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Holiday rentals with a pool in Estero Bay

Find and book unique homes with a pool on Airbnb

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 favourite
Home in Naples
5 out of 5 average rating, 101 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

Top Guest favourite
A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.
Home in Bonita Springs
5 out of 5 average rating, 54 reviews

Private Palm Oasis - Close to Beach

Private palm house with heated pool & spa that is close to Barefoot Beach and Bonita Beach in Bonita Springs / North Naples / Collier County / Florida. Private backyard surrounded by plams. Open floor plan with flowing indoor/outdoor living, screened pool area and fenced yard. Numerous seating areas for entertaining & relaxing. Large kitchen island, granite counter tops, stainless steal appliances. Large LED TVs inside (w/ JBL soundbar) & out. Workstation. All new furnishings. No details spared.

Superhost
A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.
Condo in Fort Myers Beach
4.92 out of 5 average rating, 204 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Top Guest favourite
A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.
Home in Cape Coral
4.97 out of 5 average rating, 129 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 17 reviews

Estero Bay Modern Oasis

Welcome to Modern Oasis Estero Bay - a serene retreat designed to give you the ultimate vacation experience! This beautiful home has 4 bedrooms plus a bunk room, 2 bathrooms, and a great room overlooking the backyard oasis. Relax & unwind in the heated salt water pool & hot tub, grill & dine in the covered patio and enjoy the sunset views over Estero Bay. The home backs onto a golf course and is minutes to shops & restaurants at Coconut Point, and a short drive to the beautiful Barefoot Beach.

Guest favourite
A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.
Condo in Fort Myers Beach
4.95 out of 5 average rating, 115 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

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
A view of the outdoor patio area features comfortable seating under blue umbrellas. A gas grill is positioned nearby, surrounded by tropical landscaping with palm trees and native plants. The pyramid home's expansive glass walls create a bright and open atmosphere.
Home in Fort Myers
4.93 out of 5 average rating, 243 reviews

*Relaxing and Fun Pyramid Home in Ft Myers (7048)

Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

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
A serene pool area features a champagne-style hot tub connected to a shimmering pool, surrounded by a marble deck. A vibrant mural of a sea turtle decorates the wall, while lounge chairs are positioned nearby, inviting relaxation amidst lush tropical landscaping.
Home in Bonita Springs
4.98 out of 5 average rating, 146 reviews

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

Step into the luxurious 2BR 2BA oasis in the heart of Bonita Springs, FL. It promises a relaxing retreat just a few minutes from the pristine Bonita Beach, restaurants, shops, exciting attractions, and natural landmarks. The stylish design and a rich amenity list will leave you in awe. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Swim-Up Bar, BBQ) ✔ Lounge Pool House ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 9 reviews

Tide & Seek: Beach-front and Resort Amenities

Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

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.

Popular amenities for Estero Bay rentals with a pool

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