
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.

Heated Pool, Beautiful Lanai, Near Gulf Beaches
Heated Saltwater Pool (no fees), relaxing Lanai, set up for true outdoor living w/ wet bar, refrigerator, grill, sofa, chairs, dining table, hammock, large screen TV and sound system! With its 4 bedrooms and 3 bathrooms, Casa del Sol is a peaceful oasis, yet close to the action! Just 3 miles to Bonita's Beaches & 1 mile to Downtown Bonita Springs's shops, restaurants and bars, it is the perfect place to recharge your batteries and embrace the slower, laid back lifestyle of Southwest Florida!

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.

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.

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

Renaissance Oasis Retreat
Welcome to a unique, stylish modern home where families can create lasting memories. Dive into the private pool or gather around the barbecue grill for unforgettable outdoor meals with loved ones. Located just minutes from Bonita Beach and the popular Coconut Point Mall, enjoy the perfect mix of relaxation and convenience with easy access to top-notch restaurants, shopping, and entertainment. This beautiful home offers the ultimate setting for both family fun and peaceful retreats.

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.

Private pyramid home to relax and explore-7021
Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

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.
Popular amenities for Estero rentals with a pool
House rentals with a pool

Mini Golf • Heated Pool • Near Beach Prime

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

Group Friendly-King/2 Queens-Pool Access-BBQ-FGCU

Gulf Waterfront Getaway-Pool/Dock/Grill/Games/Boat

Family, friendly Tropical Oasis with Heated Pool.
Apartment rentals with a pool

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Beach Club Private Beach

Amazing Condo-1 mile from Bonita Beach

Bonita Beach and Tennis 3907 - Ocean Views

100+ 5 Star Reviews and Right on The Beach!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other holiday rentals with a pool

3 bed/2 bath Saltwater Pool House Near Everything

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

Luxury Modern Coastal Home w/ Pool & Game Room

Canal heated pool house access to Golf and Gulf

Studio Backyard Oasis | Pool, Hot Tub, Fire Pit

Tropical Oasis with Private Heated Pool-4 BedRooms

Excellent Location! Gulf Access, Heated Pool Chic!

Palms and Paradise
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £163 | £186 | £171 | £150 | £146 | £138 | £139 | £130 | £122 | £130 | £140 | £151 |
| 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 £37 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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- 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
- Boca Grande Pass
- Florida Gulf Coast University
- Bowman's Beach
- The Naples Pier
- Clam Pass Park
- Jetblue Park
- Montura Ranch Estates
- Edison & Ford Winter Estates
- Bunche Beach
- Yacht Club Public Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Coral Oaks Golf Course
- Coconut Point
- Ave Maria University
- Lovers Key State Park





