Vacation rentals in Estero Bay

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Top-rated vacation rentals in Estero Bay

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Top guest favorite

A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.

Guest suite in Naples

4.97 out of 5 average rating, 387 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Guest favorite

The spacious living area features a modern design with a sleek grey couch and a decorative abstract wall piece. A cozy fireplace is positioned beneath a large television. Natural light floods the room through large windows, enhancing the inviting atmosphere.

Home in Bonita Springs

4.94 out of 5 average rating, 17 reviews

Renaissance Oasis Retreat

Welcome to a unique, stylish modern home where families can create lasting memories. Dive into the private pool or gather around the barbecue grill for unforgettable outdoor meals with loved ones. Located just minutes from Bonita Beach and the popular Coconut Point Mall, enjoy the perfect mix of relaxation and convenience with easy access to top-notch restaurants, shopping, and entertainment. This beautiful home offers the ultimate setting for both family fun and peaceful retreats.

Guest favorite

A serene hot tub is seen with bubbling water, situated amidst lush greenery. A shaded seating area featuring a tent with comfortable bedding is nearby, providing a peaceful retreat. The setting is enhanced by natural light filtering through the surrounding trees.

Home in Naples

4.96 out of 5 average rating, 116 reviews

Tropical paradise 5 minutes from the beach

Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard facing the preserve. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

Top guest favorite

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

4.96 out of 5 average rating, 24 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 favorite

The studio apartment features modern furnishings, including a spacious bed with a patterned comforter and a comfortable sofa. A small dining area is visible with barstools at the kitchen counter. Soft lighting enhances the neutral-toned walls, while natural light enters through multiple windows.

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 124 reviews

Ready to Enjoy again! Everything is new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of 2024) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Top guest favorite

A spacious living area is presented with two gray sofas and two blue armchairs arranged around a decorative coffee table. A large television is mounted on the wall, and natural light filters through the plantation shutters, illuminating the room's light-colored tile flooring.

Home in Bonita Springs

5 out of 5 average rating, 112 reviews

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

Top guest favorite

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, 20 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.

Top guest favorite

A refreshing saltwater pool is surrounded by comfortable lounge chairs, providing a relaxing outdoor space. A large umbrella offers shade, while a colorful float adds a playful touch. The patio space is complemented by an elegant, open-concept design leading into the living area.

Home in Naples

5 out of 5 average rating, 70 reviews

Luxe King EnSuites ·Heated Saltwater Pool/Spa

Welcome to 716 Coastal Dreams! This stunning coastal vacation home, a luxurious, new build 5-bedroom w/ 3 kings and 1 double queen ensuite that combines the timeless allure of the seaside with modern elegance. Nestled in a serene coastal enclave, this property offers the perfect escape for those seeking relaxation, comfort, and the allure of the ocean. · · · Book NOW before this Beautiful Home becomes a well known Treasure! · · ·

Guest favorite

A bright living area features large windows that invite natural light, showcasing views of the outdoor deck. Comfortable seating includes a light blue couch with patterned cushions, a round coffee table, and a blue armchair. Modern artwork and a flat-screen TV enhance the welcoming atmosphere.

Home in Fort Myers

4.94 out of 5 average rating, 51 reviews

Tropical Garden Oasis – Family Friendly & Styli

Welcome to your Fort Myers Stay! Why guests love this home: • Prime location near FGCU & Gulf Coast Town Center • 10 min to Six Mile Cypress Preserve • 15 min to Lakes Park • 20 min to Fort Myers Beach • Close to shops, dining & I-75 • Fast WiFi • Smart TVs • Fully equipped kitchen • Free onsite parking • Washer & Dryer • Family-friendly • Self check-in This property has a loft added completely independent.

Top guest favorite

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

Home in Bonita Springs

4.97 out of 5 average rating, 107 reviews

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to our peaceful Bonita Springs vacation retreat! This isn't just a rental, this is our home and we treat it as such: - You won't experience clean, you will experience immaculate. - You won't experience adequate, you will experience exceptional!. Come see for yourself...and you will be back year after year! Perfectly located between Naples, Fort Myers, numerous beaches & amazing shopping at every turn!

Top guest favorite

An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.

Home in Naples

4.98 out of 5 average rating, 117 reviews

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

Superhost

A two-story home with a light exterior is showcased, featuring a spacious yard with freshly laid stepping stones and well-maintained landscaping. Large windows adorn the upper level, allowing natural light to fill the interior. Nearby trees and neighboring houses are visible under a clear sky.

Apartment in Fort Myers

5 out of 5 average rating, 5 reviews

Sunny Side Stay- Apartment

Welcome to Sunny Side Stay, a cozy retreat in the heart of Fort Myers! Perfect for a relaxing getaway, our charming home offers a comfortable stay just minutes from beaches, downtown, and local attractions. Enjoy modern amenities, fast WiFi, and a peaceful setting. Whether you're here for sun, sightseeing, or a quiet escape, Sunny Side Stay is the perfect base for your Southwest Florida adventure!