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Vacation Homes for Sale in Kissimmee, FL

503 homes
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8044 Lost Shaker Ln, Kissimmee, FL 34747

4-Bedroom Pool Home Furnished in Margaritaville with Furniture Included! Welcome to 8040 Sandy Toes Way. This turnkey pool home is located in the vibrant Margaritaville community. With 4 bedrooms and...
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4299 Paragraph Dr, Kissimmee, FL 34746

Welcome to this fully furnished modern two-story house with a contemporary design, featuring a combination of gray stonework and neutral-colored walls. The house has a spacious kitchen and living are...
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3036 Parkway Blvd Unit 106, Kissimmee, FL 34747

Discover a stunning 2-bedroom, 2-bathroom condo in front of Celebration, perfectly situated near the magic of Disney Parks and the convenience of major expressways, inviting you to embrace a life of ...
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4818 Memories Ln, Kissimmee, FL 34746

Welcome in this FULLY FURNISHED and equipped *4 BED / 3 BATH* HEATED POOL TOWNHOME, nestled in the sought after vacation community, THE COVE AT STOREY LAKE. Park your car right in front of the proper...
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239 Longview Ave Unit 216, Kissimmee, FL 34747

Discover luxury living in the heart of Celebration, Florida, Disney's storybook town! This stunning 3-bedroom, 2-bathroom condo has been fully renovated, boasting over $100,000 in upgrades. Positione...
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4563 Yellowgold Rd E Unit 108, Kissimmee, FL 34746

Welcome to your dream home in the highly sought-after Villas of Seven Dwarfs community in Kissimmee, Florida! This stunning 4-bedroom, 3-bathroom property offers the perfect blend of comfort, luxury,...
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3151 Riachuelo Ln, Kissimmee, FL 34744

Welcome to your dream lakefront getaway! Nestled in an exclusive gated neighborhood, this 4-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and breathtaking views. Whether you're...
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2612 Yountville Ave, Kissimmee, FL 34741

Exceptional 14-Bedroom Property in the Exclusive Sonoma Gated Community!! Located in the highly sought-after Sonoma Resort, this expansive 14-bedroom home offers the perfect blend of luxury and func...
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119 Verona Dr, Kissimmee, FL 34759

WELCOME HOME TO 119 VERONA DRIVE, an AMAZING REDESIGNED Allegro model home situated on a quiet street in the heart of Solivita with 3 Bedrooms, 2 Baths, Great Room, Kitchen, Dining Room PLUS a 4 SEAS...
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2381 Reading Trl, Kissimmee, FL 34746

Your new home in Florida is waiting for you! ?? This stunning brand-new property is perfectly located just minutes from Disney parks and Orlando International Airport. Nestled within an exclusive res...
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501 Mirasol Cir Unit 306, Kissimmee, FL 34747

Stunning, Spacious, and Upgraded 2-Bedroom Condo in Celebration, FL This beautifully upgraded 2-bedroom, 2-bathroom condo with versatile flex space offers the perfect blend of luxury, comfort, and...
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3224 Brasilia Ave Unit 3224, Kissimmee, FL 34747

POND VIEW/LOCATION, LOCATION, LOCATION. This amazing well kept VACATION home at the luxurious and upscale Magic Village Resort is perfect for you SHORT TERM RENTALS while you are not using it. The ga...
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8902 Sydney Ave, Kissimmee, FL 34747

You must to see this turn-key short term rental house! The owner 's lose is your gain. This unit location is in the shortest walking distance to the main club house from the back path and also close ...
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2628 Calistoga Ave, Kissimmee, FL 34741

**Luxury Living at Its Finest – Stunning 10-Bedroom Pool Home in Sonoma Resort** Step into elegance with this fully furnished 10-bedroom, 8-bathroom pool home** nestled in the prestigious Sonoma...
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217 La Paz Dr, Kissimmee, FL 34743

**$5,000 seller credit to buyer with full price offer!** Boasting a cozy and comfortable living space, this charming 3-bedroom, 2-bathroom single-family home in Buena Ventura Lakes is a hidden gem. N...
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1427 Pacific Rd, Kissimmee, FL 34759

This 4-bedroom, 2.5-bath home with hardwood flooring throughout is perfect for owner occupants, savvy investors, or snowbirds escaping the chill. Nestled in a resort-style community featuring a bask...
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266 Southfield St, Kissimmee, FL 34747

Located in the prestigious gated resort-style community of Encore at Ovation, this stunning 5-bedroom, 4.5-bathroom fully furnished home offers a diverse array of possibilities. This income-producin...
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127 Dorchester Ct, Kissimmee, FL 34758

Offering $10K for closing cost using prefer lender. This stunning, brand-new property features 4 spacious bedrooms, 2 luxurious bathrooms, high ceilings, and no carpet—perfect for easy upkeep. Enjoy ...