Hotels
United States
Kissimmee
Windsor At Westside
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54 photos
Windsor At Westside Villa Kissimmee Exterior photoWindsor At Westside Villa Kissimmee Exterior photoWindsor At Westside Villa Kissimmee Exterior photo
Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From146US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

Sydney Avenue 8944, Kissimmee, Florida, United States, FL 34747
-
Close to Walt Disney World(R) Resort
Great
8.4
/10

Accommodations

Windsor At Westside offers over 200 villas with private pools, ensuring guests enjoy exclusive swimming opportunities within their own space. Each villa features spacious layouts, fully equipped kitchens, and multiple bedrooms, accommodating families and groups comfortably. With options including 5 to 9 bedroom homes, every guest can find the right fit for their stay.

Resort Amenities

The hotel includes a 10,000 square-foot clubhouse equipped with a fitness center, game room, and an outdoor pool with a lazy river. An on-site bar provides refreshments, while activities are offered for all ages in this expansive resort. Guests can also enjoy the sports courts, offering volleyball and basketball options.

Dining Options

Dining at Windsor At Westside includes the convenience of an on-site restaurant serving breakfast, lunch, and dinner. The bar and grill provide casual dining options alongside poolside sip and snack selections. For those preferring to dine in, the villas' kitchens allow for home-cooked meals.

Location

Conveniently situated just minutes from Walt Disney World, Windsor At Westside places guests in close proximity to Orlando's top attractions. The resort is located near shopping outlets, dining, and entertainment options. This central location ensures easy access to everything Orlando offers.

Family-Focused Features

Windsor At Westside is equipped with features designed for families, including a dedicated kids' club and organized activities. The resort's extensive pool complex encourages family fun with water slides and playgrounds. Children can enjoy supervised programs, ensuring parents can relax.

Highlights

Accommodations: Over 200 villas with private pools

Amenities: 10,000 square-foot clubhouse with fitness center

Dining: On-site restaurant serving breakfast, lunch, and dinner

Location: Minutes from Walt Disney World

Must-do experiences

  • Visit Gatorland for close encounters with alligators and fun shows.
  • Savor mouthwatering tacos at El Coyote, a local hidden gem.
  • Explore the history at the Kissimmee Air Museum; it's fascinating!
  • Wander through Old Town for charming shops and classic car shows.
  • Taste the famous key lime pie at the Key Lime Pie Factory nearby.
View all

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Windsor At Westside Villa offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.2/10Review score

General

  • No smoking on site
  • Internet access
  • Parking
  • No pets allowed

Sports & Fitness

  • Fitness centre
  • Tennis court
  • Mini golf
  • Fishing

Guest Parking

  • Dryer
  • Cookware/ Kitchen utensils

Services

  • Shops/Commercial services

Dining

  • Snack bar
  • Outdoor dining area
  • Picnic area/ Tables

Children

  • Cots
  • Children's play area
  • Kids club
  • Game room

Spa & Leisure

  • Outdoor swimming pool
  • Sun loungers
  • Aqua park
  • Entertainment
  • Sun terrace
  • Garden area
  • BBQ facilities
  • Leisure/ TV room
  • Spa & wellness centre
  • Jacuzzi

Room features

  • Wi-Fi in rooms
  • Air conditioning
  • Heating
  • Sitting area
  • Dressing area
  • Garden furniture
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Washing machine

Self-catering

  • Dryer
  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
Show more

Windsor At Westside Villa Location

Sydney Avenue 8944, Kissimmee, Florida, United States, FL 34747
Map view
Sydney Avenue 8944, Kissimmee, Florida, United States, FL 34747
City landmarks
Landmark
Rum Run
1.3 mi
Landmark
Emerald Island Boulevard
2.1 mi
Park
Northeast Regional Park
1.4 mi
Landmark
Highlands Reserve Boulevard
1.7 mi
Store
Publix Super Market at Berry Town Center
1.4 mi
Landmark
Lake Davenport
1.5 mi
Golf Course
Highlands Reserve GC
1.7 mi
Landmark
Tuscan Hills Boulevard
1.6 mi
Landmark
Paradise Palms Boulevard
1.5 mi
Landmark
Community of Faith United Methodist Church
1.5 mi
Landmark
Highgate Park Boulevard
2.0 mi
Landmark
Orlando Tickets 4 U
1.9 mi
Landmark
Legacy Park Boulevard
2.0 mi
Landmark
aqui aterrizo el globo
2.2 mi
Store
West Gate Flea Market
2.4 mi
Landmark
Formosa Gardens Boulevard
2.5 mi
Landmark
Buccaneer Bay
2.5 mi
Landmark
Acadia Estates
2.6 mi
Landmark
Mystic Dunes Golf Club
2.8 mi
Landmark
Splendid China
2.7 mi
Golf Course
Polo Park Golf Course
2.8 mi
Golf Course
Mystic Dunes Golf Club at Mystic Dunes Resort
2.9 mi
Landmark
The Legends Golf Course
2.9 mi
Landmark
Windsor Hills
3.1 mi
Golf Course
13th Hole
2.8 mi
Landmark
Mystic Dunes Lane
2.9 mi
Golf Course
Mystic Dunes Golf Course
3.0 mi
Landmark
Vista del Lago
2.9 mi
Golf Course
ChampionsGate Country Club Golf
2.9 mi
Landmark
Raccoon Lake
3.0 mi
Nearby
Tuscan Hills Boulevard
0 ft
Explore Kissimmee
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Northeast Regional Park
Northeast Regional Park
25 minutes' walk
A large park featuring sports fields, playgrounds, and picnic areas; perfect for family outings and leisurely strolls.
Lake Davenport
25 minutes' walk
Scenic lake offering fishing and nature trails; a tranquil spot for picnics or enjoying the outdoors.
Rum Run
Rum Run
5 minutes' drive
A popular waterway ideal for kayaking or paddleboarding; enjoy the natural beauty and wildlife along the shores.
Emerald Island Boulevard
Emerald Island Boulevard
10 minutes' drive
A vibrant area full of shops, dining, and entertainment; perfect for a casual stroll and some retail therapy.
Kayaking on Lake Davenport
5 minutes' drive
Rent kayaks for an exciting day on the water; a great way to relax and enjoy nature's beauty on Lake Davenport.
Golfing at Highlands Reserve
10 minutes' drive
A beautifully maintained 18-hole golf course; suitable for all skill levels, perfect for solo travelers or groups.
The Catfish Place
5 minutes' drive
Casual atmosphere serving fresh seafood with Southern flair; famous for their catfish and hushpuppies. Reservations recommended.
Olive Garden
10 minutes' drive
Italian cuisine in a family-friendly setting; offers a variety of pasta dishes and gluten-free options. Reservations suggested.
Old Town
10 minutes' drive
A nostalgic amusement park with classic rides, shops, and live entertainment; fun for all ages, especially in the evenings.
Celebration Town Tavern
10 minutes' drive
A laid-back bar featuring live music and great local craft beers; hosts various events, including trivia and open mic nights.
Getting around
City Centre
Kissimmee35 min  ·  14.3 mi
Airports
Orlando International (MCO)73 min  ·  30.1 mi
Orlando Executive (ORL)84 min  ·  34.8 mi
Train
Kissimmee Station36 min  ·  14.9 mi
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Property information and rules
Check-in
from 16:00-16:30
Check-out
from 09:00-10:00
Guest Parking
Private parking is possible at a location nearby for free.
Internet
High-speed internet access is available in for free.
Pets
Pets are not allowed.

Reviews and Ratings

Feedback about Windsor At Westside Villa from previous guests about their experience.
Review score
Based on 12 verified reviews
9.2/10
Perfect
92%
Recommend
Cleanliness
8.2/10
Comfort
8.3/10
Facilities
8.2/10
Location
9.0/10
Staff
8.5/10
Value for money
8.3/10
Guest reviews
based on 21 reviews
8.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Windsor At Westside
What are the check-in and check-out times at Windsor At Westside?
Check-in is at 16:00 and check-out is by 10:00.
How far is Windsor At Westside from Orlando International Airport?
The hotel is located 50 km from Orlando International Airport.
What recreational amenities are available at Windsor At Westside?
The property features an outdoor swimming pool, a hot tub, a fitness center, and mini golf.
Is parking available at Windsor At Westside?
Complimentary private parking is available on-site.
What is included in the room amenities at Windsor At Westside?
Rooms are equipped with air conditioning, a flat-screen TV, a fully equipped kitchen, and free high-speed Wi-Fi.
Are there any restaurants on-site at Windsor At Westside?
Yes, there is a snack bar available for guests.
What attractions are near Windsor At Westside?
Nearby attractions include Disney's Animal Kingdom (15 km) and ESPN Wide World of Sports (15 km).
What outdoor features does Windsor At Westside have?
The hotel boasts an outdoor dining area, a garden, and a sun terrace.
What amenities are available for families at Windsor At Westside?
Family-friendly amenities include a children's playground and an aqua park.

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Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Price calendar
  • Facilities
  • Location
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