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 favourite
A screened-in pool area features comfortable seating arranged around a fire table. The heated pool is visible in the background, framed by lush greenery outside the screened enclosure. A grill is located nearby, enhancing the outdoor space for relaxation and entertainment.
Home in Fort Myers
4.92 out of 5 average rating, 60 reviews

Welcome Ft Myers 3br/2ba pool vacation- dogs ok

Welcome to your vacation with open floor plan and walk-out to the heated pool with Weber grill, comfortable seating and fire table. This home sleeps 9 with 3 BR and 2 baths. Quiet neighborhood where you can hear the palm trees in the backyard. Just 20 minutes to Ft. Myers Beach, Bonita Beach, Barefoot Beach. All beach supplies available including chairs, umbrella, cooler and towels. Very close to baseball stadiums, shopping and FGCU. Can't wait for you to enjoy all this location offers. Welcome!

Top guest favourite
The modern exterior of the home is highlighted by a manicured lawn and tropical landscaping, featuring palm trees and colorful shrubs. A paved driveway leads to a two-car garage, while a covered entrance invites guests into the villa.
Villa in Cape Coral
4.88 out of 5 average rating, 123 reviews

Heated Pool | Canal | Modern | New | Southern Exp.

Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

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
4.93 out of 5 average rating, 116 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
Home in Fort Myers
4.99 out of 5 average rating, 106 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

Top guest favourite
Home in Bonita Springs
4.98 out of 5 average rating, 66 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 favourite
An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.
Home in Naples Park
4.99 out of 5 average rating, 151 reviews

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Top guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 362 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, 126 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
A resort-style pool area is framed by lush palm leaves, with turquoise lounge chairs and umbrellas strategically placed around the inviting water. A modern barbecue grill is positioned nearby, and outdoor dining furniture complements the serene atmosphere under a bright sky.
Home in Naples Park
4.95 out of 5 average rating, 153 reviews

644 Beach Bungalow | NEW Resort Pool is ★★★★★

NEW Resort Style Pool Located in the popular Naples Park neighborhood near beaches, shopping, dining & nightlife. This beautifully updated 2 Bed/2 Bath home will delight the most discerning guest. Upon entering, you'll be delighted as the open floor plan allows tons of natural light. The kitchen is renovated with beautiful quartz countertops, new stainless appliances and stocked with the essentials. Master Bedroom - King Bed Guest Bedroom - Queen Bed

Guest favourite
Guesthouse in Estero
4.92 out of 5 average rating, 71 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
4.83 out of 5 average rating, 226 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?

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Quick stats about vacation rentals with a pool in Estero

  • Total vacation rentals

    Explore 160 vacation rentals in Estero

  • Nightly prices starting at

    Estero vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    160 of Estero vacation rentals include wifi 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!

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