Kissimmee, United States

Kissimmee Vacation Homes and Family Houses for Sale Near Disney

1,318 homes and apartments for sale in Kissimmee, United States.

Properties for sale in Kissimmee

24 properties shown

431 Cardinal Ct, Kissimmee, FL 34759

$250,000

Kissimmee

3 bd 2 ba 134 m²
708 Green Ct, Kissimmee, FL 34759

$179,900

Kissimmee

3 bd 1 ba 109 m²
2700 Creekmore Ct, Kissimmee, FL 34746

$380,000

Kissimmee

4 bd 2 ba 171 m²
1905 Ray Pl, Kissimmee, FL 34759

$234,500

Kissimmee

3 bd 2 ba 141 m²
3047 Stillwater Dr, Kissimmee, FL 34743

$440,000

Kissimmee

4 bd 2 ba 187 m²
2513 Dharma Cir, Kissimmee, FL 34746

$419,990

Kissimmee

4 bd 3 ba 144 m²
972 Ladera Ranch Rd, Kissimmee, FL 34759

$450,000

Kissimmee

3 bd 3 ba 215 m²
633 Linnet Ct, Kissimmee, FL 34759

$340,000

Kissimmee

3 bd 2 ba 170 m²
2112 Rome Dr, Kissimmee, FL 34747

$559,000

Kissimmee

6 bd 4 ba 292 m²
189 Largo Dr, Kissimmee, FL 34759

$410,000

Kissimmee

2 bd 2 ba 193 m²
3127 Twisted Oak Loop, Kissimmee, FL 34744

$725,000

Kissimmee

5 bd 2 ba 340 m²
8811 Macapa Dr, Kissimmee, FL 34747

$790,000

Kissimmee

9 bd 6 ba 408 m²
660 Parakeet Ct, Kissimmee, FL 34759

$269,990

Kissimmee

4 bd 2 ba 151 m²
225 Celebration Pl #526, Kissimmee, FL 34747Apartment

$149,999

Kissimmee

2 bd 2 ba 99 m²
417 Bay Leaf Dr, Kissimmee, FL 34759

$299,600

Kissimmee

4 bd 2 ba 165 m²
2591 Swoop Cir, Kissimmee, FL 34741

$705,000

Kissimmee

3 bd 2 ba 220 m²
1719 Flourish Ave, Kissimmee, FL 34744

$459,999

Kissimmee

5 bd 2 ba 228 m²
2626 Skyline Loop, Kissimmee, FL 34758House

$284,900

Kissimmee

3 bd 2 ba 157 m²
1125 Dartford Dr, Kissimmee, FL 34758

$299,000

Kissimmee

3 bd 2 ba 150 m²
1030 Vaquero Ln, Kissimmee, FL 34741

$365,000

Kissimmee

4 bd 2 ba 160 m²
1119 Park Ridge Cir, Kissimmee, FL 34746House

$229,900

Kissimmee

3 bd 2 ba 120 m²
608 Bluebill Ct, Kissimmee, FL 34759

$335,900

Kissimmee

4 bd 2 ba 195 m²
4715 Flagler Beach Way, Kissimmee, FL 34746House

$298,000

Kissimmee

3 bd 2 ba 119 m²
431 Flamingo Ct, Kissimmee, FL 34759

$265,000

Kissimmee

3 bd 2 ba 150 m²

Buyer's guide: Kissimmee

Kissimmee sits immediately south of Walt Disney World and is one of the most active vacation-home markets in the United States. RealEstateAbroad lists 1,318 properties for sale, with a median asking price of €326,301 and €1,952 per m². The market is heavily house-based, with large homes designed for groups.

Kissimmee price data

Asking prices from current listings in euros.

MeasureKissimmee
Listings1,318
Median asking price€326,301
25th to 75th percentile€250,313 to €445,535
Median per m²€1,952
Median size169 m²

Big houses for groups

Houses account for 1,094 listings, apartments 163 and land 61. Three-bedroom homes lead (448), then four-bedroom (397), five-plus (239), two-bedroom (139) and one-bedroom (28). The 239 homes with five or more bedrooms demonstrate the vacation-rental model: large houses with pools sleep ten or twelve guests and rent for much more per night than a standard family home.

See the national house and land pages for comparison, or Las Vegas for another leisure-driven market.

Read more (5 more sections)

Communities

Many homes sit in master-planned resort communities such as Reunion, Windsor Hills, Champions Gate (partly in Davenport), Storey Lake and Solterra, with clubhouses, water parks and shuttles to the parks. Residential areas away from the resorts, such as Poinciana and St Cloud, have lower prices and more year-round residents. Downtown Kissimmee has a lakefront and a historic centre, while the US-192 corridor is lined with hotels, restaurants and shops.

Orlando International Airport is about 20 to 30 minutes away. The Disney parks are 10 to 20 minutes by road. Summer is hot and stormy, and winter is mild, with peak tourism around school holidays and spring break.

Vacation rental economics and rules

Many foreign buyers purchase in Kissimmee to rent to families visiting the parks. Whether short-term rental is allowed depends on zoning and HOA rules: resort-zoned communities allow it, whereas most ordinary subdivisions do not. Confirm that the community permits nightly rentals, check the HOA fees (which may cover maintenance, landscape and amenities) and set up a property manager. Expect high furnishing costs, pool service, utilities, taxes and management fees of 15 to 25 per cent of revenue.

Non-resident owners must pay US federal tax on net rental income and Florida sales and tourist taxes on bookings. Occupancy is seasonal and some homes underperform projected income, so ask for actual revenue statements. Our US buying guide, financing page and US analysis have more.

Costs of running a vacation home

A typical Kissimmee vacation home needs furniture, a pool service, lawn care, high-speed internet, cleaning between guests and insurance. Florida homeowners insurance is expensive, and landlord policies cost more. HOA fees may include lawn care and amenities but not pool maintenance. Property tax in Osceola County is assessed on the purchase price after reassessment, and non-residents cannot use the homestead cap. A reputable property manager is essential for overseas owners, who should check licences, fees and cancellation terms. Avoid developers offering guaranteed returns without clear contracts, as several such schemes have disappointed owners.

What to ask a property manager

If you plan to let a Kissimmee home, interview two or three managers. Ask for their average occupancy and nightly rate on comparable homes, fee schedule, cleaning standards and how they handle maintenance emergencies. Ask who owns the guest data and how the booking calendar syncs. Request references from other overseas owners and read the contract's exit clause carefully.

Other US markets

Compare Naples, Las Vegas, Henderson, San Diego, New York and Brooklyn. Visit the United States hub for the full list.

Last updated 8 October 2026

Buying property in Kissimmee: FAQ

Can I rent out a Kissimmee home to tourists?

Only if zoning and the HOA allow short-term rentals. Resort communities generally do; ordinary subdivisions often do not.

How much are HOA fees?

They vary widely, from modest sums in ordinary subdivisions to larger amounts in resorts with amenities. Ask for the budget.

Is Kissimmee near Disney?

Yes, many communities are 10 to 20 minutes from the parks.

What returns can I expect?

Returns depend on occupancy, pricing and costs. Ask for real booking data instead of marketing projections.

Can foreigners buy in Kissimmee?

Yes. Many buyers are from the UK, Latin America and Canada. Take US tax advice.

How much does a property manager cost?

Fees commonly run from 15 to 25 per cent of rental income, plus charges for cleaning and maintenance. Compare terms and references.

Should I self-manage a Kissimmee rental?

Overseas owners rarely can. A local manager handles guest communication, cleaning and repairs.

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