Vacation rentals in Estero Island

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Top-rated vacation rentals in Estero Island

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Guest favorite
An aerial view showcases a colorful bungalow surrounded by palms, situated just steps from the beach. The home is highlighted by a vibrant exterior and is positioned among other residences in a coastal setting, with the ocean prominently visible in the background.
Home in Fort Myers Beach
5 out of 5 average rating, 7 reviews

‘Coconuts on the Beach’ House + Hot Tub

Relax with the whole family at our peaceful bungalow, just steps from the beautiful white sands of Ft. Myers Beach. Drink your coffee on the upper deck while gazing into the endless waters of the gulf. Fish from the beach or on the opposing end of the road off of “back beach” pier. Ride our beach cruisers to Time Square with countless dining and shopping opportunities or spend the day at MargaritaVille Resort. Publix grocery within walking distance. Covered parking for 3 vehicles/gulf carts.

Top guest favorite
A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.
Home in Cape Coral
4.97 out of 5 average rating, 128 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.

Guest favorite
A private lanai is shown with two seated bar chairs facing the beach. The sandy shore and calm turquoise waters of the Gulf are visible, creating a serene coastal view. The door to the interior of the condo is partially visible on the right.
Condo in Fort Myers Beach
5 out of 5 average rating, 5 reviews

Seaside Serenity at EBT 105C

Welcome to your tropical vacation getaway. This beautiful 1-bedroom, 1-bath open concept condo on the 1st floor offers amazing views of the Gulf of America and the white sandy beach. You will enjoy sitting on the lanai watching the gorgeous sunsets, or possibly catch a glimpse of the dolphins playing. This condo has recently been renovated with all new kitchen cabinets, granite countertops, stainless steel appliances, walk-in shower, and tile flooring throughout. This is a 7 NIGHT MINIMUM

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, 115 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.

Guest favorite
A heated pool is surrounded by a screened-in enclosure that enhances outdoor enjoyment. An integrated spa complements the pool area, while a tiki hut with a thatched roof offers shaded seating. Lounge chairs are positioned on the tiled deck, providing space for relaxation.
Apartment in Fort Myers Beach
4.93 out of 5 average rating, 14 reviews

Gorgeous Beach Residence with Pool, Spa, and Bikes

Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, and bikes, all within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 3 at Margarita Mansion, which is a 2/2 apartment with kitchen and pool/spa access. Pet friendly with a sleeping capacity of up to four guests, this property is perfect for those seeking an amenity rich accommodation with private patio and close proximity to the beach!

Top guest favorite
A modern kitchen area features sleek white cabinetry and a large island with bar seating. Warm wooden accents create a welcoming atmosphere. Potted greenery complements the space, while stylish pendant lights provide illumination above the island. The kitchen is equipped with stainless steel appliances, adding to its contemporary appeal.
Home in Fort Myers Beach
5 out of 5 average rating, 69 reviews

Walk to Times Square, steps to the Beach!

Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

Top guest favorite
The studio apartment features modern furnishings, including a spacious bed with a patterned comforter and a comfortable sofa. A small dining area is visible with barstools at the kitchen counter. Soft lighting enhances the neutral-toned walls, while natural light enters through multiple windows.
Apartment in Fort Myers Beach
4.99 out of 5 average rating, 136 reviews

Ready to Enjoy again! Everything is new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of 2024) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Top guest favorite
A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.
Cottage in Fort Myers Beach
4.93 out of 5 average rating, 132 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Top guest favorite
Condo in Fort Myers Beach
5 out of 5 average rating, 9 reviews

Tide & Seek: Beach-front and Resort Amenities

Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 39 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.

Top guest favorite
A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.
Home in Cape Coral
4.96 out of 5 average rating, 284 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Guest favorite
A spacious room is furnished with two queen beds, each set against a light-colored wall. A wooden bench is placed at the foot of each bed. A ceiling fan is mounted above, while the area transitions into a modern kitchen visible in the background.
Home in Fort Myers Beach
5 out of 5 average rating, 19 reviews

1min walk to beach, BBQ, Free Parking, Beachgear

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Popular amenities for Estero Island vacation rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Fort Myers Beach
  6. Estero Island