Vacation Homes for Sale Near Disney World
Orlando's vacation-home resorts are gated communities built for short-term rental, with clubhouses, water parks and pool homes a short drive from Walt Disney World. Most sit in the Four Corners and US 192 area southwest of Disney, with condo resorts closer in along International Drive and near Disney Springs.
Below are the resorts this site covers, with prices from MLS sales over the past two years. Each resort page has current listings, HOA and CDD details, amenities and short-term rental notes.
Vacation Home Resorts
Gated resorts with pool homes and townhomes, most with resort clubhouses and water features. Prices are MLS median sales from October 2024 to October 2026.
ChampionsGate
Oasis Club lazy river and the Omni golf resort
Townhomes ~$310K · Homes ~$600K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountyEncore Resort
10-acre Encore Club water park
Homes ~$650K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountyMargaritaville Resort
Sunset Walk dining and Island H2O next door
Cottages ~$455K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountyParadise Palms Resort
Clubhouse with theater, bar and grill
Townhomes ~$350K · Homes ~$490K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountyReunion Resort
Three signature golf courses and a water park
Condos ~$300K · Homes ~$970K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountySolara Resort
FlowRider, waterslides and tiki bar
Townhomes ~$515K · Homes ~$680K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountyStorey Lake Resort
Lazy river near Osceola Parkway
Condos ~$310K · Homes ~$645K median sale, past 2 yrs
View resort →Clermont · Lake CountyWindsor Cay
Newest Pulte resort, lazy river and waterslides
Townhomes ~$605K · Homes ~$900K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountyWindsor Hills Resort
Off US 192 by Old Lake Wilson Road, 24/7 manned gate
Condos ~$325K · Homes ~$625K median sale, past 2 yrs
View resort →Davenport · Polk CountyWindsor Island Resort
Aloha Clubhouse with lazy river
Townhomes ~$475K · Homes ~$695K median sale, past 2 yrs
View resort →Kissimmee · Osceola CountyWindsor at Westside
10,000 sq ft clubhouse and lazy river
Townhomes ~$405K · Homes ~$585K median sale, past 2 yrs
View resort →Condo Resorts
Individually owned condos and condo-hotel suites with on-site amenities, often with rental programs and theme-park shuttles.
Floridays Resort
Free daily Disney shuttle
Condos ~$170K median sale, past 2 yrs
View resort →Near Disney Springs · Orange CountyLake Buena Vista Resort Village
Pirate-themed pool, spa and shuttle
Condos ~$150K median sale, past 2 yrs
View resort →Convention Center area · Orange CountyVista Cay Resort
Lakeside clubhouse near Universal Blvd
Condos ~$540K median sale, past 2 yrs
View resort →Lake Austin · Orange CountyThe Grove Resort
Surfari Water Park and spa
Condos ~$190K median sale, past 2 yrs
View resort →Where short-term rentals are allowed
Nightly rentals depend on county zoning and each community's rules. Osceola County, home to most of these resorts, publishes a Short-Term Rental Boundary map, and every Osceola resort on this page falls inside it. Windsor Cay (Lake County) was zoned for short-term rentals, and Windsor Island (Polk County) describes itself as a short-term rental community. Always confirm the zoning and association rules for the specific property before you buy.
What is the Four Corners?
Four Corners is the area where Orange, Osceola, Polk and Lake counties meet, around US 27 and US 192 southwest of Disney. Homes here can share a mailing city like Kissimmee or Davenport but sit in different counties, which affects taxes, rental rules and services.
Before you buy a vacation home
- Zoning and HOA rules: confirm short-term rentals are allowed for that exact home or unit.
- Total monthly cost: HOA or condo dues, any club or amenity fees, and CDD assessments on the tax bill.
- Licenses and taxes: a Florida vacation rental license, state sales tax and the county tourist development tax.
- Financing: condo-hotel units can have limited loan options, so talk to a lender early.
- Management: decide who will handle bookings, cleaning and maintenance, and what it costs.
Vacation Home FAQs
Where are the vacation-home resorts near Disney?
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Most are in the Four Corners and US 192 area southwest of Walt Disney World, where Orange, Osceola, Polk and Lake counties meet. Condo resorts sit closer in, along International Drive and near Disney Springs.
Can any home near Disney be used as a short-term rental?
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No. Short-term rentals depend on local zoning and the community's own rules. Osceola County publishes a Short-Term Rental Boundary map, and the resorts on this page were built for vacation use. Always confirm the zoning and association rules for the specific property.
What extra costs do vacation homes have?
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Besides the mortgage, insurance and taxes, expect HOA or condo dues (often $500 to $1,000+ a month at resorts), possible community development district (CDD) assessments on the tax bill, club or amenity fees at some resorts, utilities, and property management.
What licenses do short-term rental owners need?
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Owners who rent nightly in Florida generally need a vacation rental license from the state (DBPR) and must collect and remit Florida sales tax and the county tourist development tax. Some counties also require their own registration.
Can I get a mortgage on a resort condo?
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Often, but condo-hotel units can have limited financing options, and some buyers pay cash or use specialty loans. Talk to a lender who handles resort and vacation properties before you make an offer.
Prices are MLS figures from October 2026 and change often. This page is general information, not tax, legal or investment advice.