Properties For Sale in Kissimmee

Welcome to a premium turnkey short-term rental investment at 2770 Bookmark Drive, PRICE IMPROVED in Kissimmee (Cove at Story Lake Phase 2) – a completely furnished 5-bed, 5-bath pool home with 1-car garage, positioned in one of Orlando’s most sought-after vacation communities. Located minutes fro...

Turnkey Vacation Home with Direct Lakefront Views in Lake Berkley Resort, Kissimmee. Welcome to 963 Lake Berkley Drive. This fully furnished, income-producing 6-bedroom, 3.5-bathroom retreat is located in one of Kissimmee's most sought-after resort communities. This stunning property offers some...

FULLY FURNISHED 6-BEDROOM POOL HOME MINUTES FROM DISNEY! Welcome to Emerald Island Resort, a sought-after, 24-hour guard-gated resort community in the heart of Kissimmee's vacation home corridor! This beautifully updated 6-bedroom, 4.5-bathroom home offers approximately 2,901 square feet of livin...

Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-b...

A rare investment opportunity with all confirmed reservations transferring to the new owner, while the calendar through 2027 reflects strong income and bookings. Welcome to your dream investment in the highly sought-after Storey Lake Resort! This beautifully maintained and exceptionally well-deco...

Fully furnished, beautifully decorated, 6Bed/4.5Bath vacation home with brand new roof, quartz countertops, new luxury plank flooring, themed rooms, and screened in pool. Perfectly situated in the coveted vacation community of Crystal Cove Resort; with excellent amenities including clubhouse, gym...

LAKEFRONT LIVING WITH PANORAMIC WATER VIEWS & BOATING ACCESS TO LAKE TOHO! Completely renovated and move-in ready, this 4-bedroom, 2-bath home offers a rare combination of a beautifully updated interior, private waterfront setting, and boating opportunities. Enjoy panoramic lake views from yo...

YOUR DREAM VACATION HOME AWAITS! This stunning 6-bedroom, 4.5 bath hoje is the perfect investment opportunity, offering a beautiful furnished, turnkey vacation retreat. Designed for both luxury and comfort, this property is ideal for investors seeking strong rental potential. Enjoy a private h...

Located in the highly sought-after Encore Resort at Reunion, just minutes from Walt Disney World, this 5-bedroom, 5-bathroom FURNISHED and TURNKEY vacation home is ready to welcome guests from day one. With 2,978 sq. ft. of contemporary living space and SLEEPING UP TO 10 GUESTS, it’s an ideal fit...

One or more photo(s) has been virtually staged. EXPERIENCE THE CELEBRATION LIFESTYLE Live the lifestyle everyone is looking for in Celebration. This beautifully maintained 3-bedroom, 2.5-bath town home, built in 2021, offers the perfect blend of modern comfort, style, and an unbeatable locatio...

Gorgeous 4 bedroom 3 bath home and 3 Car Garage located in a Gated Community. The home features a spacious open floor plan. Large Kitchen with an Isle. The home is Immaculate very well kept inside and out! The home comes with so many features too many to name them all. It is truly a must see. The...

Priced to sell!! Stunning House with a private pool and lake view. It is fully furnished with 1 bedroom downstairs; the 2nd primary bedroom and all the other 3 bedrooms upstairs. This property is located in the desirable golf course community of The Cove at Storey Lake. Inside you will find beaut...

Virtually Staged. WELCOME TO YOUR FLORIDA RESORT-STYLE RETREAT! Located in the highly desirable, guard-gated Emerald Island Resort community, this impressive 7-bedroom, 4.5-bath pool home offers approximately 2,881 sq. ft. of spacious living and the perfect combination of comfort, entertainment a...

MOTIVATED SELLER! This 8-bedroom, 7-bath vacation home in the gated Encore at Reunion community is priced well below its recent appraised value, making it one of the best values in the area. Enjoy a private pool, spa, and a fully furnished game room with a pool table, foosball, and air hockey. Ju...

!!INVESTMENT OPPORTUNITY IN SOLARA RESORT!! This beautifully furnished and professionally decorated 7-bedroom, 6 & 1/2-bathroom pool home offers the perfect combination of luxury, space, and resort-style living — all just steps from the clubhouse and incredible community amenities. Designe...

Experience the ultimate Orlando getaway in this beautifully appointed 7-bedroom, 5.5-bath vacation home located in the highly desirable Windsor at Westside Resort, just minutes from Walt Disney World and Central Florida’s top attractions. Designed for comfort, relaxation, and entertaining, this s...

The search is over! Welcome to 2752 Lido Key Dr, a spacious FURNISHED 7-bedroom, 4.5-bath pool home located in the gated Emerald Island Resort, just minutes from Central Florida’s world-famous attractions. Offering 2,883 sq. ft. of heated living space, this home provides the space, flexibility, a...

PRIME SHORT-TERM RENTAL INVESTMENT — STEPS FROM THE CLUBHOUSE! CORNER LOT! This is the kind of location and amenity package that short term rental guests search for and book again and again. Immerse yourself in luxury with this fully professionally furnished home (included). Fully professionally ...

Motivate Seller...Seller may consider buyer concessions if made in an offer. Request must be made by the Buyer(s) in a written and signed contract offer and will be negotiated as part of the terms and conditions of an executed contract. Features recent August 2026 mechanical upgrades (Brand-new A...

Gated Reunion West living with room for everyone. This two-story home offers 6 bedrooms, 6.5 baths, and a private bath for nearly every bedroom across approximately 3,317 sq ft. Formal living and dining, plus a kitchen with a center island and raised peninsula with bar seating. The first-floor suite

Virtually Staged. Just Reduced! Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional wate...

Located in the exclusive Magic Village Yards, a luxury gated resort community just minutes from Walt Disney World®, this stunning 4-bedroom, 4-bathroom residence offers the perfect combination of comfort, sophistication, and excellent investment potential. Designed for short-term rentals, this pr...

Welcome to this beautiful 7 Bed/ 5.5 Bath luxury vacation/investment home with WATERVIEW, nested in one of the most popular resort in Orlando: Windsor at Westside. This Turnkey vacation home comes with high end furnitures and professionally decorated and can easily accommodate up to 15 guests. So...

Experience luxury, style, and exceptional investment potential in this fully upgraded 5-bedroom, 4.5-bathroom townhome located in the exclusive Doppio Westside Resort, one of Central Florida’s newest premier short-term rental communities. Just 15 minutes from Walt Disney World, this contemporary ...