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Where to Stay Near ESPN Wide World of Sports, Vacation Rentals for Tournament Families

By

Fun Stay Admin

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October 1, 2026

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Where to Stay Near ESPN Wide World of Sports: Vacation Rentals for Tournament Families

Where to stay near ESPN Wide World of Sports comes down to one choice: four to six hotel rooms at $200 to $350 a night each, or one house 15 to 25 minutes from the fields. For a team, the house wins. Vacation rentals near ESPN Wide World of Sports put everyone under one roof with a kitchen, a washer for the uniforms, and parking for the carpool.

ESPN Wide World of Sports

The four tournament weeks that fill Kissimmee’s large homes first. Dates from organizer schedules, October 2026.

First, Check Whether Your Team Has to Stay in a Hotel

Usually it doesn’t, which surprises most parents. Sports team accommodation in Orlando is sold as hotel blocks, so everyone assumes a block is required. The rules are looser than the sales emails suggest.

Disney Soccer says it in writing on its planning pages: no stay-to-play requirement. Varsity Spirit’s Stay Smart program does force hotel bookings at some championships, but it excludes every event held at Walt Disney World, which opens The Summit, the D2 Summit and the UCA and UDA school nationals to any family that would rather have a kitchen. The hotels near ESPN Wide World of Sports in those packages are good hotels. They’re just optional.

One caution before you decide where to stay near ESPN Wide World of Sports on your own: some gyms house the athletes together through a team package even when parents can book anywhere. Ask your coach before you put a deposit down.

OrganizerHousing ruleWhat it means for you
Disney Soccer (Showcases, Presidents Day, Memorial Day, Season Kickoff)No stay-to-play. Disney Sports Travel packages are optional.Book anywhere.
Varsity Spirit (The Summit, D2 Summit, UCA and UDA nationals)Stay Smart housing requirement excludes Walt Disney World events. Packages are optional.Book anywhere. Confirm the athlete package rule with your gym.
USASF (The Cheerleading Worlds, The Dance Worlds)Hotel packages offered. No published rule for families.Families can stay off-site. Confirm with your gym.
AAU (Boys Basketball World Championships)No stay-to-play found.Book anywhere.
Pop WarnerRequired housing, but the championships moved to Charlotte for 2025 and 2026.Not at the complex this season.

Vacation Rentals Near ESPN Wide World of Sports, Ranked by Drive Time

The complex sits at 700 S Victory Way, on the south edge of Disney property where Osceola Parkway meets the resort. We manage over 100 vacation homes across 20+ resort communities around Kissimmee, and we measured every drive below from one of our own homes to the Victory Way entrance in light traffic. Add 5 to 10 minutes for a 7 a.m. call time, and more if competition hair happens before the car leaves.

CommunityMilesDriveWhat we have there
Windsor Hills5.5 to 615 to 16 minClosest community we manage. 3-bedroom condos up to 6-bedroom homes. Lagoon pool and water slide.
Emerald Island719 minGuard-gated. 3 to 7 bedrooms.
Windsor Palms719 minQuiet streets. 3 to 6 bedrooms.
Encore Resort at Reunion7.517 min8-bedroom home with an arcade room. Encore water park access.
Storey Lakeabout 7about 15 to 20 min3 and 4 bedroom units only.
Reunion Resortabout 10about 20 min3-bedroom condos.
Windsor at Westside1124 minMost of our 8-bedroom homes. Lazy river and water park.
Windsor Island12.525 min5 to 10 bedrooms. Newest resort amenities.
ChampionsGate, Solterra, Solaraabout 10 to 12about 20 to 25 min6 to 8 bedrooms.

The eight homes we’d put a team in first

Of all the vacation rentals near ESPN Wide World of Sports we manage, these are the eight we reach for when a coach calls. They’re ordered by drive time. The right one depends on how many bathrooms your group needs at 6 a.m.

HomeCommunitySleepsDriveWhy teams like it
Disney 6BR Home with Private PoolWindsor Hills12 in 6 BR, 4 baths15 minGame room, lake-view patio, and the shortest drive in the set.
Windsor Hills Luxury 6BR Pool HomeWindsor Hills12 in 6 BR, 4 baths16 minTwo master suites for the coaches, a lanai that seats the whole team for dinner.
4BR Disney Villa with Game RoomWindsor Hills7 in 4 BR, 4 baths15 minSingle level, a bathroom per bedroom, pool table, parking for 3 cars. The one-family pick.
Themed 8BR with Custom Game RoomEncore Resort at Reunion13 in 8 BR, 7 baths17 minMario Kart and pinball arcade, two living rooms, and seven bathrooms. Seven.
Emerald Island 7BR Themed VillaEmerald Island11 in 7 BR, 6 baths19 minFour en-suites behind a guard gate, screened pool.
Disney Pool Home with Game RoomWindsor Palms10 in 6 BR, 3 baths19 minAvengers game room, pool safety fence for the little siblings, no rear neighbors.
8BR Home with Pool and SpaWindsor at Westside12 in 8 BR, 6 baths24 minFour king rooms for parents, parking for 4 cars, lazy river down the street.
Luxury 10BR Windsor Island HomeWindsor Island15 in 10 BR, 8 baths25 minFive en-suites and a full roster under one roof. Worth the extra ten minutes.

If you’re torn, start with the two homes in our Windsor Hills guide and work outward. Windsor Hills has only three homes with five or more bedrooms, so a full roster usually ends up in Westside or Windsor Island with ten more minutes in the car.

What a tournament week actually costs

Do the math per person, not per night. That’s where hotels lose.

Twelve people in hotels near ESPN Wide World of Sports means four rooms at $200 to $350, so $800 to $1,400 a night before anyone has eaten, plus a coach walking the corridor at 10 p.m. doing bed checks. The same twelve in a 6-bedroom Windsor Hills home pay one nightly rate and split it twelve ways.

Then the kitchen starts paying for itself. Breakfast for twelve is $40 to $60 of groceries from the Publix on the way in, against $150 or more at a buffet, every morning for five nights. Book direct and you also skip the 6 to 15 percent service fee that Airbnb and Vrbo add to vacation rentals near ESPN Wide World of Sports. For a group this size, sports team accommodation in Orlando is cheaper in a house, and it isn’t close.

Why families book direct with us

What one nightly rate covers when a team books a FunStay home instead of four hotel rooms.

Parking, Tolls and Getting the Team There

ESPN Wide World of Sports parking is free for most events. Admission is $19.50 for adults and $14.50 for kids aged 3 to 9 per day, and athletes and coaches get in on their credential. Details are on the complex’s Know Before You Go page.

ESPN Wide World of Sports transportation serves Disney hotel guests only. There’s no shuttle from Kissimmee or Davenport, so you drive. Plan ESPN Wide World of Sports transportation at one car for every four or five people. The homes above park three or four cars, and a rental car in Orlando costs less than a week of rideshares at $15 to $25 each way.

Osceola Parkway, the fastest route from Windsor Hills, Emerald Island and Windsor Palms, is a toll road, so add the toll pass to your rental. For ESPN Wide World of Sports parking at a 7 a.m. check-in, leave 20 minutes earlier than the drive time in the table. The lots are big and the walk to the field house is long.

The ESPN Wide World of Sports Schedule That Books Kissimmee Out

Not every event at the complex moves the housing market. These do. Read the ESPN Wide World of Sports schedule as a booking calendar: the last column is when the homes closest to the complex are usually gone.

DatesEventBook by
Nov 27 to 29, 2026Disney Junior Soccer ShowcaseMid October
Dec 27 to 31, 2026Disney Boys Soccer ShowcaseEarly November
Jan 15 to 18, 2027Disney Girls Soccer ShowcaseLate November
Jan 29 to 31 and Feb 4 to 7, 2027UCA National High School Cheerleading Championship (DII, then DI), with UDA Dance nationals the same weekendsEarly December
Feb 13 to 15, 2027Disney Presidents Day Soccer TournamentMid December
Mar 12 to Apr 1, 2027Disney Spring Training, college and high school baseball and softballMid January
Apr 23 to 26, 2027The Cheerleading Worlds and The Dance WorldsEarly February
Apr 29 to May 2, 2027The Summit ChampionshipEarly February
May 6 to 9, 2027Small Gym Summit and D2 SummitMid February
May 29 to 31, 2027Disney Memorial Day Soccer TournamentEarly April
Early July 2027 (expected)AAU Boys Basketball World ChampionshipsEarly May

The two cheer nationals weekends and the fortnight from Worlds through the D2 Summit are the hardest dates of the year to find a large home in Kissimmee. Bids land between November and March, so if your gym is in contention, decide where to stay near ESPN Wide World of Sports early: hold a home with a flexible cancellation window and release it if the bid doesn’t come. The Boys Soccer Showcase has a different problem: it runs between Christmas and New Year’s and competes with holiday travelers for the same houses. Book that week by early November.

Count bathrooms before bedrooms. Thirteen people and three bathrooms is a 5 a.m. problem that no game room makes up for. Once the bathroom count works, check the rest when you compare vacation rentals near ESPN Wide World of Sports:

  • A washer and dryer in the house. Uniforms get washed every night.
  • A table that seats everyone. The 6 a.m. team breakfast happens here.
  • Parking for at least three cars.
  • Occupancy limits and quiet hours. Resort communities enforce both, so a team of 20 books two homes on the same street.
  • Pool heat in January and February. It’s a daily fee, and worth it for sore legs.
  • Self check-in, because the flight after Friday practice always lands late.

Every FunStay Homes property comes with the washer, the kitchen and self check-in as standard, and our biggest houses are in the guide to vacation homes for large groups. Where to stay near ESPN Wide World of Sports usually comes down to Windsor Hills for the shortest drive or Westside and Windsor Island for the largest homes. Our Kissimmee vs Davenport comparison covers the wider trade-offs. Check tournament-week availability and book direct with no platform fees.

Frequently Asked Questions

Can a sports team stay off-site for tournaments at ESPN Wide World of Sports?

Yes, for most events. Disney Soccer tournaments have no stay-to-play requirement, and Varsity’s Stay Smart rule excludes events held at Walt Disney World, so The Summit, D2 Summit and the UCA and UDA nationals allow off-site stays. Confirm with your gym or club director, because an athlete’s bed is sometimes tied to a team package even when families choose where to stay near ESPN Wide World of Sports on their own.

How far is Windsor Hills from ESPN Wide World of Sports?

About 5.5 to 6 miles by road, a 15 to 16 minute drive in light traffic via Osceola Parkway. It’s the closest resort community we manage to the complex.Do you need a car to get to ESPN Wide World of Sports?

Yes, if you’re staying in a vacation home. Disney buses to the complex run only for guests of Disney hotels during events, and there’s no public shuttle from Kissimmee or Davenport. Most of our homes have parking for three or four cars.

Is there a shuttle from Kissimmee to ESPN Wide World of Sports?

No. The only shuttle service to the complex is Disney’s bus system for Disney resort guests. Vacation-home families drive, carpool, or use rideshare, which runs about $15 to $25 each way from the Kissimmee resort communities.

Can you bring a cooler into ESPN Wide World of Sports?

Yes, in outdoor venues. One personal cooler per guest and one team cooler per coach are allowed, up to 24 by 15 by 18 inches, with no glass, no alcohol and no loose or dry ice. Coolers are restricted indoors and at some separately ticketed events.

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