1. USA
  2. Florida
  3. Orlando
  4. Windhover
  5. Winter Rental

Windhover Winter Rental

New
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $219/Night 7 Nights - US $1,536
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 4 Guests 505.9 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $289/Night 7 Nights - US $2,025
star-icons-4
Hotel
Map-icon
like-icon9.4
Exceptional
(1381 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $259/Night 7 Nights - US $1,811
Apartment
1 Bedroom 1 Bath 2 Guests 542 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $86/Night 7 Nights - US $602
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 3 Guests 409.03 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $165/Night 7 Nights - US $1,156
House
like-icon10.0
Exceptional
(31 Reviews)
1 Bedroom 3 Baths 13 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $485/Night 7 Nights - US $3,393
New
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 484.38 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $212/Night 7 Nights - US $1,486
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $428/Night 7 Nights - US $2,998
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 538.2 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $193/Night 7 Nights - US $1,351
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $273/Night 7 Nights - US $1,911
star-icons-3
Apartment
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 538.2 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $139/Night 7 Nights - US $970
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $249/Night 7 Nights - US $1,740

Why Choose Rent By Owner for your Windhover Winter Rental?

What makes our Winter Rental special?

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

Best Times to Visit Windhover

When should you plan your Winter Rental stay?

Choosing the right time to visit here can enhance your experience, as the region’s mild winter climate makes it an ideal destination for seasonal getaways and comfortable stays during the cooler months.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences warm weather ideal for enjoying outdoor activities and exploring local attractions. This season attracts visitors seeking a vibrant atmosphere and pleasant temperatures.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
summer
Summer (June to August)

The summer months bring hot and humid weather, perfect for those looking to escape colder climates and enjoy extended daylight hours. It’s a popular time for family vacations and outdoor adventures.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 70°F to 75°F

Off-Season Highlights

image
Fall (September to November)

In fall, the region offers cooler temperatures and less crowded attractions, making it an excellent choice for a relaxing winter rental experience before the holiday rush begins.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
image
Winter (December to February)

During winter, temperatures are cooler, providing a peaceful environment for visitors seeking a quiet retreat. It’s an ideal period for enjoying the serene ambiance of seasonal surroundings.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Weekly Weather Forecast for Windhover

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 outdoor swimming pools that provide a refreshing retreat during your stay.
  • Relax in private or community hot tubs to unwind after exploring the area.
  • Take advantage of lush landscaped gardens and shaded lounge areas for outdoor relaxation.
  • Benefit from well-maintained tennis courts for active recreation amidst scenic surroundings.
  • Make use of covered patios or verandas ideal for outdoor dining and gatherings.
  • Explore walking or jogging trails designed for leisurely exercise in the vicinity.
  • Utilize outdoor grills and picnic areas perfect for family cookouts and socializing.
image
image

Family Activities

  • Orlando’s Rich Theme Park Experience: Spend a day exploring the renowned theme parks in the region, offering exciting rides and attractions perfect for family fun.
  • Visit to the Orlando Science Center: Engage your family with interactive exhibits and hands-on activities that make learning about science entertaining and memorable.
  • Outdoor Adventures at Lake Eola Park: Enjoy picnicking, paddle boating, and walking paths around this scenic park, ideal for relaxing outings with children.
  • Family-Friendly Shopping and Dining: Discover local malls and eateries with diverse options catering to all ages, making it easy to find something for everyone.
image

Adult Activities

  • Golfing at the nearby courses: Enjoy a relaxing day on some of the region's premier golf courses, perfect for both seasoned players and beginners seeking a scenic round.
  • Exploring local parks and nature preserves: Discover the area's natural beauty by hiking or strolling through well-maintained parks and protected areas, ideal for outdoor enthusiasts.
  • Visiting entertainment complexes: Experience vibrant entertainment venues featuring live shows, dining, and recreational activities that cater to adult visitors seeking fun and relaxation.
  • Dining at fine restaurants: Indulge in a variety of culinary options at upscale restaurants offering delicious dishes and a refined atmosphere, perfect for unwinding after a day of exploring.

Windhover Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Make the most of your stay by researching local amenities and attractions to ensure you can enjoy the best experiences this area has to offer during your winter visit.
  • Explore Nearby Dining Options: Take advantage of nearby restaurants and cafes to sample regional cuisine and support local businesses, enhancing your overall vacation experience.
  • Optimize Your Transportation: Consider rental services or shuttle options within the region to conveniently access popular spots and avoid unnecessary delays in your itinerary.
  • Utilize Local Resources: Reach out to property hosts or local visitor centers for insider tips that can help you discover hidden gems and make your stay more memorable in this destination.

Transportation Options

  • Rental Car Services: You can conveniently explore the area using major rental car providers offering a wide selection of vehicles perfect for your winter stay.
  • Public Transportation: Local bus systems provide an affordable and reliable way to get around here without the need for a private vehicle.
  • Taxi and Ride-Sharing: Taxis and ride-sharing platforms like Uber and Lyft are readily available, ensuring quick transportation options during your visit.
  • Shuttle Services: Many resorts and local operators offer shuttle services that connect you to key destinations and nearby attractions in this region.

Local Customs Options

  • Respect for Local Etiquette: When visiting this area, it is customary to greet residents with a friendly nod or smile, reflecting the warmth of the community here.
  • Dress Code for Religious Sites: Modest attire is often expected when attending local religious services in the region, so plan accordingly for your visits.
  • Dining Customs: Tipping generously at local restaurants and cafes is appreciated and considered a sign of good manners in this destination's hospitality culture.
  • Festival Participation: Engaging respectfully in traditional celebrations or events offers a deeper understanding of the area's rich heritage and customs.

Frequently Asked Questions About Windhover Winter Rentals

2. How many Winter Rentals are available in Windhover?

Currently, the total number of properties listed by RBO in 2026 is over 1381 in the Windhover area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Windhover. 

3. What is the cancellation policy for winter rentals in Orlando, Florida?

The cancellation policy varies depending on the individual listing. It is recommended that you review the specific property's cancellation terms before booking or contact the owner directly to clarify any questions.

4. Are there any additional fees associated with my stay in this region?

Additional fees such as cleaning fees, booking fees, or local taxes may apply. Please refer to the detailed listing information or reach out to the property owner for a complete fee breakdown.

5. How do I confirm availability and secure my reservation in Orlando?

Availability can be checked through the listing page for each property. Once you've selected your dates, proceed with the booking process or contact the owner to verify availability and finalize your reservation.

6. What amenities are typically included in winter rentals here?

Most properties offer essential amenities like Wi-Fi, heating, and kitchen facilities. For specific amenities available at a particular property, review the listing details or contact the owner directly.

7. Is there a minimum stay requirement for booking during the winter months?

Many listings have a minimum stay policy during peak seasons. To determine the exact requirements, please check the property details or communicate directly with the owner before booking.

More Rentals You May Like Near Windhover

star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 5 Guests 581.25 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $289/Night 7 Nights - US $2,021
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $212/Night 7 Nights - US $1,484
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests 890 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $198/Night 7 Nights - US $1,386
Condo
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 480 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $126/Night 7 Nights - US $882
Condo
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $251/Night 7 Nights - US $1,757
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $182/Night 7 Nights - US $1,276
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 7 Guests 580 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $342/Night 7 Nights - US $2,394
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $279/Night 7 Nights - US $1,953
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $233/Night 7 Nights - US $1,633
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests 600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $213/Night 7 Nights - US $1,490
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $138/Night 7 Nights - US $969
Condo
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests 540 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $132/Night 7 Nights - US $922