Beach house holiday rentals in Estero Island

The Lemon Drop

This charming escape away is in the perfect location on North Captiva Island. The private pool and hot tub won’t stop you from taking the few steps to the best beach area on the island. Be ready to become obsessed with total relaxation. New flat screen TV’s, ceiling fans, lighting, dishwasher, high speed internet and constant upgrades in this home are just the beginning for the brand new owners. Rooftop observation deck, views of the Gulf of Mexico and amazing stargazing, you’ll be hooked.

Ocean Views |Fast WiFi & Pool |5 Min Walk to Beach

❤We have OVER EIGHTY 5★ Reviews......Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Gulf of Mexico Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Pool, Hot Tub & Grill ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, recommendations, clean home) ★★ 3 hurricanes hit the area over the last 2 years but the area is coming back nicely★★

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.

Blue Tides Inn

Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation with a tropical pool. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

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.

Coastal Retreat - 3 Min Walk to Beach

Experience the Florida lifestyle in this recently renovated 3-bedroom, 2.5-bathroom home, just a short 3-minute walk to beautiful Bonita Beach and a mere 1-minute stroll to the bay. With approximately 2,800 sq. ft. of newly remodeled living space, this house can comfortably accommodate up to 12 guests. Games and essential beach equipment such as chairs, umbrellas, outdoor games, coolers, beach cart and more included.

Tropical Family Oasis: Pool, Spa, Golf Cart

"Discover island bliss at Green Tortuga! 🌴☀️ Accessible only by ferry, this 4-bed, 3-bath oasis offers 1,650 sq ft indoors and 1,400 sq ft outdoors. Enjoy uncrowded beaches and ultimate tranquility! Guests are welcome to enjoy the convenience of the golf cart included with your stay. To use the golf cart, a signed Golf Cart Agreement is required at the time of arrival.

Home in Naples Park Heated Pool

Escape to this newly remodeled beach house in north Naples. With 3 bedrooms and 2 bathrooms, this home is perfect for families or groups of friends looking to relax in paradise. Enjoy the breathtaking sunsets at Vanderbilt beach, walk or bike ride to the Mercato for great dining and shopping. This is the perfect home for your next beach getaway!

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.