Waterfront holiday rentals in Estero Island

Find and book unique waterfront rentals on Airbnb

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 favourite
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.
Holiday home in Fort Myers Beach
5 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 favourite
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 Cape Coral
4.99 out of 5 average rating, 257 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 favourite
Apartment in Fort Myers Beach
5 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 favourite
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 favourite
Flat in Fort Myers Beach
5 out of 5 average rating, 14 reviews

Beachfront Condo | Gulf Views - Ocean Glass

Beach Villas #503 – Beautiful Beachfront Condo with Screened Lanai. Wake up to the sound of waves and end your day with breathtaking sunsets over the Gulf of Mexico. This 2-bedroom, 2-bath condo is beautifully decorated and perfectly located on the north end of Fort Myers Beach. Sleeps up to 6 with a king bed in the Primary, two double beds in the guest room. Community pool, BBQ grill, and beach chairs available. Free WIFI, keyless entry, and a dedicated parking pass for one vehicle.

Guest favourite
A two-story beachfront home features a pastel green exterior with white accents and a welcoming front porch. Lush landscaping surrounds the property, and a flag is displayed proudly from the garage. Palm trees sway gently in the foreground, while a clear blue sky complements the vibrant setting.
Home in Fort Myers Beach
5 out of 5 average rating, 34 reviews

Casa Mia - heaven on the beach STR# 20-0043

Welcome to our beach front home with private walk to the beach. Perfect location. Publix grocery store and restaurants just one block away. The beach is coming back to life. The beach looks great, restaurants and bars are opening and parasailing is back. Food truck courts are now a new addition to the beach. Live outdoor music is back. The Yucatán, Wahoo Willys, Bonita Bills, Dixie Seafood, Fresh Catch Bistro and Junkanoo are some of restaurant’s now open. Beach trolley is running.

Top guest favourite
A dining area features a round marble table surrounded by sleek black chairs, accented by a vibrant arrangement of pink flowers. In the background, a living space includes a luxurious chandelier, comfortable seating, and large windows revealing views of the beach.
Apartment in Fort Myers Beach
5 out of 5 average rating, 28 reviews

Seaside 204 Beachfront condo - Luna Sea on FMB

LunaSea is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba second 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 favourite
Apartment in Fort Myers Beach
5 out of 5 average rating, 9 reviews

102B Gulf Water Views + 2 Bikes + Beach Items

Gulf-front condo at Estero Beach & Tennis Club! This Serena & Lily–styled retreat sleeps 4 and offers stunning views, dolphin sightings, and unforgettable sunsets. Enjoy a fully equipped kitchen with a rare dishwasher, USB-C outlets, and premium amenities. Beach wagon, chairs, toys, fishing gear, and more are included with your stay. Relax by the pool or by the beach —no detail is missed in this exceptional coastal escape.

Top guest favourite
Villa in Fort Myers Beach
5 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 favourite
Home in Fort Myers Beach
5 out of 5 average rating, 14 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 favourite
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 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

Guest favourite
Home in Naples
5 out of 5 average rating, 12 reviews

Naples Dream Getaway w/ a view !

!!Book with us and avoid paying Airbnb Fees!!! Luxury Lakeside Villa in Naples – Your Perfect Coastal Escape Welcome to your dream retreat in beautiful Naples, Florida! This stunning luxury villa is perfectly located just 15 minutes from the white sands of Vanderbilt Beach and close to top-tier shopping, dining, and entertainment.

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