
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.

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.

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.

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.

Group Friendly-King/2 Queens-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

Classic Arcades Heated Pool Home by Beach & Dining
Escape to a relaxing beach vacation in this beautiful optional heated pool home with epic arcade game room. Includes king size beds in all bedrooms and 6 smart TVs. Features 2 family rooms and 2 fully equipped kitchens (indoor & outdoor). Offers private backyard with full outdoor kitchen, smart TV & BBQ Grill. Fully stocked home with kitchen supplies, beach essentials, bicycles, high speed internet and more. Perfect for families, couples & professionals looking for a Florida Beach Escape!

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

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.

Family Oasis with Heated Pool & Spa Near Beaches
Step into your dream vacation at our 3-bedroom retreat in Bonita Springs. With two king beds, a queen and twin, plus a pull-out couch, this house is perfect for up to 9 guests. Dive into the heated pool and hot tub after a day at stunning Bonita Beach, Barefoot Beach,& Wiggins Pass - just 2 miles away and a short drive. Explore nearby mini-golf, diverse dining options & the allure of Naples shopping. Focus on children amenities & updated premium linens at this pristine oasis!

Unforgettable Pyramid home in sunny Florida 7046
Don't miss your chance to stay at this unique and exciting pyramid that features a natural spring water lake! ! This home is perfect for couples, families, or close friends who are looking for a fun vacation. We are Located about 15 miles from most beaches and central to all local attractions in a quiet and safe community. Some highlights- * 2 queen bedrooms/ 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio

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.

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.

Sugar Beach Bungalow With a Pool!
Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!
Popular amenities for Estero rentals with a pool
House rentals with a pool

Luxury Heated Pool Home-Minutes to Barefoot Beach

Latitude Adjustment - With Pool & Outdoor Kitchen

Swimsational Golf views

Gulf Access/Heated Pool & Jacuzzi/Up to 8

Custom Pool! Tiki Bar. Private Yard. Enjoy SWFL

SunnyBeach Lux Villa_Naples/SFM_Saltwater Pl/FGCU

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock

Tropical Oasis with Private Heated Pool-4 BedRooms
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

206C Gulf Water Views + 2 bikes + beach gear

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Lovers Key Beach Club Private Beach

Bonita Beach and Tennis 3907 - Ocean Views

Easy Breezy Too

100+ 5 Star Reviews and Right on The Beach!
Other holiday rentals with a pool

Adorable Estero Cottage - Heated Pool/Spa - Sauna

Mini Golf • Heated Pool • Near Beach Prime

Large Safe & Private Heated Pool Home just for you

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

Beautiful private getaway in Bonita Springs

Belle Rio Paradise - Pool Home near beach on canal

Canal heated pool house access to Golf and Gulf

Studio Backyard Oasis | Pool, Hot Tub, Fire Pit
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 SGD | $320 SGD | $294 SGD | $259 SGD | $252 SGD | $238 SGD | $239 SGD | $224 SGD | $210 SGD | $224 SGD | $241 SGD | $260 SGD |
| 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 |
Quick stats about holiday rentals with a pool in Estero

Total holiday rentals
Explore 170 holiday rentals in Estero

Nightly prices starting at
Estero holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,490 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
160 of Estero holiday 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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- Rentals with beach access Estero
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- Rentals with a patio Estero
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- Family-friendly rentals Estero
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- Rentals with a washing machine and dryer Estero
- Rentals with lake access Estero
- Beach apartment rentals Estero
- Rentals with a firepit Estero
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- Pet-friendly rentals Estero
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Stump Pass Beach State Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Barefoot beach Bonita Springs,FL
- Florida Gulf Coast University
- Boca Grande Pass
- Clam Pass Park
- Bowman's Beach
- The Naples Pier
- Montura Ranch Estates
- Jetblue Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Bunche Beach
- Coral Oaks Golf Course
- Ave Maria University
- Coconut Point
- Manatee Park





