Holiday rentals in Estero Island

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Top-rated holiday rentals in Estero Island

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Superhost
Home in Cape Coral
4.67 out of 5 average rating, 6 reviews

Villa Cecilia 1015

NEW!! Escape to the exquisite Villa Cecilia in SW Cape Coral! This meticulously designed 3-bedroom, 2-bathroom home on a gulf access canal promises a luxurious retreat. Dive into the refreshing pool, unwind in front of Smart TVs, and stay connected with complimentary high-speed internet. Step outside to a peaceful outdoor haven, ideal for relaxation and alfresco dining. Conveniently located near shopping and the vibrant Cape Harbor, this home offers both convenience and luxury. Deluxe amenitiies

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, 13 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
A serene saltwater pool is framed by stylish pavers, featuring a built-in seating area. Sun loungers are positioned nearby, surrounded by minimalist landscaping with decorative gravel and tropical plants, creating a calm atmosphere for relaxation.
Home in Fort Myers Beach
5 out of 5 average rating, 62 reviews

Beyond The Sea · 60+ 5-Stars · Walk to Beach-Town

A stylish coastal home with lush banana and palm trees only a 6 min walk to the powdery sugar sand beach. In the morning, enjoy sipping coffee on the covered front porch with the bay breeze. During the day, relax by the saltwater heated pool on sun loungers with a good book! At night, enjoy the tropical backyard and grill out on our comfy outdoor living set with an evening fire! The best part.. you can take a sunset stroll to the beach bars, open air restaurants or local ice cream shoppes🍦

Superhost
Apartment in Fort Myers Beach
4.89 out of 5 average rating, 9 reviews

Gorgeous condo with heated pool & steps to beach

Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, free bikes and is within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 4 at Margarita Mansion, which features three bedrooms and three bathrooms. Pet friendly with a sleeping capacity of up to nine guests, with a patio and bikes this listing is perfect for guests seeking an amenity rich experience that is close to the beach!

Top guest favourite
An outdoor pool area is surrounded by a screened enclosure, featuring a spacious pool bordered by stone tiles. Comfortable seating options are placed under the elevated deck, and tropical landscaping enhances the serene environment.
Flat in Fort Myers Beach
5 out of 5 average rating, 66 reviews

Heated Pool Home steps to the beach

Escape and unwind across from the beach on the quieter island end. White sand beach access is 0.3 miles north, and Lover’s Key State Park is 0.5 miles south. This spacious 1-bedroom, 1-bathroom apartment on the 1st floor features a fully stocked kitchen, washer, dryer, linens, shampoo, conditioner, beach towels, chairs, and fast WiFi. Just bring yourself, guests, and groceries for a perfect beach vacation. Pets are welcome at $40/night/pet, with a minimum fee of $200.

Guest favourite
Home in Fort Myers Beach
4.88 out of 5 average rating, 8 reviews

Secluded Pier, Partial Bay Views - Blue Bayou B

BLUE BAYOU B Welcome to your beachside getaway at Blue Bayou B. a hidden gem that offers the perfect escape into tranquility. Nestled against a secluded pier with stunning bay views, this serene retreat invites you to embrace peace and quiet amidst the picturesque surroundings. Here, the gentle sounds of nature harmonize with the soft lapping of water, creating an idyllic setting for relaxation and reflection. Town of Fort Myers Beach Registration License #R250221

Top guest favourite
A vibrant, two-story house in a coastal hue is displayed, featuring a spacious pool area surrounded by a paved deck. Sun loungers are positioned near the pool, and a covered seating area can be seen. The property is enclosed by white fencing, adding to its privacy.
Home in Fort Myers Beach
5 out of 5 average rating, 22 reviews

New house, Free heated pool, elevator, beach views

New house. Private Heated pool (no pool heat fee), Elevator, beautiful custom tiled porches, amazing gulf & sunset views. The entire top floor is a master ensuite oasis with large room, spacious bathroom, custom tiled walk-in shower with sunset views, huge custom tiled deck with comfy furniture and amazing views. Perfect mid Island location. Just a mile from all the restaurants and entertainment in Times Square. Linens provided. 3 parking spaces. #19-1352

Guest favourite
A dining area features a round marble table surrounded by sleek, dark chairs. A vibrant floral arrangement with pink orchids is placed in the center. Natural light floods in through large windows, reflecting off polished marble floors. A stylish chandelier hangs overhead, providing an elegant touch.
Apartment in Fort Myers Beach
5 out of 5 average rating, 18 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

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

The Coconut Shack

Welcome to Fort Myers Beach! At the Coconut Shack, enjoy an AMAZING SALTWATER POOL with sun on the lanai all afternoon. Grill out, relax, or head down to the BEACH - beach gear included! AMAZING outdoor KITCHEN/BAR. Rent a BOAT and park at the end of the street and WALK to the house! Fresh coffee is stocked before you arrive, and you're just 20 mins from the airport. Everything you need, nothing you don’t—just sunshine, water, and pure relaxation.

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

New Villa Alhambra Lake at the lake-gameroom-dock

Brand new villa with heated infinity pool, spa/whirlpool and low-water area in waterfront south-facing orientation including fantastic views over Lake Alhambra for sole use. Modern and tastefully furnished villa in an absolutely quiet cul-de-sac. The concept and focus of the house are on the unique lake and the extremely spacious outdoor area, which invites you to relax, linger and recharge your batteries. New Gameroom

Superhost
A custom-built beach house stands elevated on a stilted structure, showcasing a vibrant blue exterior. The spacious covered area below provides parking and outdoor seating. Steps lead to a welcoming porch adorned with light blue chairs, inviting relaxation in the coastal surroundings.
Home in Fort Myers Beach
5 out of 5 average rating, 4 reviews

Blue Coconut Retreat

Brand-new, custom-built beach house just steps from the sand! Enjoy beach views, a private pool, all-new furniture and bedding, and stylish coastal decor. Relax in comfort with an open, airy layout curated for tranquility. Located just 5 blocks from Publix, Junkanoo, and Fresh Catch Bistro. Whether you're soaking up the sun or dining nearby, this peaceful retreat offers the perfect Fort Myers Beach getaway!

Superhost
A waterfront home is showcased with a light-colored exterior and elevated porch. Lush tropical plants and colorful flower beds enhance the front yard, while a driveway provides access. A staircase leads to the entrance, flanked by palm trees under a clear blue sky.
Home in Fort Myers Beach
5 out of 5 average rating, 7 reviews

Immaculate Waterfront Residence

Located on Estero Island, this waterfront home showcases a true beach house experience. It has breathtaking views of the bay from the elevated porch and is a five minute walk to Fort Myers beach. Endless stores, restaurants and miles of beach front await your adventure. Bring friends, bring family, and take home unforgettable memories of paradise on earth, Fort Myers Beach.

Popular amenities for Estero Island holiday rentals

Destinations to explore

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