Beachfront vacation rentals in Estero Island

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Top-rated beachfront rentals in Estero Island

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A contemporary living space features a comfortable sofa and a coffee table adorned with decorative items. Large glass doors open to a private balcony with ocean views, allowing natural light to fill the room. Soft colors and minimalistic decor create an inviting ambiance.
Condo in Fort Myers Beach
4.98 out of 5 average rating, 45 reviews

Beach Sanctuary Condo

Wake up to the Gulf's gentle breezes and breathtaking views from your private balcony! Sip morning coffee or unwind with a cocktail while a stunning sunset paints the sky. Keep an eye out for playful dolphins and watch the fascinating dance of pelicans and seabirds in the protected sanctuary below – it's nature's daily show! Our beach sanctuary is ready for you, although the island is still rebuilding, convenience is just moments away. Book your escape now and experience the magic of the Gulf!

Top guest favorite
A bright yellow house is showcased, with a red-tiled roof and arched entryway. Lush greenery surrounds the exterior, including palm and flowering plants. A paved driveway leads to a parked vehicle, with outdoor seating visible in the distance under the trees.
Home in Cape Coral
5 out of 5 average rating, 48 reviews

Yacht Club Beauty....walking distance to the beach

Our house is walking distance from the Cape Coral Yacht Club & Beach. We have five bicycles with baskets in good working condition, You're going to want to cruise this fabulous neighborhood! This area is sought after because its so close to everything.The restaurant Tiki Bar & Grill is temporarily closed, they are constructing a temporary quick build that should be up& running within the month.... I recently installed a level three EV 50 amp dewalt charging station, free to use with permission.

Guest favorite
A panoramic view of the waterfront showcases the calm waters, with a small boat and several kayaks navigating along the shoreline. Various buildings line the coast, surrounded by lush greenery, while the distant horizon meets the sea under a partly cloudy sky.
Condo in Fort Myers Beach
4.9 out of 5 average rating, 97 reviews

Enjoy your own private Beach

Building re-opened 1/ 1/2025 after Hurricane Ian. We have discounted our pricing . There is work on a new bridge to Ft Myers Beach, Lobby area does not have furniture yet, Tiki huts are not in yet. Unit is fine. Connects to Lovers key state park- Enjoy hiking & biking trails and kayaking the inland waterway. Enjoy your own Private Beach & Lovers Key State Park. Everything you expect in a Florida vacation Big wide beaches, white sugar sand & uncrowded beaches . Relax and ENJOY Florida

Guest favorite
A private balcony offers a panoramic view of the Gulf of Mexico at sunset. The tranquil water reflects hues of orange and pink, while the distant shoreline features a pier extending into the bay. Two lounge chairs are positioned to enhance the outdoor experience.
Condo in Fort Myers Beach
4.94 out of 5 average rating, 35 reviews

Beachfront Gulf View Lovers Key Beach Club #1002

Our beautiful 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private balcony. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, gas grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

Guest favorite
A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.
Condo in Fort Myers Beach
4.95 out of 5 average rating, 111 reviews

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.

Top guest favorite
A cozy living space is presented with a light-colored sofa and lounge chair, complemented by a wooden coffee table. Large glass doors open to a balcony with views of the surroundings. A flat-screen TV is mounted on the wall, enhancing the comfortable atmosphere.
Condo in Fort Myers Beach
5 out of 5 average rating, 15 reviews

Beachfront condo on 10 acres of pristine beach.

Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience BRAND NEW- heated pool, lobbies, laundry rooms, pool area, BBQ areas, tennis courts, pickleball and bocce ball. Across the street from Santinis Plaza! Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise

Guest favorite
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, 36 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!

Guest favorite
A vibrant sunset is captured over the Gulf of Mexico, blending oranges and yellows as the sun meets the horizon. Silhouettes of palm trees and people can be seen in the foreground, adding depth to the serene coastal view.
Condo in Bonita Springs
4.95 out of 5 average rating, 39 reviews

Half-Way To Heaven II, The Best on Bonita Beach!!!

Our proximity to one of the best beaches in the world on the Gulf of Mexico as well as our flexible rental program is unique in Southwest Florida. We are dedicated to insuring you have a relaxing, enjoyable and unforgettable stay with us and that you will return year after year!!! We are located on the beautiful six-mile Bonita Beach in Florida. We are close to Southwest Florida International Airport (RSW). Ours is a friendly and welcoming community of owners and their Guests.

Top guest favorite
A private heated saltwater pool is surrounded by vibrant palm trees and lounge chairs. The tranquil water reflects the sunny sky, while a small canal runs alongside the area. The outdoor grill is positioned nearby, ready for meals by the poolside.
Home in Fort Myers Beach
5 out of 5 average rating, 36 reviews

Ultimate Beach Getaway - Pool, Hot Tub & Kayaks

Welcome to your dream vacation home — a stunning 5-bedroom 4-bath, canal-front oasis just minutes from the soft sands of Fort Myers Beach. Heated saltwater pool, 8 person hot tub, two kayaks & bike. Fun games for families shuffleboard, ping-pong, pool table & pool basketball! Located directly on a gulf canal, you can watch dolphins and manatees in your backyard. It’s just a 4-minute walk to the beach for some of the most amazing sunsets you have ever seen in your life. .

Guest favorite
Home in Fort Myers
4.84 out of 5 average rating, 182 reviews

Blue Beach Bungalow

3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

Top guest favorite
A coastal home featuring a light blue exterior with a metal roof, surrounded by palm trees. The front yard is landscaped with greenery, and a paved driveway leads to a covered parking area beneath the house. Steps ascend to a front porch adorned with white railings.
Home in Fort Myers Beach
5 out of 5 average rating, 17 reviews

Beach Bound + 2025 Build + Walk to town

Personally hosted by Paul & Alicia of Dancing Palms Vacations, a fresh coastal escape with all the essentials: a saltwater heated pool, fenced backyard, and spacious lanai for lounging or dining outdoors. The covered front porch frames bay views and catches Gulf breezes — perfect for slow mornings with coffee. After the beach (just a short walk away), fire up the Blackstone grill or wander to local restaurants and bars. (FMB permit/license 25-0052)

Top guest favorite
Condo in Sanibel
4.97 out of 5 average rating, 34 reviews

Pickleball, 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

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