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Villa holiday rentals in Estero Island

Find and book unique villas on Airbnb

Top-rated villa rentals in Estero Island

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Top guest favourite
An outdoor space features a screened-in pool area with a rectangular swimming pool and a hot tub. Poolside lounge chairs with blue cushions are arranged around a small table. Lush greenery is visible in the background, enhancing the private ambiance.
Villa in Cape Coral
4.95 out of 5 average rating, 127 reviews

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Guest favourite
The modern exterior of the home is highlighted by a manicured lawn and tropical landscaping, featuring palm trees and colorful shrubs. A paved driveway leads to a two-car garage, while a covered entrance invites guests into the villa.
Villa in Cape Coral
4.88 out of 5 average rating, 126 reviews

Heated Pool | Canal | Modern | New | Southern Exp.

Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

Guest favourite
The exterior of the property features a modern single-story home with a black roof and white stucco walls. A curved, paved driveway leads to the entrance, flanked by neatly maintained green lawns and flower beds, all under a bright sky with scattered clouds.
Villa in Cape Coral
4.97 out of 5 average rating, 156 reviews

Corallo House | Heated Pool | No Service Fee

NO SERVICE FEE WE COVER IT FOR YOU Welcome to our stunning luxury AIRBNB! We're thrilled to offer you a one-of-a-kind experience that combines elegance, comfort, and convenience. We have created this space with the utmost attention to detail, so we hope you'll appreciate the high end finishes. We've also provided a range of amenities to make your stay even more enjoyable, high-speed wifi, smart Tv's, premium bedding and toiletries. Relax with the whole family at this peaceful place to stay.

Guest favourite
A clear blue pool is surrounded by lounge chairs and umbrellas, framed by lush palm trees and tropical plants. The serene atmosphere invites relaxation, with a paved terrace providing access to the pool area.
Villa in Naples
4.92 out of 5 average rating, 97 reviews

835 GulfShore Villa | Mins 2 Mercato & White Sands

Welcome to 835 GulfShoreVilla! Bask in the Florida sunshine, practice your golf swing, & explore the Gulf Coast in style when you choose this completely remodeled vacation rental! This 2BD/1.5BA Villa is just a block away from Mercato Shopping Center, where you'll unique shops, eateries, live entertainment & more. With a fully equipped kitchen, 2 Smart TVs, free WiFi, modern decor, & a peaceful location, this home invites you to kick back, relax, & enjoy!

Top guest favourite
Villa in Fort Myers Beach
4.96 out of 5 average rating, 76 reviews

Bay View Retreat | Heated Pool | Walk to Beach

Enjoy peaceful North Bay views from this private upstairs villa in Fort Myers Beach, just a 7-minute walk to the beach. This modern retreat is perfect for couples or small families, this spacious unit offers privacy, comfort, and an elevated setting above it all. Start your mornings on the sand, spend your afternoons in the heated pool and spa, and unwind in the evenings with bay breezes from upstairs. *Under 25 please message before booking *NO Elevator

Top guest favourite
An open-concept living area is showcased, featuring a modern sectional sofa and a sleek coffee table. Large glass doors lead to the outdoor space, allowing natural light to fill the room. A contemporary dining area with stylish fixtures is visible in the background.
Villa in Cape Coral
5 out of 5 average rating, 62 reviews

BRAND NEW Luxury Villa w/Heated and Chilled Pool

Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.

Top guest favourite
Villa in Fort Myers Beach
5 out of 5 average rating, 12 reviews

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

Guest favourite
The outdoor space features a private heated pool and spa, framed by a wooden privacy fence. Two lounge chairs are positioned beside the water, and a large umbrella provides shade. Tropical palm trees are visible in the background, creating a serene ambiance.
Villa in Cape Coral
4.99 out of 5 average rating, 123 reviews

Waterfront "Casa del Lago" Heated Pool & Jacuzzi

Welcome to your dream vacation home in sunny Florida! This luxurious retreat offers a spacious 4BR/3BA Cape Coral waterfront villa for 8 with a private pool, hot tub, chef’s kitchen, free parking, pet-friendly policy, and reliable Wi‑Fi—perfect for families, couples, business travelers, and remote workers. Casa del Lago is a luxurious waterfront getaway designed for those who seek both relaxation and indulgence.

Superhost
A spacious living area is highlighted by a light-colored couch and decorative pillows. A wooden coffee table is centered in front of the sofa. Wall art adds color to the room, while a ceiling fan and modern light fixtures provide illumination.
Villa in Fort Myers Beach
4.8 out of 5 average rating, 82 reviews

FM Beach (off island) Sunrise 2 Piece of Paradise

Newly Renovated....Under 4 miles to the Southwest Florida Sand! While this is not on the Island, there is a beach trolley stop less than 2000 feet from your front door. This is a quiet small neighborhood, and close to Sanibel-Captiva. Great restaurants and fishing/golf nearby. Easy access even during season! Ask to rent entire house if bigger family or multiple families and friends! Two like units.

Top guest favourite
A dining area features a long wooden table set for eight, surrounded by sleek black chairs. A sideboard holds decorative items, and large windows provide a view of the outdoors, allowing natural light to enhance the minimalist decor.
Villa in Cape Coral
4.98 out of 5 average rating, 101 reviews

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Beautiful, modern NEW construction home with heated pool, on saltwater canal. Damage-free after hurricane Milton. FUN for families and tranquil for adults; fully stocked with electronic games table, pool toys and floats, outdoor games, arcade games, board games — much to enjoy! Enjoy indoor/outdoor living on expansive resort-style lanai and retreat to stylish finishes & luxe amenities throughout!

Guest favourite
A modern kitchen features white cabinetry with gold hardware, complemented by open shelving. Stainless steel appliances, including a microwave and dishwasher, are visible. A two-sided kitchen island with two brown bar stools offers additional seating and workspace.
Villa in Naples
4.98 out of 5 average rating, 129 reviews

Las Casitas in Naples # 3

Welcome to your home away from home! Beautifully renovated condo, located close to shops, restaurant, and the beach. This condo is located at the edge of a natural preserve; giving you the best of both worlds: you can sit in the backyard and enjoy a quiet and relaxing afternoon, or take a short walk and find yourself at local restaurants, the beach, wine bars, or shops.

Guest favourite
A private heated swimming pool is set within a screened area, featuring a clear blue surface reflecting the surrounding greenery. A gentle incline leads to the shallow end of the pool, while a silver railing provides support for access.
Villa in Naples
4.89 out of 5 average rating, 316 reviews

Del Mar Villa

Relax at the private heated pool and feel the breeze. Walk 1.1 miles to the Vanderbilt public beach next to the Ritz Carlton Hotel to see the most beautiful sunsets or to Mercato shopping and dining. Famous beaches like Delnor-Wiggins Pass, Clam Pass, Seagate, Lowdermilk, Naples Pier, Bear Foot and more are a short drive from the home as well as Downtown.

Popular amenities for villa rentals in Estero Island

Destinations to explore

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