
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 G$10,456 GYD per night before taxes and fees

Verified guest reviews
Over 1,490 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
80 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.

Remodeled 4 BR 3 Full Bath Sunshine Getaway
A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!

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.

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.

Modern Oasis Estero Bay
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.

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.

Heated Saltwater Pool Oasis Bonita Springs
Heated saltwater pool with no extra fees, relaxing screened lanai, and true Florida outdoor living with a wet bar, refrigerator, grill, hammock, dining area, large screen TV, sound system, and comfortable lounge seating. With 4 bedrooms and 3 bathrooms, Casa Del Sol is a peaceful private oasis just 3 miles from Bonita Beach and 1 mile from downtown Bonita Springs’ restaurants, bars, shops, and attractions. The perfect place to relax, recharge, and enjoy Southwest Florida living year-round.

*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

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

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.

Bonita 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.

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.

Family Oasis | Heated Pool + Beach Gear, Kid Ready
Escape to this stylish, family-friendly 4-bedroom, 3-bath retreat with a heated pool and sunshelf, perfect for soaking up the Florida sunshine. Located minutes from Coconut Point Mall, the Hyatt Regency Coconut Point, and a short drive to Bonita Beach, you’ll have the best of shopping, dining, and the coast at your fingertips. Inside, boho-inspired spaces provide plenty of room to relax, gather, and create lasting memories. Your private getaway awaits, book today!
Popular amenities for Estero rentals with a pool
House rentals with a pool

Gulf Access Canal Home with Seasonally Heated Pool

McGregor’s Gem• Heated Pool 3BR/2BA River District

Spacious 4 BR Retreat w/ 3 Ensuites, Pool & Spa

Modern Coastal Retreat / heated pool and hot tub

Gulf Access/Heated Pool & Jacuzzi/Up to 8

Luxury Pool Home - South Fort Myers

Sunny, open 3 BR, 2 BA *pool* home

SunnyBeach Lux Villa_Naples/SFM_Saltwater Pl/FGCU
Condo rentals with a pool

Bonita Beach and Tennis 1903

Beachfront fully equipped apartment

206C Gulf Water Views + 2 bikes + beach gear

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Beach Club Private Beach

Lover's Key Resort Unit #807

Amazing Condo-1 mile from Bonita Beach
Other vacation rentals with a pool

Adorable Estero Cottage - Heated Pool/Spa - Sauna

Anchor's Away Beach Home & Guest Pool House

Latitude Adjustment - With Pool & Outdoor Kitchen

Swimsational Golf views

Charming & Unique "River Shack" House!

Sandy Haven * explore, beach, pool, wine and dine!

Beautiful private getaway in Bonita Springs

The Trellis House With Sauna (Pool not Heated)
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$45,796 GYD | G$52,279 GYD | G$48,097 GYD | G$42,241 GYD | G$41,196 GYD | G$38,896 GYD | G$39,105 GYD | G$36,595 GYD | G$34,295 GYD | G$36,595 GYD | G$39,314 GYD | G$42,450 GYD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
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- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Barefoot beach Bonita Springs,FL
- Bowman's Beach
- Bonita National Golf & Country Club
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve





