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Holiday houses in Estero Bay

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Top-rated holiday rentals in Estero Bay

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Guest favourite
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
4.93 out of 5 average rating, 214 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 favourite
Home in Bonita Springs
5 out of 5 average rating, 99 reviews

Remodeled 4 BR 3 Full Bath Sunshine Getaway

A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!

Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 32 reviews

Estero Bay Modern Oasis

Welcome to Modern Oasis Estero Bay - a serene retreat designed to give you the ultimate vacation experience! This beautiful home has 4 bedrooms plus a bunk room, 2 bathrooms, and a great room overlooking the backyard oasis. Relax & unwind in the heated salt water pool & hot tub, grill & dine in the covered patio and enjoy the sunset views over Estero Bay. The home backs onto a golf course and is minutes to shops & restaurants at Coconut Point, and a short drive to the beautiful Barefoot Beach.

Top Guest favourite
A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.
Home in Naples
4.99 out of 5 average rating, 185 reviews

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

Guest favourite
An aerial view captures a charming beach house surrounded by palm trees and sandy areas. The tranquil coastline is visible in the background, showcasing the proximity to the beach. Several residential structures line the street, enhancing the beachside community ambiance.
Home in Bonita Springs
5 out of 5 average rating, 8 reviews

Walk to the Beach | 2-Bedroom Tropical Oasis

Walk to the Beach | Escape to paradise! Welcome to Walk to the Beach, a charming tropical retreat located directly across from Bonita Beach Access #8. Perfect for small families, couples, or friends, this single-level beach house offers the ultimate in relaxation—no stairs required! Your tropical beachside getaway is calling! Whether you’re lounging in the backyard, exploring Bonita Beach, or making memories with loved ones, this tropical oasis is the perfect place to unwind and recharge.

Guest favourite
Home in Bonita Springs
4.88 out of 5 average rating, 8 reviews

* New Built 2025 * 3 BR * Canalfront *Hot Tub*

Bookings now open for our new Bonita Springs vacation home! This 3-bedroom, canal-front house offers direct Gulf access in 10 minutes. Relax on the private balcony with a hot tub spa and waterfront views. The home is just minutes from Lover's Key State Park, shopping, and dining (Coconut Point Mall). It also has access to a shared boat lift and modern amenities like a fully equipped kitchen and high-speed WiFi, perfect for your next family getaway. Bring your Boat (or rent one).

Guest favourite
A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.
Home in Bonita Springs
4.91 out of 5 average rating, 55 reviews

Elegant Beachside Luxury Home Awaits!

This stunning Bonita home is steps from the beach. It combines modern luxury with artistic flair. The home features a striking wave stained-glass window and cozy sitting nook which provides an ideal spot to watch mesmerizing sunsets. The chef’s kitchen flows into the great room and dining area, where a large picture window frames serene views of palms. The home has a generous outdoor deck. It features three beautiful bedrooms and two full bathrooms, each designed luxuriously.

Top Guest favourite
An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.
Home in Fort Myers
4.99 out of 5 average rating, 102 reviews

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 5 reviews

Palm Paradise Retreat | Pool Oasis

Welcome to your private Southwest Florida retreat. This beautifully appointed 4-bedroom, 2-bathroom home features a screened-in pool, outdoor kitchen, covered lanai, and spacious indoor-outdoor living areas designed for relaxation and entertaining. Whether you're enjoying a day by the pool, grilling dinner outdoors, or exploring the area's beaches, shopping, and dining, this home offers the perfect setting for a memorable Florida getaway with family and friends.

Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 7 reviews

Bright Bonita Springs Pool Home Near Gulf Beaches

Relax in this bright Bonita Springs pool home just over a mile from Bonita & Barefoot Beach. Unwind on the screened lanai with private heated pool and spa, grill, and outdoor dining. Inside, enjoy a fully equipped kitchen, comfy living area, fast WiFi, and smart TVs. Complete home gym and dedicated kids area. Beach chairs, umbrella, and cooler included. Perfect for families seeking a quiet coastal retreat close to dining, shops, and the Gulf. Pets also welcome!

Guest favourite
A screened pool area features a sparkling blue pool with built-in loungers for relaxation. Comfortable outdoor seating is available, with a hot tub in the corner. Bright blue skies filled with clouds enhance the vibrant atmosphere, while greenery stands tall in the background.
Home in Bonita Springs
4.73 out of 5 average rating, 15 reviews

Cozy 2 bedroom on the canal with pool and hot tub!

Welcome to your relaxing retreat in beautiful Bonita Springs, Florida. This comfortable home is located in a quiet neighborhood, offering a peaceful stay with easy access to everything Southwest Florida has to offer. Perfect for families, couples, or business travelers. You’re just a short drive from Bonita Beach, Barefoot Beach, Coconut Point shopping, and great local dining. Enjoy nearby boating, fishing, golf, and nature preserves, all within minutes.

Top Guest favourite
A bright living room features a reclining sectional sofa facing an 85-inch Sony smart TV mounted on the wall. An elegant shelving unit holds decorative items. Large sliding doors lead to the pool area, enhancing natural light in the space.
Home in Bonita Springs
5 out of 5 average rating, 40 reviews

Barefoot Breeze 2

Welcome to Imperial Shores and the beaches of Bonita Springs and southwest Florida. This 2023 BRAND NEW home includes a Master Suite with a king bed and 3 more bedrooms with queen beds. There are three full bathrooms. Barefoot Beach is a mile away. The backyard offers a 3'-6' deep, 12' W x 37' L heated pool, patio furniture and BBQ grill. Less than 30 mins away from RSW (Airport), 10 mins from Coconut Point Mall, and 25 mins from downtown Naples.

Popular amenities for Estero Bay holiday rentals