Waterfront vacation 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 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 out of 5 average rating, 11 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

Guest favorite

A private lanai overlooks the sandy beach and Gulf waters, featuring a small round table with a textured surface and two chairs. A bright pink pillow with the word 'Salty' adds a pop of colour, while distant beach umbrellas can be seen dotting the shore.

Condo in Fort Myers Beach

4.82 out of 5 average rating, 112 reviews

Oceanfront Views + Balcony Sunsets Bikes Included

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: • Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. • Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. • Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. • Comfy King Bed: Sleep to the sound of waves in a plush king-size

Top guest favorite

Home in Cape Coral

4.97 out of 5 average rating, 122 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Superhost

A beachfront balcony offers calming views of the ocean and palm trees. The spacious area features two light-colored chairs positioned for relaxation. Below, the pool area is visible, along with a well-maintained lawn leading to the beach.

Apartment in Fort Myers Beach

4.86 out of 5 average rating, 44 reviews

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

Enjoy the Newly remodeled condo & Pool, Sleeps4+ Relax in this completely remodeled & peaceful beachfront stay right on the white sand.Great Location of this lovely condo A #304 walk or take the 0.75 trolly to grocery store & time square. Just minutes away from the wide range of restaurants, shopping & fishing charters of Santini Marina.Our privet paths leads you to the Golf of Mexico's white sand beaches, tennis & shuffleboard courts, the large heated pool, beautiful beaches. MemoryFoam Beds.

Top guest favorite

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Fort Myers

4.98 out of 5 average rating, 171 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Superhost

A glass filled with a refreshing drink is held against a vibrant sunset backdrop. Soft golden light reflects off the surface of the drink, while wispy clouds scatter across the sky, indicating a serene beachfront setting.

Condo in Fort Myers Beach

4.94 out of 5 average rating, 35 reviews

Newly Renovated Second Floor 1 Bedroom Condo

We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

Top guest favorite

A modern stilt home is nestled along a canal, featuring a large deck accessible by wooden stairs. Palm trees frame the exterior, while a private dock provides space for a boat. The tranquil setting is enhanced by the soft glow of the sunset.

Home in Naples

4.99 out of 5 average rating, 162 reviews

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

Top guest favorite

An aerial view of the home reveals a spacious backyard adjacent to a yard canal. The property includes a screened-in pool area and various outdoor amenities. Distinct areas such as the master bedroom, guest room, and garage/game room are labeled, along with an outdoor shower and firepit.

Home in Cape Coral

4.97 out of 5 average rating, 115 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Guest favorite

The spacious living area features light-colored furnishings, including a large sofa and accent chairs. A flat-screen TV is mounted on the wall, with natural light streaming in from sliding glass doors that lead to outdoor views.

Home in Fort Myers Beach

5 out of 5 average rating, 5 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

The living area features a spacious sectional sofa arranged around a wooden coffee table. A large wall clock is mounted above the seating, adding character. Natural light enhances the cozy ambiance, while a woven area rug complements the warm tones of the wooden furniture.

Apartment in Fort Myers Beach

4.97 out of 5 average rating, 35 reviews

Your Home at the Beach!

Less than a mile from Time’s Square, the beach center, and the remains of the pier. Beach access is a 5 minute walk. Close to public transportation and located on a quiet street with a private backyard on a canal. If you’re lucky, catch a glimpse of a dolphin or manatee. Private entrance. Newly remodeled with full kitchen and shared laundry room. If this sounds like what you’ve been looking for, instant book right now or text me with any questions you might have.

Top guest favorite

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.

Condo in Fort Myers Beach

5 out of 5 average rating, 9 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 favorite

A coastal home is presented with a light purple exterior and spacious covered front porch. A well-maintained lawn features greenery and white stones, bordered by red flowers. Underneath, a paved parking area is visible, with stairs leading to the entrance of the home.

Home in Fort Myers Beach

5 out of 5 average rating, 31 reviews

Grace by The Sea · 2025 Build · Steps to Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.