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Vacation rentals with a pool in Estero

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Estero

  • Total vacation rentals

    Explore 170 vacation rentals in Estero

  • Nightly prices starting at

    Estero vacation rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 1,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Estero vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Estero rentals

  • 4.9 Average rating

    Estero stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Estero

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

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Guest favorite
The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.
Guesthouse in San Carlos Park
4.88 out of 5 average rating, 125 reviews

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Top guest favorite
Apartment in San Carlos Park
4.94 out of 5 average rating, 130 reviews

Resort Style Pool Adj Beds-Wilder Sunset Views!

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
The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.
Home in Fort Myers
4.94 out of 5 average rating, 160 reviews

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

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
4.98 out of 5 average rating, 125 reviews

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

Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Top guest favorite
The spacious living area features light-colored sofas with red accent pillows and a glass coffee table. A ceiling fan is positioned above, and natural light floods in through large windows, enhancing the welcoming atmosphere. A cozy armchair and a side table are also present.
Home in San Carlos Park
4.96 out of 5 average rating, 101 reviews

Living on the Green

This newly renovated 3 bed 2 bath pool home is located on a lovely golf course. The pool area faces beautiful sunsets and is not heated. During the day the sun warms it to 80 unless the weather is cooler or rainy. The home is near shopping, restaurants at Gulf Town Center and Coconut Point. Beaches in Bonita or Fort Myers Beach close by. Pool table w/ table tennis option in garage. For the summer months I have added a mini-split A/C unit for the master suite for additional comfort.

Guest favorite
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, 186 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 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, 144 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.

Superhost
Home in Bonita Springs
5 out of 5 average rating, 4 reviews

Palm Paradise Retreat | Pool Oasis

Welcome to your private Southwest Florida retreat. This beautifully appointed 4-bedroom, 2-bathroom home features a screened-in pool, outdoor kitchen, covered lanai, and spacious indoor-outdoor living areas designed for relaxation and entertaining. Whether you're enjoying a day by the pool, grilling dinner outdoors, or exploring the area's beaches, shopping, and dining, this home offers the perfect setting for a memorable Florida getaway with family and friends.

Top guest favorite
Guesthouse in Estero
4.92 out of 5 average rating, 88 reviews

Adorable Estero Cottage - Heated Pool/Spa - Sauna

Come and relax in this calm, stylish space located on 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
A screened-in lanai houses a private pool with clear blue waters, complemented by light-colored deck tiles. Sunlight filters through the mesh enclosure, casting playful shadows on the patio furniture, which includes reclining lounge chairs and a shaded seating area for relaxation.
Home in Estero
5 out of 5 average rating, 17 reviews

Relaxing Riverside Pool Home

Relax and recharge in this spacious 3-bedroom, 2-bath home with a private pool and flexible den space. Located in a quiet riverfront community with private boat ramp and dock access, perfect for boating, fishing, kayaking, and paddleboarding. Enjoy the outdoor shower, fire pit, and peaceful backyard oasis. Close to beaches, parks, shopping, and dining — the ideal getaway for relaxation or adventure in sunny Southwest Florida.

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, 85 reviews

Modern Coastal Retreat / heated pool and hot tub

Newly furnished, spacious retreat. This home built in 2019, 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.

Top guest favorite
A modern pyramid home is framed by lush greenery and colorful flowers. A covered patio area with a large blue umbrella offers shaded seating and a gas grill is nearby, inviting outdoor relaxation. Expansive windows provide a view into the welcoming interior.
Home in San Carlos Park
4.89 out of 5 average rating, 225 reviews

* Pyramid Hideaway in sunny Ft. Myers!

We welcome you to experience this unique pyramid home located in south Fort Myers! This pyramid provides a fun and functional retreat while being in a great location to explore all of sunny southwest Florida. This home is perfect for small families, couples, or anyone looking for a relaxing vacation with all the comforts of home. The beautiful spring water lake at Pyramid Village is available for all guests to enjoy!

Popular amenities for Estero rentals with a pool

When is the best time to visit Estero?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€191€218€201€176€172€162€163€153€143€153€164€177
Avg. temp18°C20°C21°C24°C26°C28°C29°C29°C28°C26°C23°C20°C

Destinations to explore

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  4. Lee County
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