Villa holiday rentals in Estero Island

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.

4.95 out of 5 average rating, 130 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!

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.

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!

A tranquil backyard space features a swimming pool surrounded by stone pavers. A striped hammock is positioned next to the pool, with two white lounge chairs situated on the edge, offering a peaceful place for relaxation.

4.97 out of 5 average rating, 161 reviews

Corallo House | Heated Pool | Free BBQ

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.

Superhost

A serene shared lake area is surrounded by pyramid-shaped homes. Palm trees and colorful lounge chairs are positioned by the water's edge. A gentle fountain is centrally located in the lake, creating a tranquil atmosphere under a partly cloudy sky.

Villa in Fort Myers

4.9 out of 5 average rating, 344 reviews

Private pyramid home to relax and explore-7021

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

Superhost

Villa in Fort Myers Beach

4.57 out of 5 average rating, 103 reviews

Spring Sale - Just 1 Block From Beach - FREE WINE!

Guest/Beach House located just 1 block from the Beach! This 1st Floor Unit has 3 bedrooms and 2 bathrooms. It's been completely remodeled with a New Kitchen, New Stainless-Steel Appliances, New Flooring, New Bathrooms, and New Lighting. Enjoy all of the comforts of home while on vacation in this spacious and very well-appointed beach house. Fort Myers Beach is best known for its seven miles of sugary sand beaches, beautiful seashells, amazing sunsets, and great restaurants.

4.89 out of 5 average rating, 103 reviews

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

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!

A screened-in pool area presents a tranquil space for relaxation. The clear water of the pool reflects the surrounding sunlight, while comfortable seating arrangements are showcased. Lush greenery is visible in the backdrop, enhancing the serene atmosphere of the outdoor space.

4.94 out of 5 average rating, 102 reviews

It's Paradise: Casa Canal Raleigh

Casa Canal Raleigh: A tranquil oasis for discerning vacationers and families who relish comfort in a premium tropical-style environment. Whether you’re an adult seeking relaxation or a family yearning for quality time, this charming retreat offers the perfect blend of serenity and style. Welcome to your own slice of paradise! Casa Canal Raleigh (Haus auf Raleigh Kanal, Maison sur Raleigh Canal, Dom na Raleigh Canal, Главная на Raleigh канал🌴

A welcoming living area features a green accent wall with a neon sign. Two hanging chairs provide a cozy seating option. Large sliding doors open to a private pool area, allowing natural light to fill the space.

4.99 out of 5 average rating, 138 reviews

Luxury Cape Coral Villa with Private Heated Pool

Escape to your own private pool oasis in sunny Southwest Florida—where swaying palms, crystal-clear water, and warm coastal breezes set the stage for relaxation, family fun, and unforgettable memories. Hassle-Free Stay: NO CHECKOUT DUTIES – just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!

Villa in Fort Myers Beach

5 out of 5 average rating, 16 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.

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.

4.99 out of 5 average rating, 128 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.

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.

4.98 out of 5 average rating, 106 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!