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Vacation rentals with a pool in Estero

Find and book unique homes with a pool on Airbnb

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
A spacious living area features modern furnishings, large windows allowing natural light, and a comfortable seating arrangement facing a flat-screen TV. An adjacent dining area showcases a large table surrounded by stylish chairs.
Home in Bonita Springs
4.94 out of 5 average rating, 51 reviews

Vanillasky Luxus-Pool-Villa 2-8 Pax Bonita Springs

Welcome to Pool Villa Vanillasky in Bonita Springs, Southwest Florida! Your dream vacation in our modern oasis, just minutes from the most beautiful beaches. The villa has over 200 m² of space for 2-8 guests and is located in a well-maintained community. Private, year-round heatable pool Absolutely quiet and safe Ideal for families, those seeking peace + quiet, allergy sufferers Ranks among the top 5% of Airbnb accommodations thanks to reliability + reviews Book your private paradise now!

Top guest favorite
A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.
Home in Naples
4.94 out of 5 average rating, 144 reviews

LUXE Oasis | HTD Pool~10 min Beach+5th Ave• Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

Top guest favorite
Apartment in San Carlos Park
4.93 out of 5 average rating, 119 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, 154 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 bright kitchen area is featured, showcasing a white table with a marble top and a bowl of oranges. Behind, large glass doors provide views of the outdoor screened pool area, which is furnished with a dining table and stylish seating.
Home in Fort Myers
4.97 out of 5 average rating, 212 reviews

Central 3BD/2BA •Massive Heated Pool •Golf courses

🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Top guest favorite
Home in San Carlos Park
4.99 out of 5 average rating, 107 reviews

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU

Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

Guest favorite
Home in Bonita Springs
4.97 out of 5 average rating, 76 reviews

Tropical Oasis: Stunning Pool Home in Bonita

Welcome to your tropical getaway in Bonita Springs! This stunning 4-bedroom, 2-bathroom home features a heated pool with a sunshelf, offering the perfect spot to soak up the Florida sunshine. Centrally located near the Coconut Point Mall, you'll have easy access to shopping, dining, and you're located just 15 minutes from Bonita Beach. Inside, enjoy spacious, coastal-themed living areas ideal for gatherings with family and friends. Your private oasis awaits—book now for a memorable stay!

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, 116 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
A large heated pool is showcased within a spacious screened lanai. Comfortable lounge chairs are positioned beside the water, and a serene backyard is visible beyond the pool area, featuring lush greenery and flowering plants.
Home in Bonita Springs
4.96 out of 5 average rating, 149 reviews

Renovated Pool Home in Historic Bonita Springs

Welcome to our just renovated single family pool home in the heart of historic Bonita Springs. Less than 5 miles to the beaches. You can walk to coffee shops, parks, restaurants and all sorts of markets, etc. The living area extends outside in the huge screened lanai where we have a new outdoor sectional sofa. The pool is large and heated. A very upgraded kitchen with new soft close cabinets, quartzite counter tops & brand new appliances. It's a comfortable open concept design.

Superhost
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, 169 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.

Guest favorite
Home in San Carlos Park
5 out of 5 average rating, 15 reviews

Fort Myers Pool Home

***New Listing*** coastal decor home located in the heart of Fort Myers minutes from RSW, I75 and the coastal areas. Enjoy the pool and outdoor living area along with an open kitchen layout. Perfect place to stay while on vacation or peacefully enjoy a business trip for a few days away from all the hotel life. The rate listed is for 4 guest. Additional guest over 4 will be $100 extra per guest per night. The rate is aggressively priced for smaller groups and solo guest.

Top guest favorite
A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.
Condo in Bonita Shores
4.84 out of 5 average rating, 241 reviews

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Popular amenities for Estero rentals with a pool

When is the best time to visit Estero?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,857 ZARR4,212 ZARR4,043 ZARR3,417 ZARR3,333 ZARR3,146 ZARR3,163 ZARR2,960 ZARR2,774 ZARR2,960 ZARR3,180 ZARR3,434 ZAR
Avg. temp18°C20°C21°C24°C26°C28°C29°C29°C28°C26°C23°C20°C

Quick stats about vacation rentals with a pool in Estero

  • Total vacation rentals

    Explore 180 vacation rentals in Estero

  • Nightly prices starting at

    Estero vacation rentals start at R1,015 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    170 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!

Destinations to explore

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  4. Lee County
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