
Vacation rentals with a pool in Estero Bay
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Top-rated rentals with a pool in Estero Bay
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!
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LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!
ValueLocationNearby

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.
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Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10
•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in
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Luxurious Naples Home. Heated Pool. Mins to Beach.
Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.
ValueFamilyAmenities

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!
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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.
LocationFamilyWalkability

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.
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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 bedrooms / 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio
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Lovers Key Resort, Fort Myers Beach - Awesome
Fort Myers Beach and Lovers Key State Park are what you come to Florida for. Miles of Pristine beaches with the lovely white sand you want to walk upon. Great hiking and biking trails. A plethora of restaurants and things to do. Watch the Dolfins playing in the bay from your balcony. The wildlife is beautiful all times of the year and of course the Beach. Big wide stretches of beach to walk and play on. Come to Ft Myers Beach and ENJOY
LocationFamilyBiking

Walk to The Ritz & Beaches, 2 Mstrs w Kings, Pets
Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...
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Coastal Modern Retreat with Heated Pool and Spa
Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.
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Popular amenities for Estero Bay rentals with a pool
House rentals with a pool

529 Whispering Palms Oasis | Private Heated Pool
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Heated Salted Pool/Spa/Mins to the beach/2KingBeds
ValueFamilyBathroom

Your Private NaplesBeach Getaway
LocationValueAccuracy

Dolphin beach house 2
LocationFamilyTV

Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym
ValueFamilyOutdoor spaces

Modern Coastal Retreat / heated pool and hot tub
FamilyLocationKitchen

Cozy 2 bedroom on the canal with pool and hot tub!
LocationFamilyDecor

Palm Paradise Retreat | Pool Oasis
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Condo rentals with a pool

Southern Comfort - Updated Waterfront Condo
LocationFamilyWifi

100+ 5 Star Reviews and Right on The Beach!
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Rare walkout condo on Sanibel beach
ValueLocationGetting around

Bonita Beach and Tennis 3907 - Ocean Views
FamilyLocationGrill

Casa Bonita - Relax @ The Beach (Newly Remodeled)
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Easy Breezy.
ValueLocationIndoor spaces

206C Gulf Water Views + 2 bikes + beach gear
LocationFamilyTV

Fort Myers Beachfront Escape - Walk to the Sand!
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Other vacation rentals with a pool

Excellent Location! Gulf Access, Heated Pool Chic!
LocationValueQuiet

4-BR Family Home • Pool • Beach Access Across Stre
FamilyLocationWalkability

The Great Escape Beach House/ Pool/ Dock
FamilyLocationIndoor spaces

Modern Oasis Estero Bay
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Luxe Bonita 1-Acre Private Oasis with Heated Pool
LocationFamilyAmenities

Luxury Beachside House W/ Heated Pool & Elevator
ValueLocationBathroom

Newly Renovated Home Just Minutes From The Beach!
LocationFamilyComfort

Bonita Beach Direct Beach Front Luxury & FUN
LocationFamilyWifi
Destinations to explore
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- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Florida Gulf Coast University
- Tigertail Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Montura Ranch Estates
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- The Naples Pier
- Boca Grande Pass
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Clam Pass Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Lovers Key State Park
- Coral Oaks Golf Course





