Vacation rentals in Estero Bay

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Top-rated vacation rentals in Estero Bay

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

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Guest favorite

A cozy living area features a light-colored sofa with decorative pillows, complemented by a wooden dining table set for four. Natural light fills the room through a sliding glass door, while plants and light-colored curtains add a touch of greenery and softness.

Apartment in Fort Myers

4.91 out of 5 average rating, 90 reviews

Prime location, very private, nice & spacious

The best location, period. This very quiet and private one bedroom apartment has a paved & shaded parking . To ensure a long night rest there are black out rolls on windows. Private courtyard with Gas grill & side burner. 1 block from Publix supermarket. Walk to FSW State College. Walk to Barbara B Mann theater or Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island beaches. 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces .

Top guest favorite

A clean outdoor pool is surrounded by a safety fence, with clear blue water reflecting the sky. Several lounge chairs are positioned nearby for relaxation, while lush greenery and an open landscape are visible in the background, creating a serene atmosphere.

Apartment in Fort Myers

4.93 out of 5 average rating, 102 reviews

Golf & Pool Views! Close to FGCU and Airport.

Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Top guest favorite

Aerial view of a stunning coastline, featuring soft white sand intertwined with turquoise waters. Small boats are anchored near the shore, where a few individuals enjoy the beach. Lush greenery and houses are visible in the background, contributing to the serene landscape.

Condo in Fort Myers Beach

5 out of 5 average rating, 44 reviews

Luxury Beach Condo On The Bay In A tropical Oasis!

Stylish beach condo located on the bay in Estero Island is one of the most beautiful places in all of Florida. There is activities for all ages from fishing, boating, swimming, bicycling and kayaking. You can enjoy World Famous Seafood Restaurants or hang out in the tropical laid back downtown. The condo is walking distance to the beach or a short drive to Lovers Key. Where you can find dolphins exotic shells, manatees, live conch and sea dollars. Memories made here will last a life time!!

Top guest favorite

A private entrance is framed by elegant French doors, leading to a charming patio area. Two chairs and a small table are positioned on the paved floor, surrounded by lush landscaping and palm trees, creating a serene outdoor setting.

Guest suite in Bonita Springs

5 out of 5 average rating, 15 reviews

Room with Private entrance

Relax in this charming room featuring a plush queen-sized bed and a private en suite bathroom. Just 2.5 miles from the serene shores of Bonita Beach, this retreat offers the perfect balance of comfort and convenience. Guests enjoy their own private entrance via the side of the house, stepping directly into the room through elegant French doors that open to a peaceful backyard setting. Whether you're here for a beach getaway or a quiet escape, this inviting space is your home away from home.

Top guest favorite

A spacious living area is presented with soft neutral tones and a textured carpet. Large windows furnished with sheer curtains allow natural light to enter. A comfortable sectional sofa occupies one corner, while an entertainment unit holds a flat-screen television, creating a cozy space for relaxation.

Home in Fort Myers Beach

5 out of 5 average rating, 17 reviews

Seabreeze Hideaway

Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen and allows one pet up to 20 pounds. An occupant must be 35 or older.

Top guest favorite

A contemporary living area is highlighted by sleek furniture and large glass doors that open to a waterfront view. A stylish, light-colored sofa is positioned next to a small glass table, while a dining area features a modern table and chairs. Tropical greenery is visible outside.

Home in Cape Coral

5 out of 5 average rating, 49 reviews

Canal front relaxation retreat

Welcome to your modern oasis in sunny Cape Coral, Florida! This newly built waterfront home on a canal offers everything a family needs for a perfect getaway. Enjoy the convenience of a full kitchen, washer and dryer, TVs, and essential toiletries. Relax in a sleek, contemporary space designed for comfort and style. Located close to Gulf Coast attractions, you'll have easy access to beaches, dining, and entertainment. Experience the best of Cape Coral from your ideal vacation retreat!

Guest favorite

A cozy living area is highlighted by a modern electric fireplace and a wall-mounted television. Comfortable seating arrangements include two blue upholstered chairs and a light-colored sofa. Natural light filters through the large window, illuminating the space and a decorative indoor plant.

Home in Fort Myers

4.96 out of 5 average rating, 50 reviews

Dew Casa Luxury 3 Bedroom Florida Home

Make yourself at home at this welcoming family-friendly completely remodeled home. This stylish place to stay is perfect for any trip. We are minutes from RSW Airport, FGCU College, Shopping, Beaches, Restaurants and so much more! We have added a modern touch to a coastal vibe. Three big bedrooms, two living rooms, completely renovated kitchen and dining area this home is perfect for your next Florida trip. Escape the snow and visit the sunny Florida weather at our little oasis.

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, 113 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

The entrance of a cottage is framed by lush green vines, creating a welcoming ambiance. Two glass doors are located at the center, leading into the cottage. A small flight of steps adorned with wooden railings is visible, with a decorative 'Cottage' sign positioned nearby.

Guesthouse in Estero

4.95 out of 5 average rating, 59 reviews

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Come and relax in this calm, stylish space located one acre property full of pines and fruit trees, with access to the House Heated Pool with Jacuzzi and the sauna. Modern design will make you feel comfortable. Close to Bonita, Ft.Myers, Lovers key and Sanibel beaches & fishing piers. Cottage is 12 miles away (19 km) from RSW airport, about 20 min of driving. We are happy to meet our guests, but also respect your privacy. Your comfort is our priority.

Top guest favorite

An open living area showcases a spacious grey sectional sofa, positioned near a coffee table. Blue accent chairs are arranged thoughtfully, creating a cozy seating arrangement. A ceiling fan can be seen above, with a backdrop of modern kitchen appliances and wood accents. Natural light brightens the space.

Home in Bonita Springs

4.97 out of 5 average rating, 104 reviews

Perfect Location On Pond 2.9 Mile To Gulf Beach

Close to Beaches. This house was completely renovated in 2020, It has large spacious kitchen sub zero refrigerator and large living room. Full size Washer and Dryer & Appliances. The Living Room has a beautiful View of a Pond Beaming with Life, Turtles, Ducks, Egrets & Fish. The House sits by itself on a very large cul-de-sac. Private back yard with a privacy Fence and Pond, for your use. (No shared areas.) Guests say pictures do not do this unit justice.

Top guest favorite

A light-filled living room features a comfortable seating arrangement with soft sofas and an armchair, complemented by a decorative area rug. Large windows invite views of lush greenery, while a painting enhances the tranquil atmosphere. A ceiling fan is mounted for added comfort.

Home in Naples

4.98 out of 5 average rating, 282 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

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!