Holiday 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 favourite
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 Fort Myers
4.91 out of 5 average rating, 107 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 favourite
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
4.94 out of 5 average rating, 111 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 favourite
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
4.95 out of 5 average rating, 148 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 favourite
A serene pool area is featured, surrounded by lush tropical greenery. A large umbrella provides shade over two white lounge chairs positioned beside the pool. A covered seating area is visible in the background, adding to the outdoor relaxation space.
Home in Fort Myers
4.88 out of 5 average rating, 24 reviews

The Trellis House With Sauna (Pool not Heated)

Welcome to our charming home located just 5 minutes from RSW airport and close to major shopping centers and restaurants, making it an ideal spot for both business and leisure travelers. Enjoy a quick 15-minute drive to the beach, where you can unwind and soak up the sun. For those visiting for work, the Amazon headquarters is just a short distance away. Whether you're here for a quick getaway or a longer stay, our location offers comfort, convenience, and easy access to everything you need.

Top Guest favourite
Home in Fort Myers
4.99 out of 5 average rating, 101 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 TVs in bedrooms & Living Room Full size appliances & well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, shampoo/conditioner) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee New Pack & Play

Guest favourite
Condo in Bonita Springs
4.9 out of 5 average rating, 114 reviews

Bonita Beach and Tennis 5807

Steps away from beautiful Bonita Beach is our studio condo equipped with everything you need for the prefect beach getaway. Lanai with incredible views of evening sunsets. Gulf views from lanai, living room and bedroom. Walk-in shower, plenty of storage space. Fully equipped kitchen, linens, cooler, beach chairs and towels. 2 heated pools on site. 2 fun restaurants, both on the water, within walking distance. DUE TO HURRICANES IAN & MILTON SOME WORKERS ARE STILL ON SITE.

Top Guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 356 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Top Guest favourite
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, 123 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 favourite
Guesthouse in Estero
4.93 out of 5 average rating, 67 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 favourite
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 Springs
4.82 out of 5 average rating, 220 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.

Guest favourite
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 Fort Myers
4.87 out of 5 average rating, 186 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!

Guest favourite
Home in Fort Myers
4.9 out of 5 average rating, 160 reviews

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Popular amenities for Estero rentals with a pool

When is the best time to visit Estero?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$402 NZD$439 NZD$421 NZD$356 NZD$347 NZD$328 NZD$329 NZD$308 NZD$289 NZD$359 NZD$403 NZD$412 NZD
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Quick stats about holiday rentals with a pool in Estero

  • Total holiday rentals

    Explore 160 holiday rentals in Estero

  • Nightly prices starting at

    Estero holiday rentals start at $70 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Estero holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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