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Holiday houses in Estero Bay

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Top-rated holiday rentals in Estero Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 30 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.

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, 6 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.

Top Guest favourite
A spacious outdoor seating area is featured, showcasing a glass-top table surrounded by six chairs. The patio is complemented by a gas grill on one side. Large sliding doors provide a view of the interior dining area and kitchen, blending indoor and outdoor settings.
Home in Naples
4.98 out of 5 average rating, 205 reviews

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife

A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

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, 53 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.

Guest favourite
A solar-heated swimming pool features clear turquoise water within a screened enclosure. Lush greenery and trees are visible in the background, complemented by soft lighting from the setting sun. A white pool edge and a handrail provide access to the water.
Home in Bonita Springs
4.88 out of 5 average rating, 184 reviews

Beautiful Oasis

Relax at the solar heated pool and enjoy the serenity of the beautiful, and peaceful 0.6 acres of land with a natural pond where different types of birds like egrets, herons, and ducks can be seen. Close to shopping, dining and just 7.5 mi to Bonita Beach Park. If you play Golf, The Bonita Fairways Public Golf Club is 2.8 mi. Or buy a day pass at the Hyatt Regency and spend the day at the lazy river and waterslides. The backyard is all fenced in, ideal to let your dog run.

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, 99 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.

Top Guest favourite
Home in Bonita Springs
4.97 out of 5 average rating, 37 reviews

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Escape to this stylish, family-friendly 4-bedroom, 3-bath retreat with a heated pool and sunshelf, perfect for soaking up the Florida sunshine. Located minutes from Coconut Point Mall, the Hyatt Regency Coconut Point, and a short drive to Bonita Beach, you’ll have the best of shopping, dining, and the coast at your fingertips. Inside, boho-inspired spaces provide plenty of room to relax, gather, and create lasting memories. Your private getaway awaits, book today!

Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 21 reviews

Gulf Access Canal Home with Seasonally Heated Pool

Our home is conveniently located in the heart of Bonita Springs on a quiet dead end street with scenic canal homes on both sides of the road. This home sits on an oversized lot and has a light and bright open concept layout with the kitchen at the center of the home with sprawling views of the pool, canal and lush surrounding landscape. Outdoors, guests can enjoy the heated pool and sipping coffee or tea out by the canal which has a floating kayak launch.

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, 36 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.

Guest favourite
A spacious screened-in pool area is showcased with a turquoise swimming pool and surrounding seating. Outdoor furniture includes a dining table and lounge chairs, complemented by vibrant tropical plants. Sunlight filters through the mesh enclosure, enhancing the inviting atmosphere within the outdoor space.
Home in Bonita Springs
4.92 out of 5 average rating, 13 reviews

Casa Piña Bonita, The Ultimate in Coastal Living!

Welcome to Casa Pina! Your canal-side retreat in Bonita Springs. Bask in luxury in this freshly renovated high-end open layout. Enjoy the private boat launch/dock, Large screened in pool, Hot tub & outdoor games. Steps away to Coconut Point Mall & the Hyatt’s famous waterpark/lazy river, world class shopping and dining, and famous beaches; Bonita Beach (10 min), Vanderbilt Beach & Fort Myers Beach. Relaxation, adventure, and luxury await.

Superhost
A clear blue pool is surrounded by lush palm trees and a rock waterfall, offering a serene atmosphere. Comfortable lounge chairs are positioned nearby, overlooking a tranquil waterway, enhancing the outdoor leisure space.
Condo in Fort Myers Beach
4.81 out of 5 average rating, 184 reviews

Lovers Key Resort, Fort Myers Beach - Awesome

Fort Myers Beach and Lovers Key State Park are what you come to Florida for. Miles of Pristine beaches with the lovely white sand you want to walk upon. Great hiking and biking trails. A plethora of restaurants and things to do. Watch the Dolfins playing in the bay from your balcony. The wildlife is beautiful all times of the year and of course the Beach. Big wide stretches of beach to walk and play on. Come to Ft Myers Beach and ENJOY

Guest favourite
An outdoor patio area is framed with a screened enclosure, featuring a private pool and a comfortable seating arrangement. A dining table with multiple chairs is situated nearby, alongside a fully equipped outdoor kitchen. Lush greenery can be seen in the background, enhancing the serene atmosphere.
Home in Bonita Springs
4.95 out of 5 average rating, 56 reviews

Latitude Adjustment - With Pool & Outdoor Kitchen

Modern Coastal Farmhouse tucked into a quiet street. Features custom built in bunk room and shiplap accents. The light and airy decor will make you feel like you stepped on set of a photo shoot. If you love to cook, you’ll enjoy having 2 kitchens! One inside and one out. If you don’t love to cook, there are 35+ restaurants within 2 miles.

Popular amenities for Estero Bay holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Estero Bay