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Windsor at Westside vacation rentals

A peaceful, gated vacation community just minutes from Walt Disney World.

6
Homes
5–9
Bedrooms
4 mi
To Disney

Windsor at Westside is a gated community in Davenport, Florida, a short drive from Walt Disney World, with a 10,000 sq ft clubhouse, a zero-entry pool with a waterslide, a lazy river and a kids' water playground. We manage 6 homes at Windsor at Westside from 5 to 9 bedrooms, sleeping 12 to 19, every one with a private pool, booked direct with the family that looks after them.

6
Homes we manage
5–9
Bedrooms
12–19
Sleeps
6
With a private pool
5
With a games room
2
With a home cinema

The storybook one

Themed bedrooms, four miles from the gates

Windsor at Westside pairs one of the shortest Disney drives with one of the better clubhouses: a lazy river, a two-storey slide tower, a splash pad, a poolside bar, an arcade and a fitness centre. It's a mid-2010s community, so the homes are modern without the new-build premium.

This is the resort where our themed villas cluster — Moana rooms, pirate bunk rooms, princess suites — which is why families with under-tens keep coming back to it. Homes run from four-bedroom townhomes to nine-bedroom villas.

Why guests choose it

  • Short park run

    Four miles to Disney via Westside Boulevard and the 429.

  • Lazy river and slide tower

    Plus a splash pad and poolside bar service.

  • Our best themed bedrooms

    Hand-painted rooms that make the villa part of the holiday.

Inside the resort

What is on site at Windsor at Westside

What is actually on site

Windsor at Westside is the middle Windsor: newer than Windsor Hills, closer in than Windsor Island. The clubhouse runs to 10,000 square feet and holds a kids' activity centre, a free games room, a video arcade, a sundry shop and the Tu Casa Bar and Lounge, which is a full-service bar rather than a poolside hatch.

The water side is a zero-entry resort pool with a waterslide, a lazy river, a hot tub and a separate kids' water playground, with basketball and a volleyball court alongside. The resort publishes its opening hours, which is worth knowing when you plan an early swim: the pool runs from 9am to dusk rather than late into the evening. Our homes here run from five to nine bedrooms — mid-to-large — so our 7 bedroom vacation homes page is a useful reference point.

Pool and water

  • Zero-entry resort pool

    Walk-in from the shallow end, with a waterslide.

  • Lazy river

    Circling the pool complex.

  • Hot tub

    Beside the main pool.

  • Kids' water playground

    A separate shallow play area for younger children.

The clubhouse

10,000 sq ft, open 9am to 9pm.

  • Tu Casa Bar and Lounge

    Full-service bar with liquor, beer, wine and frozen drinks, serving poolside food — wraps, nachos, wings.

  • Free game room

    No charge to use it.

  • Video arcade

    Alongside the games room.

  • Kids' activity centre

    A dedicated children's space, not a corner of the lounge.

  • Sundry shop

    For the things you forgot to pack.

  • Fitness gym

    Open 7am to 9pm — earlier than the rest of the clubhouse.

Sport and extras

  • Basketball court

    Open 9am to dusk.

  • Volleyball court

    On site.

  • Cabana event rentals

    Bookable through the resort for gatherings.

Resort amenities

  • Resort pool & splash area
  • Tennis, basketball & volleyball courts
  • Clubhouse game room & fitness center
  • 3 to 6 bedroom villas with private pools
  • Screened lanais & family spaces
  • Gated community with 24/7 security

Location

Between Westside Boulevard and the 429

A fast, quiet route to Disney's western parks, with the Formosa Gardens shops and restaurants five minutes away.

Walt Disney World
4 mi · 9 min
Universal Orlando
17 mi · 23 min
SeaWorld Orlando
13 mi · 19 min
Orlando Int'l (MCO)
24 mi · 29 min
Disney Springs
approx. 8 mi · 15 min
Orlando International Airport (MCO)
approx. 25 mi · 33 min
LEGOLAND Florida
approx. 30 mi · 40 min
Publix supermarket
approx. 2 mi · 5 min
AdventHealth Celebration hospital
approx. 9 mi · 15 min

Know before you go

Practical details for Windsor at Westside

Gated entry
Gated communityYour name goes on the gate list before arrival — we handle that when your booking is confirmed.
Clubhouse hours
9:00am–9:00pm
Gym hours
7:00am–9:00pmOpens two hours before the rest of the clubhouse.
Pool and basketball hours
9:00am–duskThe resort pool closes at dusk rather than late evening — plan swims accordingly.
Games room
Free to use
Cabanas
Available as event rentals through the resort
Parking
Free, at the homeDriveway and garage space varies by home.
Location
Davenport, FL

Available homes

Featured homes at Windsor at Westside

View all 6 homes →

Inside the resort

17 photos — select any to enlarge.

Nearby

Five minutes to Formosa Gardens, nine to Disney

  • Dining

    Formosa Gardens plaza

    Five minutes: sushi, BBQ, bakeries and a Publix.

  • Attraction

    Island H2O Water Park

    Six minutes for a change of water scenery.

  • Shopping

    Vineland Premium Outlets

    Fourteen minutes for the outlet run.

  • Attraction

    Disney Springs

    Fifteen minutes for the evening out.

Windsor at Westside questions we're asked most

How does it compare with Windsor Island?

Windsor at Westside is closer to Disney; Windsor Island is newer. Amenity lists are similar — lazy river, slide tower, arcade — so the decision usually comes down to drive time versus build year.

Are the themed bedrooms suitable for older kids?

Many of our Westside homes mix themed bunk rooms for younger children with plain king suites for teens and adults. We'll match the room mix to your party ages.

Is there a games room?

Most of the six-bedroom-plus homes have a converted garage games room with a pool table and arcade machines. Every listing lists exactly what's in it.

What's the drive to Disney really like?

Four miles on Westside Boulevard, nine to twelve minutes depending on the park. It avoids the busiest stretch of US-192 entirely.

Does Windsor at Westside have a lazy river?

Yes, alongside a zero-entry resort pool with a waterslide, a hot tub and a separate kids' water playground. The pool area is open from 9am to dusk, which is earlier a close than some resorts, so it is worth planning evening swims around.

What are the clubhouse hours at Windsor at Westside?

The main clubhouse runs 9am to 9pm and the gym opens earlier at 7am, closing at 9pm. The pool and basketball court are open from 9am until dusk. Published hours can change seasonally, so confirm at the desk when you arrive.

Is there a bar at Windsor at Westside?

Tu Casa Bar and Lounge is a full-service bar in the clubhouse — liquor, beer, wine and frozen drinks — and it serves poolside food including wraps, nachos and wings. It is a proper bar rather than a drinks hatch by the pool.

How far is Windsor at Westside from Disney World?

Roughly five miles, usually about ten minutes by car. The resort sits on the Westside Boulevard corridor in Davenport, which keeps it close to the western Disney entrances while staying off the busiest stretch of US-192.

What is there for children at Windsor at Westside?

A dedicated kids' activity centre in the clubhouse, a free games room, a video arcade, and a separate kids' water playground beside the main pool. The waterslide and lazy river cover the older children, so the age range is reasonably well served.

What is included with a Windsor at Westside rental?

The clubhouse, pool, waterslide, lazy river, hot tub, kids' water playground, gym, games room, arcade and sports courts come with the stay. Food and drink at Tu Casa, and cabana event rentals, are charged separately.

What size homes are at Windsor at Westside?

Our homes here run from five to nine bedrooms, putting the resort in the mid-to-large band — bigger than Windsor Hills, smaller at the top end than Reunion or ChampionsGate. The live figures on this page show exactly what we have there now.

Is there a gym at Windsor at Westside?

Yes, and it opens at 7am, two hours before the rest of the clubhouse, closing at 9pm. That early start is useful if you are trying to train before a park day rather than after one.

Is Windsor at Westside gated?

Yes, it is a gated community. Your party's name goes on the gate list before you arrive — we arrange that when your booking is confirmed, so there is nothing for you to organise at the gatehouse on the day.

Can you hire a cabana at Windsor at Westside?

The resort offers cabana event rentals, which are booked through the resort rather than included with the home. They are aimed at gatherings, so if you are travelling as a large group celebrating something, it is worth asking about early.

Book direct

Let's find your Windsor at Westside home

Karen, Yvonne and Amalia know these homes personally. Tell us your dates and party size and we'll shortlist the right ones — no platform fees, flexible payments.

  • Transparent pricing — no hidden platform fees
  • Flexible payment plans on every booking
  • Homes inspected by us between each stay
  • One family, three names, always reachable

Windsor at Westside

Themed bedrooms · lazy river · 4 mi to Disney

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