Windsor at Westside Vacation Home Rentals


Community Information


New in 2016, Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq.ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center.

Windsor at Westside amenities include:

  • 8,000 Square Foot Clubhouse
  • Exercise Room
  • Multi-Sports Court
  • Zero Entry Pool
  • Whirlpool Spa
  • Tiki Bar
  • Cabanas
  • Waterslide
  • Sports Field
  • Sand Volley Ball
  • Play Zone
  • Lazy River
  • Tennis Courts
  • Playground
  • Sundries & Arcade

▶ Vacation Homes and Townhomes with Elite Features

The exteriors of these modern villas in Windsor at Westside in Orlando immediately set the tone for your lavish stay. Neat lines, immaculate lawns, private pools, and hot tubs underscore the elegance of these vacation homes for rent in Orlando. Lounge in extensive screened-in outdoor areas and take in exquisite views of Florida's famously vibrant sunsets while taking a refreshing dip in the pool or a long soak in the hot tub.

Inside, you'll find spacious floor plans awash in serene color schemes that are simultaneously cheerful and calming. Tasteful and sophisticated modern décor that skews tropical and contemporary pervades these homes, though many of our vacation homes for rent in Orlando cater to the excitement of a trip to Disney with brightly colored Disney-themed rooms that are perfect for children to stay in during your trip.

For some downtime fun in between excursions into the theme parks and other Orlando attractions, unwind in the plush comfort of open living rooms with high-end furnishings. Some of our homes also include private games like foosball tables.

Indulge your palate in a homemade meal using the gourmet kitchen, complete with custom cabinetry, top-of-the-line stainless steel appliances, and ample granite countertops. Reap the fruits of your labor by dining at the generous bar seating, at the chic formal dining table, or outside on the patio for an open-air dining experience in beautiful tropical weather.

When you're ready to retire for the night, retreat into airy bedrooms with soft beds, sturdy furnishings, flat screen televisions for falling asleep to your favorite show or movie, and resort-caliber bathrooms.

▶ Let Florida Vacation Homes Help You Make Memories that You'll Cherish for Years to Come

Contact our team of reservation specialists to learn more about the variety of activities and attractions that are waiting for you in and around the Orlando area when you reserve your trip accommodations in one of the incredible vacation homes for rent in Orlando that Florida Vacation Homes has available for your stay today!


Community Vacation Homes


Windsor At Westside
  • 14 Guests
  • 7 Bedrooms
  • 5.5 Baths
  • Code: WW_722R
View Rental
Starting at (USD)

$305.00

Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_730E
View Rental
Starting at (USD)

$305.00

Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_731E
View Rental
Starting at (USD)

$185.00

Windsor At Westside
  • 10 Guests
  • 5 Bedrooms
  • 4 Baths
  • Code: WW_735E
View Rental
Windsor At Westside
  • 20 Guests
  • 9 Bedrooms
  • 6 Baths
  • Code: WW_721R
View Rental
Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_703R
View Rental
Starting at (USD)

$310.00

Windsor At Westside
  • 18 Guests
  • 9 Bedrooms
  • 6 Baths
  • Code: WW_734E
View Rental
Windsor At Westside
  • 12 Guests
  • 6 Bedrooms
  • 4.5 Baths
  • Code: WW_707R
View Rental
Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_702R
View Rental
Starting at (USD)

$199.00

Windsor At Westside
  • 10 Guests
  • 5 Bedrooms
  • 5.5 Baths
  • Code: WW_710R
View Rental
Windsor At Westside
  • 10 Guests
  • 5 Bedrooms
  • 4.5 Baths
  • Code: WW_704R
View Rental
Starting at (USD)

$305.00

Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_736E
View Rental
Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_701R
View Rental
Starting at (USD)

$209.00

Windsor At Westside
  • 12 Guests
  • 6 Bedrooms
  • 4.5 Baths
  • Code: WW_733E
View Rental
Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_706R
View Rental
Starting at (USD)

$305.00

Windsor At Westside
  • 16 Guests
  • 8 Bedrooms
  • 6 Baths
  • Code: WW_732E
View Rental
Windsor At Westside
  • 10 Guests
  • 5 Bedrooms
  • 5.5 Baths
  • Code: WW_720L
View Rental