Waterfront vacation rentals in Estero Island

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Top-rated waterfront rentals in Estero Island

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Bonita Springs
5.0 out of 5 average rating, 100 reviews

Remodeled 4 BR 3 Full Bath Sunshine Getaway

A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!

Top guest favorite
An airy kitchen and dining area showcases light wood flooring and a spacious island with bar seating. White cabinetry contrasts with a vibrant blue backsplash. A dining table with blue chairs is accented by natural light from large windows, creating a bright and open space.
Vacation home in Fort Myers Beach
5.0 out of 5 average rating, 25 reviews

Heated pool, canal, outdoor kitchen & walk 2 Beach

Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

Top guest favorite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Pelican
4.99 out of 5 average rating, 260 reviews

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!

Top guest favorite
Aerial view of a spacious waterfront property featuring a pool area enclosed by a screen. Lush palm trees surround the structure, with a boat lift visible along the water's edge. The ocean and distant buildings can be seen in the background.
Home in Fort Myers Beach
5.0 out of 5 average rating, 18 reviews

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

Top guest favorite
Condo in Fort Myers Beach
5.0 out of 5 average rating, 7 reviews

Seaside Resort 210: oceanfront views, heated pool

* This is a corner unit! * Sun-kissed, center-island paradise, * Located directly on the pristine, white sands of Fort Myers Beach. peaceful * Peaceful sounds of ocean waves, panoramic ocean & beach views * Large heated pool. * The island’s only Supermarket, popular bar/restaurant (Junkanoo) & Snook Bight Marina (boat rental, sunset cruises, deep sea fishing) are right across the street! * Comfortable beds, digital locks throughout, 3 new flat screen TV's, 6 beach towels provided.

Top guest favorite
A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.
Home in Fort Myers Beach
4.99 out of 5 average rating, 113 reviews

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.

Top guest favorite
A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.
Home in Fort Myers Beach
4.98 out of 5 average rating, 40 reviews

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Top guest favorite
A stylish living area is arranged with a leather sofa and chairs, facing a large flat screen TV. Natural light floods the space through glass doors leading to a balcony with ocean views. A dining table with seating for four is placed near a decorative plant and vibrant pink flowers.
Condo in Fort Myers Beach
5.0 out of 5 average rating, 24 reviews

Seaside 408 - Beachfront 2BR/2BA Sea La Vie on FMB

Sea La Vie is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

Top guest favorite
Villa in Fort Myers Beach
5.0 out of 5 average rating, 28 reviews

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

Top guest favorite
Condo in Fort Myers Beach
4.84 out of 5 average rating, 125 reviews

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.

Top guest favorite
Home in Fort Myers Beach
5.0 out of 5 average rating, 16 reviews

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.

Top guest favorite
A single-level waterfront home is presented with a light green exterior and a blue garage door. Surrounding palm trees and landscaped gardens complement the modern architecture, showcasing a well-maintained lawn. The house overlooks a wide canal, emphasizing its coastal setting.
Home in Fort Myers Beach
5.0 out of 5 average rating, 24 reviews

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Come enjoy this waterfront coastal getaway. Equipped with an infinity edge pool, dock with a motorized boat lift, and outdoor dining/grill area. Enjoy your morning sunrise over the water on the widest canal on the island. The stylish interior is spacious with a mix of mid century modern and coastal flare. This is truly your home away from home. Rental License #24-0087

Popular amenities for Estero Island waterfront rentals

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