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, 380 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

A spacious living area features a large modern sectional sofa with a sleek design. Natural light floods the space through sliding glass doors that lead to an outdoor view. A contemporary kitchen is visible in the background, with pendant lighting above the island.

Home in Bonita Springs

5 out of 5 average rating, 16 reviews

Near Bonita Beach w/ spa for 10*

A Tesla EV charger in the garage offers convenience for electric car owners. At sunset, you can enjoy the sight & sound of birds & bunnies, creating a peaceful atmosphere. Barefoot Beach = 8.7 miles Bonita Beach = 10 miles away (but feels closer!) RSW Airport = 15 miles APF Airport = 22 miles Coconut Point Mall = 2.1 miles Hyatt Regency Coconut Point Resort = 1.1 miles Raptor Bay Golf Club = 1.6 miles The Colony Golf & Country Club = 2 miles West Bay Golf = 4.3 miles Mercato Naples = 12 miles

Top guest favorite

A cozy living area features a comfortable couch adorned with a patterned pillow. A modern electric fireplace is positioned beneath a flat-screen TV, with large windows allowing natural light to fill the space. A decorative area rug adds warmth to the neutral-toned flooring.

Camper/RV in Bonita Springs

4.97 out of 5 average rating, 60 reviews

Spacious Luxury one bedroom RV @ Coconut point.

You won’t forget your time in this romantic, luxurious 1 bedroom RV with indoor fireplace. Just 1.9 miles away from Coconut Point Mall and less than 1 mile away from the Hyatt Regency Resort and Spa. Super spacious with open kitchen floor residential appliances, tall ceilings, large scenic windows areas. Great amount of storage throughout for your food, clothing & bathroom items, and flatscreens TVs in Living and bedroom. Enjoy your stay with complimentary bikes, BBQ grill, cooler.

Top 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

5 out of 5 average rating, 13 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.

Top guest favorite

A spacious room features a king-sized bed with a light quilt, flanked by bedside tables with decorative lamps. A wall-mounted television is positioned over a mini-fridge. Two bar stools are placed at a small table, complemented by wooden flooring and soft wall decor.

Farm stay in Fort Myers

4.98 out of 5 average rating, 199 reviews

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens. You can sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the goats and donkeys. Or even join in one of our G.O.A.T. Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

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, 119 reviews

Ready to Enjoy again! Everything is brand new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is brand new 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!

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, 109 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. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

Superhost

A spacious covered patio features comfortable seating of light blue upholstery with decorative pillows. A wooden table sits in the center, accompanied by dining chairs. The patio offers panoramic views of the beach and ocean, illuminated by bright sunlight, with palm trees swaying in the gentle breeze.

Home in Bonita Springs

4.75 out of 5 average rating, 12 reviews

Tommy Bahama House | 3-Bedroom Beachfront Retreat

The one and only Tommy Bahama House, bedrooms and three bathrooms, located directly on Bonita Beach in Bonita Springs, Florida. The elegance and beauty of Tommy Bahama House is apparent when you turn off Hickory Blvd. onto the paver driveway and see the ginger bread trim and lattice garage door's. You will immediately know why you choose to spend your vacation or Holiday on this beach front treasure. Look no more for that perfect beach front private home!

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, 16 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 bright living area is decorated with a spacious brown sofa and two light grey chairs. A modern television is mounted on the wall above a dark console. Large glass doors offer views of the outdoor space, framed by light curtains. Fresh greenery is visible in the corner.

Home in Bonita Springs

5 out of 5 average rating, 58 reviews

Modern Coastal Retreat / heated pool and hot tub

Newly furnished, spacious retreat. This home is only 4 years old and has a modern, comfortable feel. Relax and swim in the heated pool and hot tub. High speed internet and TV are available in each room. The whole group will enjoy easy access to everything from this centrally located home. Close to Coconut Point, Hyatt Regency Coconut Point and Estero Bay. 10 minute drive to Miramar Outlets and 20 minutes to Naples / 5th Ave.

Superhost

A private balcony features a glass-top table surrounded by four chairs, offering unobstructed views of the calm water and distant greenery. A palm tree adds a tropical touch, while sunshine illuminates the serene landscape under a partly cloudy sky.

Apartment in Fort Myers Beach

5 out of 5 average rating, 4 reviews

Lovers Key Resort Suite 1 - Watch Dolphins Play

Enjoy breathtaking views from this 1st floor condo at Lover's Key Resort! Updated with new furniture in the, this one bedroom, one bath condo is the perfect place for a romantic couples' getaway. From the large pool area there's no better place to relax in the Florida sunshine! Wake up refreshed and sip your coffee on the private balcony overlooking the water. Prepare meals in the full kitchen or head down to the BBQ grill area!

Top guest favorite

A welcoming entrance features a covered patio with seating options, including a cozy sofa and rocking chairs. The surrounding outdoor area is landscaped with plants and decorative stones. The exterior walls are painted in calming shades, contributing to a relaxing atmosphere.

Home in Bonita Springs

5 out of 5 average rating, 42 reviews

Coastal Breeze Cottage

Welcome to our newly renovated charming coastal retreat! This adorable 2-bedroom, 1-bath home with a den offers a delightful coastal decor that will transport you to a world of relaxation and tranquility. Situated right on the canal front, it's the perfect destination for boating enthusiasts and water lovers.