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  5. Vacation Rentals with Pools

Windemere Vacation Rentals with Pools

New
797 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£77/Night For 7 Nights £536
10.0
Exceptional
(1 Review)
3229.17 ft² 17 Guests 7 Bedrooms 3 Bathrooms
Free Cancellation House
  • Hot Tub
  • Pool
  • View
£1,053/Night For 7 Nights £7,369
New
1 Bedroom 1 Bathroom
Couples Retreat House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£403/Night For 7 Nights £2,821
New
16 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
£835/Night For 7 Nights £5,842
10.0
Exceptional
(1 Review)
1560.77 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Pool
£303/Night For 7 Nights £2,119
10.0
Exceptional
(2 Reviews)
661 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£94/Night For 7 Nights £657
10.0
Exceptional
(1 Review)
914.93 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Fireplace/Heating
  • Pool
  • Pet Friendly
£137/Night For 7 Nights £957
10.0
Exceptional
(1 Review)
792 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£64/Night For 7 Nights £450
10.0
Exceptional
(1 Review)
1883.68 ft² 6 Guests 3 Bedrooms 3 Bathrooms
House
  • Pool
  • Parking
  • Internet
£284/Night For 7 Nights £1,987
9.0
Exceptional
(4 Reviews)
947 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£177/Night For 7 Nights £1,240
10.0
Exceptional
(1 Review)
624.31 ft² 4 Guests 1 Bedroom 1 Bathroom
Apartment
  • Pool
  • Parking
  • Air Conditioner
£92/Night For 7 Nights £647
9.0
Exceptional
(4 Reviews)
912 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Pool
£94/Night For 7 Nights £657

Why Choose Rent By Owner for your Windemere 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.

Best Times to Visit Windemere

When should you plan your Vacation Rentals with Pools stay?

Choosing the right time to vacation here can significantly enhance your experience, especially when selecting rentals with pools that offer relaxation and enjoyment during the optimal seasons in Windemere, Texas, USA.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences pleasant weather ideal for enjoying your stay in rentals with pools, especially as temperatures rise and the area blooms.

Average Temperature Daytime: 75°F - Nighttime: 55°F
summer
Summer (June to August)

Summertime is the most popular period when visitors flock here for warm days and perfect conditions to relax by the pool at your vacation rental.

Average Temperature Daytime: 90°F - Nighttime: 70°F

Off-Season Highlights

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Fall (September to November)

Autumn offers cooler temperatures and fewer crowds, making it an ideal time to explore rentals with pools before winter sets in.

Average Temperature Daytime: 80°F - Nighttime: 50°F
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Winter (December to February)

During winter, the area tends to be quieter, providing a cozy retreat with access to relaxing pools while enjoying mild weather conditions.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Windemere

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.

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 swimming pool to relax and unwind during your stay
  • Access to outdoor lounging areas with comfortable seating for socializing
  • Use of shaded patios or verandas ideal for outdoor dining or reading
  • Spacious yards perfect for outdoor activities and family gatherings
  • Outdoor grills or barbecue stations to enhance your culinary experience
  • Beautifully landscaped gardens that add to the outdoor ambiance
  • Convenient parking areas within proximity to outdoor amenities
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Family Activities

  • Windemere Family Park Enjoy a day of outdoor fun and relaxation at this local park, perfect for picnics, playground time, and family-friendly activities.
  • Lake Windemere Boat Tours Explore the scenic waters surrounding the area with a family boat tour, offering an engaging way to experience the natural beauty here.
  • Wildlife Observation at Bird Sanctuary Discover native wildlife and learn about local ecosystems in this peaceful sanctuary, ideal for educational family outings.
  • Local Community Events Participate in seasonal festivals and community activities that bring families together, providing entertainment and cultural experiences in this inviting destination.
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Adult Activities

  • Windemere Lake Kayaking Enjoy a relaxing day paddling across the tranquil waters of Windemere Lake, an ideal activity for adults seeking outdoor adventure and serenity in this destination.
  • Wine Tasting Tours Indulge in local wine tasting experiences offered by nearby vineyards, allowing you to appreciate regional flavors amid picturesque surroundings.
  • Golfing at Windemere Golf Club Tee off on well-maintained courses designed for both beginners and seasoned players, making it a perfect way to spend your day in the area.
  • Relaxing by Your Rental Pool Unwind at your chosen property with a pool, where you can enjoy refreshing swims and leisure time in privacy during your visit here.

Other Places to Stay in Windemere, TX

Windemere Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Book your rentals with pools well in advance to secure the best options and ensure availability during peak seasons.
  • Explore Local Amenities: Take advantage of nearby recreational facilities and community events to enhance your overall experience in the area.
  • Stay Hydrated and Sun-Safe: Protect yourself from the Texas sun by staying hydrated and using appropriate sun protection while enjoying outdoor activities.
  • Utilize Pool Features: Make the most of your stay by exploring all the amenities offered at your rental with pools, such as loungers or outdoor dining areas for ultimate relaxation.

Transportation Options

  • Personal Vehicles: Renting or using your own vehicle in this region offers the most flexibility for exploring Windemere and its surroundings at your convenience.
  • Public Transit: Local buses provide an affordable and reliable transportation option to navigate around the area and reach nearby attractions efficiently.
  • Taxi Services: Professional taxi services are available for quick, direct trips within Windemere and to neighboring locations, ensuring comfort and ease of travel.
  • Rideshare Options: Ridesharing apps are widely accessible here and serve as a convenient way to get around without concerns about parking or vehicle maintenance.

Local Customs Options

  • Western Heritage Traditions: Embrace the area's longstanding cowboy and ranching customs that influence local festivals and community events.
  • Southern Hospitality: Experience welcoming gestures and polite manners that are hallmark to visitors and residents alike in this region.
  • Local Music Celebrations: Enjoy music styles rooted in the regional history, often celebrated through outdoor concerts and cultural gatherings.
  • Cuisine and Food Festivals: Participate in food events that highlight traditional dishes unique to this area’s culinary heritage.

Frequently Asked Questions About Windemere Rentals with Pools

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

Currently, the total number of properties listed by RBO in 2026 is over 242 in the Windemere area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Windemere. 

3. What is the cancellation policy for rentals with pools in Windemere, Texas?

Cancellation policies vary depending on the property. You should review the specific rental listing details or contact the property owner directly to understand their cancellation terms.

4. Are there any additional fees I should be aware of when booking a rental with a pool in this area?

Additional fees such as cleaning charges, security deposits, or pool usage fees may apply. Please check the listing details or reach out to the host for comprehensive fee information.

5. How do I confirm the availability of a rental with a pool during my desired dates?

Availability can fluctuate based on demand. You can verify current availability by checking the property listing or contacting the property owner directly through the booking platform.

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

Most properties offer essential amenities like poolside furniture, outdoor grilling areas, and family-friendly features. Specific amenities are listed on each property detail page, so reviewing those will give you an accurate picture.

7. Is it possible to request special accommodations or services when booking a rental with a pool here?

Many hosts are willing to accommodate special requests such as early check-in, late check-out, or additional amenities. Contacting the property owner before booking ensures your needs are addressed.

More Rentals You May Like Near Windemere

10.0
Exceptional
(1 Review)
2766.32 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Pool
£508/Night For 7 Nights £3,554
6.0
Good
(2 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
£120/Night For 7 Nights £841
New
1043 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£254/Night For 7 Nights £1,780
New
600 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£252/Night For 7 Nights £1,763
New
990 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£177/Night For 7 Nights £1,236
New
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£135/Night For 7 Nights £948
New
800 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
£134/Night For 7 Nights £935
New
912 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£109/Night For 7 Nights £762
New
1076 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£91/Night For 7 Nights £637
New
792 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£75/Night For 7 Nights £523
New
792 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£66/Night For 7 Nights £461
New
792 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£64/Night For 7 Nights £450