Vacation Homes for Sale in Kissimmee, FL

474 homes

$619,900

2959 Castaway Ln, Kissimmee, FL 34747

Indulge in the epitome of Caribbean-style resort living within this stunning 4-bedroom, 3-bath villa. Positioned as a corner unit, it provides an exclusive retreat for those desiring enhanced privacy...

7988 FORMOSA VALLEY PLACE, KISSIMMEE, FL 34747

Seize this incredible opportunity with a house that's not just a property, but a high-performing asset on a robust property management program. The Property Manager is a Super Host on AirBnb and also...

4507 Alberto Cir, Kissimmee, FL 34746

Welcome to this beautiful turn key, fully furnished 3 bedroom/2.5 bathroom townhome at the Bellavida Resort. This beauty can be the perfect primary residence or can be used as short-term rental for i...

3020 Latitude Ln, Kissimmee, FL 34747

**Price Improvement**Motivated Seller**Discover the epitome of tropical living in this community. This centrally located, 3-bedroom, 3-bath single-family bungalow invites you into a world of relaxati...

3203 Oyster Ln, Kissimmee, FL 34747

FULLY FURNISHED!!! 3 BED / 2 BATH Townhome nestled in a premium location at the sought-after VACATION COMMUNITY * WEST LUCAYA RESORT* this townhome offers versatility for short and long-term rentals...

8968 Amelia Downs Trl, Kissimmee, FL 34747

Beautiful Fully Furnished vacation home in the desirable SOLARA RESORT offering a great opportunity for potential buyers. This amazing 3 bed 3.5 bath townhouse includes a private pool for you and you...

2905 Edenshire Way Unit 108, Kissimmee, FL 34746

LOCATION, LOCATION, LOCATION!!!!4 bedroom 3 full bathroom fully furnished. Zoned for short-term rental and within minutes from theme parks and outlets. Gated community. Clubhouse includes a business ...

4770 Vero Beach Pl, Kissimmee, FL 34746

Tastefully decorated theme home with private heated pool in one of the finest gated communities in the Kissimmee area. Currently a part time short term vacation rental with 5 star reviews and superho...

2901 Protagonist St, Kissimmee, FL 34746

MODERN home in GATED community by Disney Orlando, Florida. BEST LOT with water and woods view in the luxury row of Storey Lake community. Relax and enjoy. Corner lot with extra open parking spaces...

430 Novi Path, Kissimmee, FL 34747

Welcome to this stunning two-story house boasting 8 Bedrooms, 7 Bathrooms, and 3,412 Sq Ft! Located in the Encore at Reunion Resort, an upscale resort with a guard-gated entrance and abundant ameniti...

2016 Fleming Mist Pl, Kissimmee, FL 34747

PRICED TO SELL! If you're looking for a turnkey, short-term rental, or vacation property in the heart of Kissimmee, this is the property for you! Built in 2022, this fully furnished 7-bedroom, 6.5-ba...

3171 Tocoa Cir, Kissimmee, FL 34746

Wow! Lake View and Private pool! Don't miss this unique opportunity of vacation home or primary residency at the Compass Bay Resort Community . Compass Bay is a great location close to main outlet ma...

320 Ballo Dr, Kissimmee, FL 34746

This amazing and FULLY FURNISHED vacation home is now available at Bellavida Resort!!!This home has been designed with vacationing groups in mind!!! Featuring 6 bedrooms and 4 bathrooms the stunning ...

8801 Corcovado Dr, Kissimmee, FL 34747

This Beautiful home is located in Windsor at Westside Resort one of the newest resort communities in the Orlando/Kissimmee with easy access to the theme parks, dining and shopping. This well-kept 8...

3111 Paradox Cir Unit 406, Kissimmee, FL 34746

Welcome to this beautiful 3 bedroom / 2 bathroom fully furnished condo in Storey Lake near Disney! Located on the fourth floor with easy elevator access! Perfect for short term rentals or to have as ...

2411 Luxor Dr, Kissimmee, FL 34747

This beautiful water view 8 bedroom, 6 bath vacation home in the popular Windsor at Westside Resort is being sold fully furnished and is the perfect vacation home! Featuring a southeast facing pool d...

8117 Surf St, Kissimmee, FL 34747

Welcome to paradise at Margaritaville Resort, where this gorgeous waterfront cottage awaits you. This beautiful two-bedroom home is a true gem, boasting a plethora of upgrades and a prime location wi...

8425 Crystal Cove Loop, Kissimmee, FL 34747

Includes Virtual Photo’s In Listing. Motivated Seller. For Sale 3 Bedroom, 2.5 Bath Townhome With New A/C. Short Term & Long Term Rental Is Allowed With Restrictions. Owner Must Occupy For First 6...

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Vacation Homes for Sale in Kissimmee, FL

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