Beachfront holiday rentals in Estero Island

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

Welcome to GullWing 202! Experience the comfort of our OWNER-MANAGED 3-bedroom, 2-bath condo situated on Estero Island's broadest white-sand beach. Unwind and bask in the sunshine on the beach or beside the pool, all while supporting the restoration of Fort Myers Beach! Our pool area is ready for enjoyment, featuring brand-new loungers and fresh BBQ grills. Plus, with Publix and CVS open, as well as a growing selection of restaurants, you'll have all the essentials for an ideal getaway.

NEW Gulf View Villa 6 Bed 6 Bath Heated Pool!

Stunning 6-bedroom, 6-bathroom Gulf-view home just steps from the beach—sleeps 14 (plus 2 with trundles). Ideal for large families or groups, it features panoramic ocean views from two private balconies, a private elevator, en-suite bedrooms with premium linens, and a heated pool (no extra fee!). Enjoy expansive living areas, a gourmet kitchen, and close proximity to local dining, shops, and attractions. The perfect blend of luxury, comfort, and convenience for your next Gulf Coast getaway!

Relax FMB Gulf views/ pool Beautiful 2B/2B condo

White Cap Beach condo is just steps away from the gulfs white sandy beach. Relax, unwind, and create beautiful memories in this 2b/2b condo! The master bedroom oasis has a king size bed, full bathroom, private balcony, and a streaming TV. The second bedroom boasts a beachy feel with two twin beds and a streaming TV. The living room has a pull out queen sofa and a new 60 inch 4k TV. The fully loaded kitchen contains all your cooking needs. Enjoy Gulf views from your front balcony.

New Luxury Villa: 2 min walk to beach, gulf view

Welcome to a brand new luxury Villa just few steps from a private beach. It will immediately delight you upon arrival. It's located just across the street from the beach. Just 2 mins walk you will find a beautiful beach access and breathtaking white sand private beach, one of the most beautiful beaches in US with beautiful shells & blue water. Not only that you can watch a gorgeous sunset but also keep your eyes open for dolphins!!! Enjoy your holiday with us, you deserve it!

Villa Sorrento · 2025 Luxury · Walk to Town-Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and fenced pool backyard only a short walk to the white sugar sand beach and town with restaurants, bars, shops. Start your morning with coffee on the covered front/back porch, enjoying peeks of bay/gulf. Relax by the heated pool with a book, throw something on the grill or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or walk to town with bars and restaurants.

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

EBT 206C Gulf Water Panoramic Views +2 Bikes

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 Unit 206C at Estero Beach & Tennis Club offers the ultimate beachfront escape in Fort Myers Beach’s exclusive South End. With direct ocean views, pristine interiors, and steps to the sand, it’s perfect for relaxing, dolphin watching, and soaking up beach vibes. Thoughtfully designed and packed with top-tier amenities, it’s no surprise this clean, luxurious condo is a 5-star favorite.

"Seaspray" - beachfront, Amazing GULF VIEWS!

Hurricane Update: When Hurricane Ian hit on September 28, 2022 it devastated the island. Many complexes are still recovering. There is a likelihood that you will hear construction noises throughout your stay from our complex or neighboring complexes depending on the dates of your stay. We appreciate you being part of the healing process. There are plenty of local restaurants and shops to experience during your stay! #SanibelStrong