Holiday rentals with beach access in Estero Island

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

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.

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Charming suite w/ private deck Downtown FMB

Discover the perfect blend of modern and tropical charm at our 1BR/1BA loft apartment in Downtown Fort Myers Beach. Just a 2-minute walk to the white sands, this upscale retreat is walking distance to the beach, Times Square, restaurants, bars, and shops. Enjoy water sports, kayaking, parks, and more. Ideal for couples, snowbirds, or anyone seeking a tropical escape, The Loft FMB combines modern comforts with island relaxation truly designed to feel like your home away from home.

Seashell Beach, your place to relax and enjoy.

ONE BLOCK FROM THE BEAUTIFUL BEACH OF NAPLES Take it easy at this unique and tranquil getaway. Experience the best of Naples from this beautifully updated condo, perfectly situated just a block from the iconic Naples Beach. Enjoy a bright and airy living space, modern amenities, and the convenience of being within walking distance to everything Naples has to offer - from vibrant restaurants to charming shops. Your effortless beach vacation starts here!

Beachfront Haven At EBTC Unit 106C-Dog Friendly

Welcome to Beachfront Haven, where you will take in the beautiful views of the Gulf of America from your private balcony. This 1-bedroom condo is the perfect vacation getaway. It is located in the Estero Beach and Tennis Club at the south end of the island. This is a 7 NIGHT MINIMUM rental property. This unit is small dog friendly, pet must be 30 pounds or under and you will need to fill out a pet verification form for the association.

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.

Top rated 2 bedroom 2 bathroom. 1 block to beach!

Prepare to be impressed by this wonderful 2nd floor apartment located just 1 short block from the beach. It sleeps a total of 4 guests (two queen beds) and features a tastefully designed kitchen, granite counters, stainless appliances, updated vanities, 3 tvs & travertine floors. Wifi, bbq grill and a private balcony…pretty much everything you’ll need for a great beach vacation! 247+ very happy guests and counting!

206C Gulf Water Views + 2 bikes + beach gear

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.

Water Front | Modern Open Concept | Beach Vibes

Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.

Boutique condo on the bay, short walk to the beach

This beautifully updated Condo sits right on Estero Bay with a beautiful view of the water right outside the back door. The beach, shopping plaza, drugstore, and Marina are within a very short walking distance making this condo perfectly situated in the quiet end of Fort Myers Beach. Kick back, relax, and unwind in this elegant yet casual Condo.

Island Paradise Walk to the Beach-Heated Pool

Just a block from white-sand beaches and only 1.2 miles to the vibrant heart of Times Square (Fort Myers Beach), this peaceful 2-bed, 2-bath home sleeps up to 6 and offers stylish updates, high-speed internet, and a secluded backyard pool to relax in after your Gulf-coast adventures.