Estero Island beach vacation rentals

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Top-rated vacation rentals in Estero Island

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

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Superhost

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

Condo in Fort Myers Beach

4.92 out of 5 average rating, 196 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Top guest favorite

A screened-in outdoor space features a sparkling pool, surrounded by paver stones and tropical plants. Two loungers are positioned nearby, providing a comfortable area to relax. Sunlight filters through, casting soft shadows across the patio.

Apartment in Fort Myers Beach

4.99 out of 5 average rating, 70 reviews

Island Sunshine Poolside Gem

Important Note: This apartment has been totally remodeled from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Perfectly remodeled bright and cheery poolside apartment. This one truly has it all. From luxury bedding to a fully equipped kitchen to a spacious screen porch right outside the living room door. This dreamy island apartment offers a king me

Superhost

A spacious bedroom features a large bed with a patterned quilt and a flat-screen TV. Expansive windows provide stunning views of the ocean and surrounding greenery, allowing natural light to fill the room. A ceiling fan adds to the comfortable ambiance.

Home in Captiva

4.95 out of 5 average rating, 92 reviews

Ocean Views |Fast WiFi & Pool |5 Min Walk to Beach

❤We have OVER EIGHTY 5★ Reviews......Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Gulf of Mexico Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Pool, Hot Tub & Grill ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, recommendations, clean home) ★★ 3 hurricanes hit the area over the last 2 years but the area is coming back nicely★★

Superhost

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Welcome to Paradise at CollinsCoveCaptiva!

Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

Guest favorite

An aerial view captures two cottage-style buildings nestled among lush greenery, with palm trees providing shade. The nearby ocean glimmers in the distance, illustrating the natural beauty of the surrounding area. A glimpse of a sandy beach is visible beyond the trees.

Cottage in Captiva

4.85 out of 5 average rating, 88 reviews

Cottage Secluded in Palms 1 minute walk to Beach

Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

Guest favorite

Home in North Fort Myers

4.91 out of 5 average rating, 23 reviews

Paradise Found

PARADISE FOUND, you can vacation right here at your own LAKE SIDE PARK! Stunning, peaceful & beautiful waterfront property with your own little island. Fish, bird watch or feed the turtles from your private dock or double arched bridge. Huge back yard for enjoyment & safety of children & pets. Your vacation home has a sunny disposition & soaring ceilings. First floor master suite with sliders to pool/lanai. Two story ceilings in livingroom & gorgeous staircase to guest suites.

Top guest favorite

The kitchen and dining area feature modern appliances and ample granite counter space. A stylish table with seating for four is complemented by a potted plant. The open layout allows for easy movement, with light-colored cabinetry and a black refrigerator providing contrast.

Home in Fort Myers Beach

5 out of 5 average rating, 63 reviews

Coastal Retreat; paradise found!

Welcome to our tranquil retreat, nestled just minutes away from the pristine shores of Ft Myers Beach and Sanibel. Step inside and be captivated by the inviting ambiance of our thoughtfully designed space. The airy living area welcomes you with its abundant natural light, stylish decor, and comfortable furnishings. Relax on the sofa or enjoy the backyard space as you plan your beach adventures. TV's in every bedroom and living room. We look forward to hosting you!

Guest favorite

A tropical pool area is framed by lush greenery and colorful plants. Lounge chairs are positioned neatly beside the water, with white towels placed on them. A light-filled house stands in the background, featuring an outdoor kitchen and seating area, under a bright blue sky with scattered clouds.

Home in Naples

4.96 out of 5 average rating, 70 reviews

Blue Tides Inn

Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation with a tropical pool. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Superhost

A wall-mounted sign features the words 'Welcome to the BEACH' in bold turquoise lettering, set against a white background. Above the sign, a decorative ship wheel adds a nautical touch to the entryway.

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 28 reviews

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

Guest favorite

Home in Naples

4.93 out of 5 average rating, 141 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Superhost

A serene white sand beach stretches along the shore, meeting calm turquoise waters. Gentle waves lapping at the beach create a tranquil atmosphere, with a clear sky overhead. Distant vegetation adds a natural element to the landscape.

Home in Cape Coral

4.68 out of 5 average rating, 124 reviews

La venezia beautiful 4 bedroom pool/spa heated

Nicely decorated big spacious rooms comfortable beds close to great restaurants 10 minutes from cape coral beach and 1/2 an hour from fort Myers beach 10 to sun splash water park and great house just to relax and enjoy great pool and spa Now with covid-19 we are taking all the precautions to completely sanitized all areas using all the right products for all your protection

Superhost

The shoreline is captured, showing gentle waves lapping against soft sand. The clear blue sky meets the horizon, while nearby buildings outline the coastal landscape, indicating proximity to urban amenities.

Home in Fort Myers

4.88 out of 5 average rating, 221 reviews

The Beachy Retreat

This is the ultimate getaway for our guests. Our cozy newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Just a short 10 min drive to all the best beaches (Sanibel Island and Ft. Myers Beach), shopping locations, and more!