airport, shopping, and gulf beaches. Enjoy sunny days by the sparkling pool, where kids can splash and play while pets roam freely in the spacious fenced yard. With cozy living spaces and a fully equipped kitchen, this home is perfect for relaxation and family fun. This is the ideal getaway for families and pet lovers alike. Book your stay and create unforgettable memories!

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

Beautiful River Front House with Pool and Hot Tub

Enjoy life on the water with this stunning river front house overlooking the Caloosahatchee River! This luxurious home features an outdoor oasis with Adirondack chairs, an outdoor kitchen and pool/hot tub area perfect for entertaining. Lush palm trees provide shade as you relax in seclusion. Inside, open floor plans connect you to the tranquil river views. Make every day a peaceful getaway in this one-of-a-kind waterfront paradise.

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.

Blue Lagoon w/ heated pool-2 min walk to beach

FMB Reg 19-1212 . Hurricane Ian caused damage to the island but the home is back fully operational as it was prior to the storm & beaches look great! Come be part of #FMBStrong! Check the Town of FMB or Chamber Websites for more info. No refunds outside our cancelation policy. TRAVEL INSURANCE IS HIGHLY RECOMMENDED FOR TRAVEL DISRUPTION.

Escape to Cape!

Look no further than Escape to Cape for your perfect vacation for the whole family! -This amazing pool home with 4 bedroom and 2 bath located on a canal, is fully furnished with extra amenities including a game room! -Located in South East Cape with numerous family friendly places within a mile!

Villa Carmen

Villa Carmen has been equipped with everything you need to feel at home during your stay. The inside of the home was redone and refurnished in 2022, to give Villa Carmen its modern, coastal contemporary vibe. A sense of Florida relaxation will welcome you as soon as you enter the property.