Kissimmee, FL Short Term Rental Properties for Sale

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Updated: Feb 21, 2025

Furnished Condo Near Disney Parks

3137 SUN LAKE COURT B, Kissimmee, FL 34747

$275,000

1,650 sqft 0.23 AC lot

Prime location near Disney World, restaurants, and shops.
Fully furnished, 3 bedrooms, 2 bathrooms with water view.
Gated community with low HOA and no CDD.
Zoned for short‑term, long‑term, and residential use.
Community amenities include clubhouse, exercise room, tennis court, heated pool, and hot tub.

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3137 SUN LAKE COURT B, KISSIMMEE, FL 34747

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Est. Cap Rate

5.7%
NOI ÷ price
Est. NOI

$16K
Annual
Price @ 7% Cap

$223K
Suggested
Property Type

Condominium
Built 2004

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Updated: Sep 24, 2025

Condo Portfolio Apartment Building

2206 ANTIGUA Place, Kissimmee, FL 34741

$2,250,000

12,004 sqft 0.18 AC lot

Stabilized 12‑unit condominium portfolio at 2250 N Hoagland Blvd, Kissimmee, FL 34741
Built in 1999; 12 individually owned condo units totaling 12,004 SF within a larger 35‑acre development
Each unit features a 2‑bedroom layout, with most units offering 2 bathrooms and averaging over 1,000 SF
Shared resort‑style amenities include two swimming pools and tennis courts; lighting and sidewalk present
Each unit has central HVAC (central heat and central air); public water and public sewer

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Condo Unit in Gated Community

4012 SANTA MARIA Drive, Kissimmee, FL 34741

$440,000

1,470 sqft 0.13 AC lot

4-bedroom, 3-bath condo in a private gated community with multiple pools, clubhouse, and fitness amenities, and short-term rentals allowed.

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22-Unit Apartment Portfolio

2218 GRAND CAYMAN COURT, Kissimmee, FL 34741

$3,699,999

20,092 sqft 0.18 AC lot

For sale 22-unit multifamily portfolio in Kissimmee, within Villa del Sol, featuring resort-style amenities.

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Turnkey Furnished Residential Unit

3151 SUNSET WALK DRIVE #116, Kissimmee, FL 34747

$510,000

960 sqft

Fully furnished unit sold ready for immediate use, with access to community amenities in Kissimmee.

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AMBAR Orlando Residences Condo-Hotel

3251 SECRET LAKE Dr 1200, Kissimmee, FL 34747

$746,900

11.40 AC lot

Luxury condo-hotel near Orlando theme parks with rental program.

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Kissimmee 22-Unit Investment Opportunity

2218 GRAND CAYMAN Ct, Kissimmee, FL 34741

$3,649,999

0.18 AC lot

22-unit portfolio in Villa del Sol, Kissimmee, short-term rental approved.

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Celebration Condo Hotel Investment Opportunity

225 CELEBRATION Pl 316, Kissimmee, FL 34747

$188,000

0.03 AC lot

Fully furnished condo near Disney World with rental potential.

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Luxury Townhouse with Heated Pool

4355 SCENE LANE, Kissimmee, FL 34746

$644,000

2,168 sqft 0.07 AC lot

Income-producing, fully furnished 5-bedroom townhouse in a resort community.

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Luxurious Condo Near Disney

3151 SUNSET WALK Dr 302, Kissimmee, FL 34747

$556,000

0.02 AC lot

1-bedroom condo with resort amenities and shuttle service.

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AMBAR Orlando Residences Condo-Hotel

3251 SECRET LAKE Dr 1220, Kissimmee, FL 34747

$367,900

11.40 AC lot

Condo-hotel in Kissimmee near Orlando theme parks, completion March 2027.

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Magic Village Resort Townhouse

7580 BROOKLYN DRIVE, Kissimmee, FL 34747

$549,000

2,356 sqft 0.04 AC lot

Turn-key 4 bedroom townhouse near Disney Theme Parks.

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Updated Townhouse in Terra Verde

136 POMPANO BEACH DRIVE, Kissimmee, FL 34746

$345,000

1,286 sqft 0.03 AC lot

Furnished 3-bedroom townhouse in gated Terra Verde Resort.

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Embassy Suites Condo For Sale

3151 SUNSET WALK Dr 202, Kissimmee, FL 34747

$280,000

0.02 AC lot

Furnished condo at Embassy Suites, prime location, rental income potential.

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AMBAR Orlando Residences Condo-Hotel

3251 SECRET LAKE Dr 1214, Kissimmee, FL 34747

$449,900

11.40 AC lot

Luxury condo-hotel near Orlando theme parks with rental program.

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Venetian Bay Townhome Portfolio

4004 SAN GALLO Dr 107, Kissimmee, FL 34741

$440,000

Charming townhomes in gated community near Orlando theme parks.

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Furnished Condo Hotel Investment

225 CELEBRATION Pl 526, Kissimmee, FL 34747

$149,999

Turnkey condo near Disney, ideal for short-term rentals.

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Luxury Condo at Sunset Walk

3151 SUNSET WALK Dr 1214, Kissimmee, FL 34747

$399,000

Fully furnished 2-bedroom condo in a premier resort community.

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Windsor Hills Resort Top-Floor Condo

7675 COMROW St 402, Kissimmee, FL 34747

$249,900

Two-bedroom condo in Windsor Hills Resort, near Disney World.

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Commercial

2784 ALMATON Loop 301, Kissimmee, FL 34747

$308,000

Short term rental properties

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Turnkey Income-Producing Townhome Near Theme Parks

1987 MAJORCA DRIVE, Kissimmee, FL 34747

$444,900

2,263 sqft 0.07 AC lot

Fully furnished 4-bedroom townhome in Windsor at Westside community.

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Renovated Townhome in Terra Verde

4748 VERO BEACH PLACE, Kissimmee, FL 34746

$309,000

1,286 sqft 0.03 AC lot

Newly renovated, professionally designed 3-bedroom townhome in Terra Verde Resort.

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Renovated Condo Near Disney Parks

2300 BUTTERFLY PALM WAY 205, Kissimmee, FL 34747

$252,250

1,402 sqft 0.34 AC lot

Turnkey condo with new appliances and resort-style amenities.

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Commercial

3100 PARKWAY Blvd 737, Kissimmee, FL 34747

$130,000

Short term rental properties

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Kissimmee, FL Short Term Rental Properties Market Trends and Statistics

Explore 78 short term rental properties for sale in Kissimmee, FL, showcased through 78 active listings on our real estate platform. These investment opportunities span a total of 60,169 square feet of properties for sale, with an estimated market value of $12,727,949.

Sale prices for short term rental properties in Kissimmee, FL start at $95,000, averaging $636,397, and reaching up to $3,699,999 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Demographics Overview

Population 332K

Population Growth (5Y) +17.0%

Median Household Income $64,631

College Educated 28.9%

High-Yield Neighborhoods for Investment

Identify Kissimmee submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
34746	$284.2K
34744	$330K
34747	$810.3K
34741	$1.9M

Taxes & Financing

Tax Rate (average for all types) 1.72%

Property Tax per SF $12.40 per SF

Tax Rate vs County Average 0.07 pp below county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Osceola County

New Delisted

Total CRE Inventory on Market (SF)

Property Size Breakdown

The majority of commercial real estate listings in Kissimmee fall within the 100,000+ square foot range.

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