Hot Tub, Pool, Outside TV, and Seating (always there) – A swimming pool with two hot tubs, surrounded by a covered patio area with seating and a ceiling fan.

Windsor at Westside · Kissimmee, Florida

Second Star to the Right

7-bedroom pool villa with a karaoke & DJ-light game room, sleeping up to 17, an 800-foot walk from the resort clubhouse and about 20 minutes from Disney’s Animal Kingdom.

7 bedrooms 5.5 baths Sleeps 17 ★ 9.6/10 · 124 reviews

Check dates on Vrbo

Quick facts

Property: Second Star to the Right, a Grand Collection villa (entire home)
Resort: Windsor at Westside (gated), Kissimmee, Florida
Bedrooms: 7 (4 kings, 1 king downstairs)
Bathrooms: 5.5 (5 full, 1 half)
Sleeps: Sleeps 14–17 (17 uses the bunk-trundle room and the double bed)
Pool: Private heated, lit pool and spa with kids’ safety fence. Free pool and spa heat (current special).
Game room: Karaoke stage, DJ lights, Megatouch, pool table, air hockey
TVs & Wi-Fi: 11 smart TVs incl. outdoor patio TV; free 100 Mbps Wi-Fi
Clubhouse: 10,000 sq ft, about 800 ft away: lazy river, aquapark, pickleball, gym, arcade
Disney: Animal Kingdom about 20 min / 9 mi; Magic Kingdom about 30 min / 14 mi
Airports: MCO about 50 min / 30 mi; Kissimmee Gateway (ISM) about 31 min
Check-in / out: After 4:00 PM / before 10:00 AM
Fees: No resort fees
Discount: 10% for returning guests, military, or 7+ nights (one per booking)
Pets: Not allowed
Rating: 9.6/10 “Exceptional” from 124 reviews on Vrbo

Highlights

Private heated pool & spa

Lit pool and hot tub on a covered lanai with an outdoor TV. Free pool and spa heat (current special).
WOW game room

Karaoke stage, real DJ lights, cordless mikes, Megatouch bar game with 100+ games, pool table and air hockey.
800 ft to the clubhouse

10,000 sq ft clubhouse with lazy river, zero-entry heated pool, aquapark, sports courts, gym and arcade.
Room for 17

7 bedrooms with 4 kings, a bunk-trundle kids’ room, and 5.5 baths. Sleeps 14–17.
About 20 min to Animal Kingdom

Nearest Disney theme park, about 9 miles. Magic Kingdom’s ticket center is about 30 min / 14 mi.
No resort fees

10% off for returning guests, military, and stays of 7+ nights.

Private hot tub and pool
Villa lanai, pool, spa, TV and patio
Exterior
Private kitchen
Living area
parlor
upstairs loft
Dining
down stairs master bath
Dining

The game room

A full-size game room “man-cave” where everyone meets after the parks. The smart TV is wired to the karaoke, so you can sing along to YouTube lyric videos.

Stage with karaoke machine
Real DJ lights
Cordless mikes and various karaoke CDs
Smart TV connected to the karaoke (sing along to YouTube lyric videos)
Bluetooth PA system; connect your music devices
Megatouch touchscreen bar table game with over 100 games (1-4 players: card games, trivia/puzzles, action, strategy, kids games)
Bar table
Pool table
Air hockey
Large Connect 4 game

Game room: Pool, air hockey, karaoke, bar touchscreen game, TV, DJ lights+mikes

Game room – A pool table in a room with a staircase, a table with chairs, and a Mickey Mouse-themed decoration.

Host tip: “Our favorite game is Take 2....try it.” Upstairs, the second-floor parlor has a poker table and a PlayStation 4.

Bedrooms & sleeping

7 bedrooms with 4 kings (1 downstairs) and 5½ baths. Sleeps 14–17: 17 guests usually means 4 children in the bunk-trundle room and 2 guests in the double bed.

Downstairs master suite

King

Own bath with shower and separate tub; separate access to the pool
Upstairs master

King
2nd-floor bedroom

King
2nd-floor bedroom

King
Bunk room

Twin-over-full bunk + full trundle

Could sleep 5 children
Twin room

Two twin beds
Double room

Double bed

Sleeps 2

Amenities

Pool & outdoor

Private heated, lit pool and spa (hot tub)
Free pool and spa heat (current special). Spa heat requires the pool to be heated.
Children's pool safety fence
Covered lanai-patio with large dining table, overhead fan and outdoor TV
Outdoor closet with one of the two dryers (for wet swimsuits and warm towels)
Outdoor furniture
Beach chairs
BBQ grill available to rent through management.

TV & tech

11 wall-mounted smart TVs (Vizio; one in game room and one on the patio)
Outside TV on the lanai
Free 100 Mbps Wi-Fi
PlayStation 4 (bring games)
DVD player and a few DVDs
Telephone
Satellite / cable

Kitchen & dining

Fully furnished open design kitchen
Refrigerator
Dishwasher
Microwave
Stove
Oven
Kitchen island
Dishes & utensils (for inside and pool area)
Dining table
Keurig-type and regular drip coffee makers
Kettle
Blender
Ice maker
Toaster

Kids & family

High chair
2 pack & play cribs
Stair fence / baby gate
Stroller
Games for kids
Toys
Pool safety fence

Laundry & essentials

Washer and 2 dryers on the first floor, with one dryer in the outdoor closet.
Towels provided
Linens provided
Hair dryers
Shampoo
Basic soaps
Iron & board
Air conditioning
Heating
Desk and desk chair
Starter amounts of toilet paper, cleaning goods and garbage bags only; no starter food.

Living spaces

1st floor parlor
Huge 2nd floor parlor/loft with a poker table and PlayStation 4
Downstairs living room
Open-design fully furnished kitchen with island
Dining table
Lanai-patio with large dining table

Safety

Smoke detectors
Carbon monoxide detectors
Fire extinguishers (first and second floor closet)
Deadbolt lock
Exterior lighting
Fenced private pool
Emergency lighting / 2 exits
MD Now Urgent Care — Clermont, about 11 min / 5 mi

Accessibility

Wheelchair accessible, with a several-inch step to the pool, door, and shower on the first floor.

Windsor at Westside resort clubhouse

The gated resort’s 10,000 sq ft clubhouse is about 800 feet from the villa. All but purchases are complimentary.

✓ Bar, food and drinks
✓ Fireplace
✓ Sundries shop
✓ Lazy river
✓ Huge zero-entry heated resort pool
✓ Aquapark (knee deep for younger children)
✓ Water playground with slides
✓ Lake with pier
✓ Cabanas
✓ Large hot spa
✓ Multiple sports courts including pickleball, basketball and beach volleyball
✓ Extended-hours gym
✓ Covered playground
✓ Arcade room (free games)
✓ Frozen yogurt area
✓ Activities

Location & drive times

Kissimmee, Florida, in the Four Corners area of Osceola County. The star is the villa at Windsor at Westside. Open in Google Maps.

Approximate drive times from Windsor at Westside.

OpenStreetMap basemap of Interstate 4, US-192, US-27, SR-417, SR-429, and World Drive, with lakes and towns from Winter Haven to Orlando — Parks and places around the villa

OpenStreetMap basemap closer to the villa, showing US-192, SR-429, Interstate 4, and World Drive — Closer to the villa

Theme park
Water park
Shopping & dining
Shopping
Golf
Care
Airport

Theme parks

1
Disney's Animal Kingdom — about 20 min / 9 mi
Nearest Disney theme park to the villa.
2
Disney's Hollywood Studios — about 25 min / 11 mi
Disney theme park on South Studio Drive.
3
EPCOT — about 25 min / 13 mi
Disney theme park east of Hollywood Studios.
4
Magic Kingdom — about 30 min / 14 mi
The drive ends at the Transportation and Ticket Center; the monorail and ferry cross to the park.
5
SeaWorld Orlando — about 35 min / 18 mi
Marine-life theme park on SeaWorld Drive.
6
Universal Studios Florida — about 35 min / 22 mi
Theme park on the original Universal Orlando campus.
7
Universal Epic Universe — about 40 min / 23 mi
Universal's newest theme park, northeast of the villa.
8
LEGOLAND Florida — about 50 min / 30 mi
Theme park in Winter Haven, south of the villa.

Water parks

9
Disney's Blizzard Beach — about 20 min / 11 mi
Closest Disney water park by drive time.

Shopping & dining

10
Disney Springs — about 30 min / 14 mi
Disney dining and shopping district. No theme-park ticket required.

Shopping

11
Publix Berry Town Center — about 7 min / 2 mi
Closest grocery store, on Sand Mine Road.
12
Target Orlando SW — about 12 min / 5 mi
Closest Target, with groceries, on Rolling Oaks Boulevard.
13
Orlando Vineland Premium Outlets — about 30 min / 15 mi
Outlet shopping on Vineland Avenue.

Golf

14
ChampionsGate Golf Club — about 12 min / 5 mi
Public golf club at 8575 White Shark Boulevard.
15
Mystic Dunes Golf Club — about 15 min / 6 mi
Public golf club on Shadow Tree Lane in Celebration.

Care

16
Orlando Health Four Corners ER — about 10 min / 5 mi
Closest emergency room, on Cagan Ridge Boulevard in Clermont.
17
MD Now Urgent Care — Clermont — about 11 min / 5 mi
Closest urgent care, on Cagan View Road in Clermont.

Airport

18
Orlando International Airport (MCO) — about 50 min / 30 mi
Orlando's main airport.

Reviews

9.6 / 10 · Exceptional

From 124 guest reviews on Vrbo. Hosted by James and Karen Smith, Vrbo Premier Host.

Read all 124 reviews on Vrbo

“At night the kids and adults after a dip in the pool or a long day at the parks meet in the game room, singing, dancing, and playing the games (I always lose).”

— James and Karen Smith, hosts

Hosts

James and Karen Smith

Premier Host. They consistently provide great experiences for their guests.

I'm a grandfather of 15 and bought our place for family times. Our family/friends have vacationed in Kissimmee as renters for years and renting a dream home has come to be a better way to spend quality time all together. We love seeing Disney again through our kids and grandchildren's eyes and hope that everybody has that opportunity. We believe that people do business with people so call us so we can help it happen. We've done it all.

Our favorite times are sitting around in the morning Floridian sunshine, having our cup of coffee the kids in the pool and watching the outside TV, we're always there. At night the kids and adults after a dip in the pool or a long day at the parks meet in the game room, singing, dancing, and playing the games (I always lose). There's been many a night upstairs when the adults and kids play poker. The clubhouse is the best we've seen and so close...Head over there DAY 1 and get excited. To us our place down in Kissimmee is our favorite place to be.

House rules

Check-in: After 4:00 PM (in person or express check-in by calling Global, the management company; express check-in is a must for late arrivals)
Check-out: Before 10:00 AM
Children: Welcome (ages 0–17)
Pets: No pets
Events: No parties or events
Smoking: Not in the house or game room; allowed on the lanai-patio
Pool: No diving, no glass, no unsupervised children. Use the children’s pool safety fence when kids are present.
Parking: Maximum of 4 cars; 3–4 fit on the driveway depending on size. Don’t park on the grass or block the sidewalk (resort rule).
Booking: At least 7 days between booking request and arrival. E-checks only if paid 30+ days before arrival.
Supplies: Starter toilet paper, cleaning goods and garbage bags; no starter food.
Damage: You are responsible for any damage to the rental property caused by you or your party.

Discounts & fees

★ No resort fees. Only tax, the cleaning fee plus tax, and the Vrbo service charge.
★ 10% off for returning guests, military members, and stays of 7 nights or more (one discount per reservation).
★ Free pool and spa heat (current special). Spa heat requires the pool to be heated.
★ New last-minute discounts.

Frequently asked questions

Is there a 7 bedroom villa near Disney with a game room?

Yes. Second Star to the Right is a 7-bedroom, 5.5-bath villa at Windsor at Westside in Kissimmee, about 20 minutes from Disney’s Animal Kingdom, with a game room that has a karaoke stage, DJ lights, a Megatouch game, a pool table and air hockey.

How far is the villa from Disney World?

Disney’s Animal Kingdom, the nearest theme park, is about a 20-minute drive (about 9 miles). The drive to Magic Kingdom ends at the Transportation and Ticket Center, about 30 minutes and 14 miles.

How many guests can stay?

It sleeps 14–17. Sleeping 17 usually means 4 children in the bunk-trundle room (1 on top, 2 on the bottom, 1 in the pullout trundle) and 2 guests in the double bed.

How many bedrooms and bathrooms are there?

7 bedrooms, including 4 king bedrooms (one downstairs master with its own bath and separate access to the pool), and 5.5 bathrooms.

Is the pool heat free?

Yes. Free pool and spa heat (current special). Spa heat requires the pool to be heated.

Does the villa have a private pool and hot tub?

Yes. A private heated, lit pool and spa on a covered lanai with an outdoor TV and a children’s pool safety fence.

Are there resort fees?

No resort fees. You pay only tax, the cleaning fee plus tax, and the Vrbo service charge.

Are there discounts?

10% off for returning guests, military members, and stays of 7 nights or more. Only one discount per reservation. New last-minute discounts.

How far is the clubhouse?

About 800 feet. The 10,000 sq ft clubhouse has a lazy river, zero-entry heated pool, aquapark, hot spa, pickleball and other courts, gym, arcade, frozen yogurt, a bar and a sundries shop. Everything except purchases is complimentary.

How far is the airport?

Orlando International (MCO) is about a 50-minute drive (about 30 miles). Kissimmee Gateway (ISM) is about 31 minutes.

What are check-in and check-out times?

Check-in is after 4:00 PM and check-out is before 10:00 AM.

Are pets allowed?

No, pets are not allowed.

Is it good for babies and toddlers?

Yes. There is a high chair, 2 pack & play cribs, a stair fence, a stroller, toys and a pool safety fence.

How many cars can we bring?

A maximum of 4 cars.

How do I book?

Check dates and book on the Vrbo listing (property #4159245ha).

Your second star to the right

Named after Peter Pan’s Neverland, “a place where you never grow up.”

Check dates & book