Kissimmee, FL · Whole-home rentals on VRBO
🏡 Reunion villas in Kissimmee
Value is the whole pitch in Kissimmee, where mega-amenity resorts sit even closer to the parks than most of Orlando proper. Solara Resort spreads pool villas across an 18-acre amenity campus with a FlowRider surf simulator, and Storey Lake rents themed homes whose kids' bedrooms nod to nearby park characters - both put you within a handful of miles of Walt Disney World. For a reunion of 16 to 20, a single eight- or nine-bedroom home at Windsor Island Resort or Storey Lake comes with its own screened pool, a kitchen sized for buffet breakfasts, and a garage-turned-game-room, all for a nightly rate that undercuts comparable Orlando estates. Margaritaville Resort Orlando adds a walkable entertainment district for groups who want dinner and mini-golf without driving. Families reunite here because the price per person drops without giving up the private pool or the short park commute.
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Where to look
Solara Resort, Storey Lake, and Windsor Island Resort lead for big pool homes, with Margaritaville Resort Orlando adding a walkable entertainment district.
When to book
The same park-driven calendar applies - summer, spring break, and the winter holidays fill first, so reserve 6 to 9 months ahead for peak weeks.
What you'll pay
Expect roughly $450 to $1,800 per night for an eight- or nine-bedroom pool home, generally undercutting comparable Orlando estates.
Common questions
Which Kissimmee resorts are best for a large family reunion?
Solara Resort, Storey Lake, and Windsor Island Resort are the go-to communities for big groups. They rent eight- and nine-bedroom pool homes and back them with resort amenities like lazy rivers, a FlowRider surf simulator at Solara, and clubhouses, all within a few miles of Walt Disney World.
How close is Kissimmee to the Orlando theme parks?
Very close - many Kissimmee resorts sit four to seven miles from Walt Disney World and a short drive from Universal and SeaWorld. Storey Lake, for example, is roughly four miles from Disney, so large groups get park proximity at lower nightly rates than Orlando proper.
Do Kissimmee vacation homes have private pools for groups?
Most large Kissimmee rentals include a private screened pool, and many add a spa and a converted-garage game room. Resorts like Solara and Storey Lake also offer shared water parks and lazy rivers, so a reunion has both a private pool at the house and big communal amenities.