Vacation rentals with a pool in Estero Bay

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Top-rated rentals with a pool in Estero Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

An open-concept living space is highlighted, featuring a large white sectional sofa and a natural wood dining table. Light-colored cabinetry and modern appliances are visible in the kitchen area, while warm tones of the flooring and decor create a welcoming atmosphere. Ceiling fans and natural light enhance the ambiance.

Home in Bonita Springs

5 out of 5 average rating, 14 reviews

BOA Casa Bonita in SW Florida

BOA Casa Bonita is located 2 miles from the beautiful beaches of SW Florida. This home is perfect for soaking up the sun, enjoying the ocean breeze, & creating memories. The house is a short walk, drive or bike ride to a variety of restaurants, charming cafes, mini golf & local shops. The area is packed w/family-friendly activities, from water sports and beach outings to nearby parks & entertainment options. If you're looking for relaxation or adventure, our house offers the best of both worlds.

Top guest favorite

A spacious property is positioned along a calm canal, featuring a well-maintained lawn and multiple seating areas. The exterior is complemented by a boat dock visible in the foreground, with a boat securely positioned at the edge of the water.

Home in Bonita Springs

5 out of 5 average rating, 10 reviews

Casa Bonita, "Sun & Fun"-Pool

Welcome to our "Casa Bonita", your home away from home & Boaters paradise. Surrounded by fresh air, sunshine, tropical palms, centrally located for easy commute to beaches & shopping. Canal leads to the Spring Creek Channel flowing out to the Gulf of Mexico. 2- Kayaks and 1- paddle board provided during your stay to use at your own risks. Boat dock/lift available if you choose to rent a boat durning your stay. Your Fur-family is welcomed too! Come make memories & have "SUN & FUN". SEE YA SOON!

Superhost

A heated swimming pool glistens under the afternoon sun. Surrounded by lounge chairs, the pool is framed by lush greenery and palm trees. A nearby building with a terracotta roof adds to the inviting atmosphere of the outdoor area.

Condo in Fort Myers Beach

4.94 out of 5 average rating, 31 reviews

Beachfront Gulf View Lovers Key Beach Club #1002

Our beautiful 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private balcony. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, gas grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

Guest favorite

A tranquil outdoor space is highlighted by a heated pool with clear water, surrounded by lush tropical landscaping. A dining table is set for six, and sun loungers are placed nearby. Bright orange umbrellas provide shade, while a BBQ grill is positioned beside the pool area.

Home in Naples

4.93 out of 5 average rating, 139 reviews

606 SeaRenity Resort • Designer Home w/Heated Pool

Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.

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

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

Home in Cape Coral

4.97 out of 5 average rating, 109 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Top guest favorite

A screened pool area is visible, featuring a clear blue swimming pool surrounded by elegant stone tile. Several lounge chairs are positioned near the pool, inviting relaxation. A dining area is seen in the background, with a table and chairs under the roofline.

Home in Bonita Springs

5 out of 5 average rating, 107 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 screened lanai surrounds a tranquil swimming pool, showcasing clear turquoise water. Lush palm trees and tropical plants create a serene backdrop, while comfortable lounge chairs invite relaxation. The screened enclosure allows for an unobstructed view of the surrounding landscape.

Home in Estero

5 out of 5 average rating, 8 reviews

Gulf coast home in a golf community!

Come stay in this private home on a beautiful golf course. The property boasts a pool and lanai and is perfect for soaking up the sun. We are a close drive to several local shopping malls as well as the main beaches of Bonita springs. The home is located in a gated community where you will have access to amenities including- tennis courts, gym, 2 large pools, spa and more. The community is on Stoneybrook golf course and guests can access discounted golf fares.

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.

Guest favorite

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, 5 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 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, 101 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!