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Discover Your Perfect Estero Vacation Rentals with Pools

Estero Vacation Rentals with Pools

More Top-Rated Vacation Rentals with Pools in Estero Area

Why Choose Rent By Owner for your Estero Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Estero Vacation Rentals with Pools

Where are the best neighborhoods to stay in Estero?

When choosing a neighborhood to stay in Estero, Florida, you'll find that sections near the Gulf Coast offer beautiful beaches and convenient access to local amenities. For a more vibrant atmosphere, consider areas close to shopping centers and dining options, providing both comfort and entertainment. No matter your preference, the neighborhoods here are ideal for securing rentals with pools that ensure relaxation and enjoyment during your visit.

Seaside

This neighborhood offers a tranquil coastal setting where you can find rentals with pools that provide a perfect retreat after exploring the area's natural beauty. It's an ideal spot for visitors seeking relaxing accommodations close to scenic waterfront views.

View 474+ Rentals in Seaside

Palmetto Dunes

Known for its lush landscapes, this community features rentals with pools that cater to those looking for a peaceful escape amid tropical surroundings. It’s a great base for enjoying the region’s warm climate and outdoor activities.

View 421+ Rentals in Palmetto Dunes

Pinehurst

Pinehurst provides charming accommodations with private or shared pools, making it an excellent choice for travelers who want comfort and convenience in a friendly neighborhood setting within reach of local attractions.

View 469+ Rentals in Pinehurst

Oak Run

Situated in a family-friendly area, Oak Run offers rentals with pools that are perfect for relaxation and recreation. This community is well-suited for those seeking a serene environment with easy access to amenities.

View 438+ Rentals in Oak Run

Fountain Lakes

This vibrant neighborhood features a variety of rentals with pools, ideal for enjoying leisurely days in a lively community setting. It’s perfect for visitors looking to combine comfort with convenient access to local conveniences.

View 466+ Rentals in Fountain Lakes

Riverwoods Plantation

Offering spacious rentals with pools, this area caters to guests seeking a luxurious and comfortable stay amidst lush surroundings. It’s an inviting destination for those wanting to relax and unwind in style.

View 454+ Rentals in Riverwoods Plantation

Copper Oaks

Known for its elegant homes and community amenities, Copper Oaks provides rentals with pools that are perfect for a restful vacation experience. The neighborhood combines tranquility with easy access to the region’s attractions.

View 384+ Rentals in Copper Oaks

Stoneybrook

This golf course community features rentals with pools suited for active visitors who enjoy outdoor leisure and family-friendly amenities. It offers a relaxed atmosphere within a scenic setting.

View 270+ Rentals in Stoneybrook

Best Times to Visit Estero

When should you plan your Vacation Rentals with Pools stay?

Determining the ideal time to vacation in this destination ensures you enjoy optimal weather and availability when booking rentals with pools that suit your relaxation preferences in the region.

Peak Season Highlights

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Winter (December to February)

During the peak winter months, this destination sees an influx of visitors seeking warm escapes. It’s the perfect time to enjoy your rentals with pools under sunny skies and mild temperatures.

Average Temperature Daytime: 75°F to 80°F - Nighttime: 55°F to 60°F
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Spring (March to May)

Spring marks the busiest season here, with pleasant weather attracting travelers looking for outdoor activities and relaxing by the pool in well-appointed rentals with pools.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 60°F to 70°F

Off-Season Highlights

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Summer (June to August)

The summer months bring warmer temperatures and fewer visitors, making it an ideal period for those seeking more tranquil rentals with pools in the area.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F
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Fall (September to November)

Autumn offers cooler weather and less crowded conditions, providing a comfortable environment for enjoying your rentals with pools without the summer rush.

Average Temperature Daytime: 78°F to 82°F - Nighttime: 60°F to 65°F

Weekly Weather Forecast for Estero

How to Book Your Estero Vacation Rentals with Pools

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals with pools. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Estero

More Top-Rated Vacation Rentals with Pools in Estero Area

Common Vacation Rentals with Pools Amenities

What amenities can you expect?

Our Vacation Rentals with Pools are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private or shared swimming pool, perfect for cooling off and relaxing in the warm Florida sun.
  • Make the most of outdoor lounge areas with comfortable seating to unwind after a day of exploring the region.
  • Take advantage of beautifully landscaped gardens and patios that enhance your outdoor experience.
  • Benefit from shaded gazebos or pergolas, providing a cool retreat during sunny days.
  • Utilize outdoor dining spaces ideal for alfresco meals while enjoying the pleasant climate.
  • Access to outdoor grills or barbeque facilities for entertaining family and friends in this destination’s inviting atmosphere.
  • Some properties feature paved pathways or walking trails to explore the scenic surroundings around here.

Top Attractions Around Estero

What attractions are nearby?

Nearby in this destination, you can enjoy a variety of outdoor activities and entertainment options that showcase the region’s natural beauty and vibrant community life, making it an ideal spot to relax and unwind at your preferred rentals with pools through RentByOwner.com.

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Family Activities

  • Estero Bay Preserve Explore this natural sanctuary where families can enjoy scenic trails and birdwatching, offering a peaceful outdoor experience in the area.
  • Krause's Beachside Grill Savor family-friendly dining with views of the Gulf, perfect for relaxing after a day of beach activities.
  • Coconut Point Mall Shop and browse through a variety of stores and entertainment options suitable for all ages in the nearby shopping district.
  • Hertz Arena Attend live sports or entertainment events that provide fun-filled outings for the entire family in the region.
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Adult Activities

  • Estero Bay Ecotourism Tours Discover the region’s natural beauty by booking a guided eco-tour that explores the local ecosystems and wildlife.
  • Golfing at Estero Golf & Tennis Club Play a round of golf on the scenic courses designed to challenge players of all skill levels, right here in this coastal area.
  • Shopping at Coconut Point Mall Enjoy a day of retail therapy at this popular shopping destination featuring a wide selection of stores and dining options in the vicinity.
  • Relaxing at Nearby Beaches Spend your days lounging on the pristine sands and soaking up the sun along the beautiful beaches nearby this vibrant region.

Other Places to Stay in Estero, FL

Mound Key Archaeological State Park
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Zoomers Amusement Park
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Estero Bay Preserve State Park
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Koreshan State Historic Site
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Coconut Point Mall
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Koreshan State Park
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Colonial Oaks
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Seaside
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Fountain Lakes
Explore 466 Properties
The Masters
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Grandezza
Explore 275 Properties
Stoneybrook
Explore 270 Properties
More Places to Stay Near Estero

Estero Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can enhance your experience and give you more exclusive access to local amenities and rentals with pools.
  • Explore Local Dining Options: Discover the region’s culinary scene by trying nearby restaurants, ensuring you enjoy the flavors unique to this destination.
  • Utilize the Area’s Recreational Activities: Take advantage of local parks, beaches, or other outdoor pursuits to make the most of your stay in this inviting locale.
  • Choose Rentals Near Key Attractions: Select accommodations that are conveniently located close to the area’s highlights to maximize your relaxation and exploration time.

Transportation Options

  • Rental Car Services: Major providers offer convenient options for exploring the area and accessing your preferred rentals with pools.
  • Local Taxi and Rideshare: Reliable taxi and rideshare services provide flexible transportation to and from key destinations in this popular travel destination.
  • Public Transit: The regional bus system offers an affordable way to navigate around the area and reach nearby attractions and accommodations.
  • Airport Shuttles: Shuttle services operate regularly between the airport and various lodging options, making arrivals and departures hassle-free here.

Local Customs Options

  • Southern Hospitality: Warm welcomes and friendly gestures are a hallmark of local culture, creating a inviting atmosphere for visitors exploring this vibrant destination.
  • Seafood Traditions: Fresh seafood is central to the region's cuisine, with many establishments embracing longstanding fishing practices that reflect the area's maritime heritage.
  • Respect for Nature: Conservation efforts and outdoor etiquette are highly valued here, especially given the region’s extensive waterways and protected natural areas.
  • Golf Etiquette: Golfing is popular, and locals observe courteous behavior on the courses, aligning with the area's reputation as a prime golfing destination.

Frequently Asked Questions About Estero Rentals with Pools

1. What are the top Rentals With Pools in Estero?

There are a lot of options in Estero. If you plan on staying in the Estero area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Rentals With Pools in Estero:

2. How many Rentals With Pools are available in Estero?

Currently, the total number of properties listed by RBO in 2026 is over 256 in the Estero area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Estero. 

3. What is the cancellation policy for rentals with pools in this area?

The cancellation policy for properties with pools can vary depending on the host. To ensure you understand the specific terms, please review the cancellation details listed on the property page or contact the owner directly prior to booking.

4. Are there any additional fees for using the pool at my rental property?

Additional fees for pool usage, such as cleaning or maintenance charges, are generally specified in the property listing. For clarity, it's best to check the listing details or reach out to the property owner before confirming your reservation.

5. Is it possible to see photos and reviews of the pool area before booking?

Yes, most listings feature detailed photos and guest reviews of the pool area. Reading these can help you assess the property's amenities and ensure it meets your expectations before making a reservation.

6. What amenities are typically included with rentals that have pools in this region?

Properties with pools often come with amenities like outdoor seating areas, loungers, and sometimes additional features such as hot tubs or covered patios. Specific amenities are listed on each property profile, so reviewing those details will give you a comprehensive overview.

7. How do I confirm the availability of a pool during my preferred travel dates?

Availability can fluctuate, so it's recommended to check the calendar on the property listing for real-time availability. If needed, you can also contact the owner directly to confirm availability and discuss any special requirements.

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More Top-Rated Vacation Rentals with Pools in Estero Area