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2026-04-23
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Kissimmee holiday rentals

4 Bedrooms 3 Bathrooms Storey Lake 3135 Pp

3135 Pequod Place, Kissimmee, United States View map

Set in the heart of the vibrant Kissimmee area, **4 Bedrooms - 3 Bathrooms - Storey Lake 3135 Pp** offers a serene and stylish retreat for families and groups. This elegant property is perfectly… More

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Zurich Sunrise

8964 Zurich Lane, Kissimmee, United States View map

Welcome to the exquisite Zurich Sunrise Villa Kissimmee, a tranquil retreat nestled just 31 km from the vibrant heart of Kissimmee and 50 km away from Orlando International Airport. This serene… More

From US$ 231 Book Now

Ev1791 - Sunset Dreams Villa

1791 Sawyer Palm Place, Kissimmee, United States View map

Situated in the West Kissimmee district, 6 km from the West Gate Flea Market, Ev1791 - Sunset Dreams Villa Kissimmee comes with a heated swimming pool for guests to unwind. More

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The Serenity Sanctuary-Tt461

893 Desert Mountain Court, Kissimmee, United States View map

Offering a location 2.6 km from ChampionsGate Golf Club, The Serenity Sanctuary-Tt461 Kissimmee villa gives access to various tourist spots in the area. More

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Upstay Renovated 9 Bedroom Home With Movie Theater & Games Room

Macapa Drive, Kissimmee, United States View map

Situated within a 7-km distance of Orange Lake Legends, the 6-bedroom Upstay Renovated 9 Bedroom Home With Movie Theater & Games Room Kissimmee features a patio with views of the pool. Offering a… More

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Making Magical Memories P

8926 Sydney Avenue, Kissimmee, United States View map

Positioned in the heart of Kissimmee, **Making Magical Memories P Villa** offers an enchanting retreat for families and travelers seeking a blend of comfort and excitement. Just 32 km from the… More

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4 Bedrooms 3 Bathrooms Paradise Palms 8969 Bp

8969 Bismark Palm Rd, Kissimmee, United States View map

Welcome to Paradise Palms, a stunning retreat that effortlessly blends comfort with luxury. Nestled just 34 km from the vibrant heart of Kissimmee, this exquisite property promises an enchanting… More

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3 Bd3 Ba The Hub At Westside Reserve 8801 Pd

8801 Positivity Dr, Kissimmee, United States View map

Situated around 5 km from the Windsor Hills, 3 Bd3 Ba The Hub At Westside Reserve 8801 Pd Kissimmee villa provides access to numerous tourist attractions in the area. More

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Vacation Home In Orlando Florida United States

1172 Marcello Boulevard, Kissimmee, United States View map

**Welcome to Vacation Home In Orlando Florida United States, an exquisite retreat nestled just 8 km from the vibrant heart of Kissimmee.** Here, you'll discover a blend of comfort and elegance… More

From US$ 720 Book Now

Dream Vacation 8 Milles From Disney At Solara 1608

1608 Herons Green Path, Kissimmee, United States View map

Welcome to the enchanting world of Dream Vacation, where you can immerse yourself in the spirit of Florida's magic. Nestled just 32 kilometers from the vibrant heart of Kissimmee and a mere 50… More

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Luxurious Pool Home With Game Room Home

801 Drop Shot Drive, Kissimmee, United States View map

Welcome to the Luxurious Pool Home With Game Room Home, an exquisite retreat located just 29 km from the vibrant entertainment hub of Kissimmee. This opulent abode presents an ideal blend of comfort… More

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Luxury Town House Near Disney

3209 Tranquil Trail, Kissimmee, United States View map

Located within 6 km of the 145 - foot Tree of Life Sculpture, Luxury Town House Near Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Disney Dream Retreat

2800 Lido Key Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 2.9 km from Mystic Dunes Golf Club at Mystic Dunes Resort, Disney Dream Retreat Kissimmee villa comes with a private swimming pool for guests to… More

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4 Bedrooms 3 Bathrooms Paradise Palms 8939Bp

8939 Bismarck Palm Road, Kissimmee, United States View map

Staying at 4 Bedrooms 3 Bathrooms Paradise Palms 8939Bp Kissimmee villa, guests can visit the Emerald Island Boulevard, which is about a 10-minute ride away. More

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Brand New Masterpiece 15 En-Suites Son105

3840 Sonoma Boulevard, Kissimmee, United States View map

**Experience the Elegance at Brand New Masterpiece 15 En-Suites Son105** Nestled just 7 kilometers from the vibrant heart of Kissimmee, the Brand New Masterpiece 15 En-Suites Son105 invites guests to… More

From US$ 1815 Book Now

Family Friendly Home With Private Pool, Game Room, Waterpark & Resort Access Near Disney At Encore Resort - 7638Wi

7638 Wilmington Loop, Kissimmee, United States View map

The 6-bedroom Family Friendly Home With Private Pool, Game Room, Waterpark & Resort Access Near Disney At Encore Resort - 7638Wi Kissimmee is situated within 5 minutes' walk of Clerk Of The Court and… More

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1160 Challenge

1160 Challenge Dr, Kissimmee, United States View map

**Welcome to 1160 Challenge Kissimmee**, where the magic of Florida meets luxurious comfort. Nestled just a scenic 50-minute drive from the heart of Kissimmee, the exquisite accommodations are also… More

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Cozy Themed 04 Bedrooms - Close To Disney

4600 Yellowgold Rd W Apt 102, 102, Kissimmee, United States View map

Situated merely 7 minutes on foot from the mile-long Kissimmee Go-Karts, Cozy Themed 04 Bedrooms - Close To Disney Kissimmee villa provides guests with a hot tub for additional relaxation. Offering… More

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Casa 4Q Com Piscina Privativa E Temas Disney

4208 Paragraph Drive, Kissimmee, United States View map

Staying at the 3-bedroom Casa 4Q Com Piscina Privativa E Temas Disney Kissimmee, guests can visit Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, which is about a 10-minute drive… More

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Gorgeous Top Floor Condo At Bahama Bay Resort

304 Rum Run, Kissimmee, United States View map

Located 2.8 km from Northeast Regional City Park, Gorgeous Top Floor Condo At Bahama Bay Resort Kissimmee villa gives access to various tourist sites in the vicinity. Offering a car park as well as… More

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Limited-Time Special Discounts | Spacious Home W/ Pool And Resort Amenities

2011 Majorca Dr, Kissimmee, United States View map

Limited-Time Special Discounts | Spacious Home W/ Pool And Resort Amenities Kissimmee offers proximity to nearby tourist spots, such as Highlands Reserve Boulevard, situated 2.6 km away. More

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Lake View Villa 08 Bedroomspoolgame Room

477 Ocean Course Ave, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Lake View Villa 08 Bedroomspoolgame Room Kissimmee is located within a 4-km distance of Tuscan Hills Boulevard. Featuring a patio, the… More

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Summer Sparkle Home

4514 Stella St Bella Vida, Kissimmee, United States View map

**Discover the Enchantment of Summer Sparkle Home** Nestled just a short 10-minute drive from the vibrant heart of Kissimmee, Summer Sparkle Home offers a tranquil escape without sacrificing… More

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Love, Luck And Magic Cottage With Private Hot Tub Near Disney And Margaritaville Resort & Island H2O Access - 8013Ff

8013 Flip Flop Way, Orlando, United States View map

Staying at the 4-bedroom Love, Luck And Magic Cottage With Private Hot Tub Near Disney And Margaritaville Resort & Island H2O Access - 8013Ff Kissimmee, guests can easily reach the zoological… More

From US$ 448 Book Now

3 Bedroom,3 Bath Townhouse In Gate Resort Townhouse

2311 Silver Palm Dr, Kissimmee, United States View map

**Welcome to the 3 Bedroom, 3 Bath Townhouse in Gate Resort Townhouse**, a delightful retreat nestled in the heart of Kissimmee, just 30 km from the vibrant attractions that the city has to offer. More

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Home In West Lucaya 4Br Near Disney

8961 Shine Drive, Kissimmee, United States View map

Situated 4.7 km from the Pandora, Home In West Lucaya 4Br Near Disney Kissimmee entices guests to explore various tourist attractions in the area. More

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4724 Sleepy Hollow

4724 Sleepy Hollow Drive, Kissimmee, United States View map

**Experience the Charm of 4724 Sleepy Hollow in Kissimmee** Nestled in the picturesque surroundings of Kissimmee, 4724 Sleepy Hollow offers an idyllic retreat just 12 kilometers from the vibrant… More

From US$ 406 Book Now

3 Bedroom 2.5 Bathroom Bella Vida 4552 Al

4552 Ada Lane, Kissimmee, United States View map

Located just a 7-minute walk from Medieval Times Dinner & Tournament, the 2-bedroom 3 Bedrooms 2 Bathrooms Bella Vida 4552 Al Kissimmee villa offers a private swimming pool for guests to relax by. More

From US$ 355 Book Now

8970 Sugar Palm

8970 Sugar Palm Road, Kissimmee, United States View map

**Welcome to 8970 Sugar Palm Villa, your premier destination for an unforgettable getaway near the enchanting attractions of Kissimmee.** Nestled just 34 kilometers from the heart of this vibrant… More

From US$ 319 Book Now

Serenity Retreat Near Disney

4705 Golden Beach Court, Kissimmee, United States View map

Situated 2.6 km from the Osceola County Welcome Center and History Museum, Serenity Retreat Near Disney Kissimmee villa provides access to numerous tourist attractions in the area. More

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Grh14631 - Champions Gate Resort - 5 Bed 5 Baths House

1113 Kingsbarn St, Kissimmee, United States View map

Situated nearly a 10-minute ride from Tuscan Hills Boulevard, Grh14631 - Champions Gate Resort - 5 Bed 5 Baths House Kissimmee villa includes a private pool, as well as a hot tub to relax in. More

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Four-Bedroom Holiday Home

4450 Nirvana Parkway, Kissimmee, United States View map

Situated around a 25-minute walk from the miniature Pirates Island Adventure Golf, the 3-bedroom Four-Bedroom Holiday Home Kissimmee entices guests to explore various tourist attractions in the area. More

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Orlando Newest Resort Villa With Pool 1791Spp Home

1791 Sawyer Palm Place, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 2.5 km from the Rum Run, Orlando Newest Resort Villa With Pool 1791Spp Home Kissimmee comes with a private pool for guests to unwind. More

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Villas South Monaco

7662 Whisper Way O #104, Kissimmee, United States View map

Welcome to the exquisite essence of luxury and comfort at Villas South Monaco Kissimmee, where the vibrant energy of Florida meets the tranquillity of upscale accommodation. Nestled a mere 40… More

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4Br Retreat With Resort Access And Pool

8952 Coco Palm Road, Kissimmee, United States View map

**Welcome to the 4Br Retreat With Resort Access And Pool, where luxury meets convenience in the heart of Kissimmee.** This idyllic oasis is situated just a 60-minute drive from Orlando, granting… More

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5 Bedrooms 4 Bathrooms Storey Lake 4851 Rc

4851 Romeo Circle, Kissimmee, United States View map

Situated approximately 3 km from the Pioneer Village at Shingle Creek, 5 Bedrooms 4 Bathrooms Storey Lake 4851Rc Kissimmee villa provides access to numerous tourist attractions in the area. More

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Grh9277 - Storey Lake Resort - 2 Bed 2 Baths Condo

4741 Clock Tower Drive, Kissimmee, United States View map

Grh9277 - Storey Lake Resort - 2 Bed 2 Baths Condo Kissimmee villa entices active guests with access to a fitness centre and is located about a 15-minute ride from the Disney's Typhoon Lagoon Water… More

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5 Bd 5 Ba Sonoma Resort 2669 Ca

2669 Calistoga Ave, Kissimmee, United States View map

**Welcome to Sonoma 2669, an exquisite retreat in Kissimmee, Florida, where comfort meets elegance. Nestled just 7 km from the vibrant attractions of Kissimmee and a mere 30 km from Orlando… More

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108 Stetson Court Kissimie

108 Stetson Court, Kissimmee, United States View map

Staying at 108 Stetson Court Kissimie Villa Kissimmee, guests can easily reach the Kissimmee Civic Center, located approximately 7 km away. More

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Paradise Palms 5 Bedroom Vacation Home 8965

8965 Candy Palm Road, Kissimmee, United States View map

Situated approximately 5 minutes' walk from the Paradise Palms Boulevard|the Paradise Palms Resort, the 4-bedroom Paradise Palms 5 Bedroom Vacation Home 8965 Kissimmee offers quick access to numerous… More

From US$ 204 Book Now

Bch3031

3031 Beach Palm Avenue, Kissimmee, United States View map

Nestled just 34 kilometers from the vibrant heart of Kissimmee, Bch3031 Villa offers an alluring getaway that combines comfort with the charm of Florida's sun-kissed landscape. Located in a serene… More

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3 Bedrooms 2 Bathrooms Calabria 9013 Mc

9013 Murano Mews Court, Kissimmee, United States View map

Welcome to the serene oasis of the Calabria 9013 Mc, where comfort meets sophistication. Nestled just 33 kilometers from the vibrant heart of Kissimmee, this stunning vacation sanctuary offers a… More

From US$ 796 Book Now

Spacious 4Br Townhome Private Pool & Resort Access 114

248 Ocean Course Av, Kissimmee, United States View map

**Welcome to Spacious 4Br Townhome Private Pool & Resort Access 114, your ideal getaway in the heart of Kissimmee.** Nestled just 29 km from the vibrant attractions of Kissimmee, this exquisite… More

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Haven Station At Storey Lake By Shine Villas Townhouse

4821 Clock Tower Dr, Kissimmee, United States View map

**Welcome to Haven Station, a serene retreat nestled within the vibrant Storey Lake community, just a 20-minute drive from the charming town of Kissimmee.** This inviting enclave offers a perfect… More

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3 Bd 2 Ba Lucaya Village 2-107

2958 Lucayan Habour Circle, Kissimmee, United States View map

Situated around 7 km from the film-centric theme park "Disney's Hollywood Studios", the 2-bedroom 3 Bedroom 2 Bathroom Lucaya Village 2-107 Kissimmee villa provides access to numerous tourist… More

From US$ 358 Book Now

4 Bedroom 3 Bathroom Villas At Sevendwarfs 20-102

4565 Yellowgold Road East 20-102, Kissimmee Fl, 34746, Kissimmee, United States View map

Welcome to the exquisite 4 Bedroom 3 Bathroom Villas At Sevendwarfs 20-102, an idyllic retreat just 10 minutes by car from the vibrant attractions of Kissimmee. Nestled within a serene landscaped… More

From US$ 186 Book Now

4774 - 7Br W Pool 10Min Disney 2 Water Parks

4774 Kings Castle Circle, Kissimmee, United States View map

4774 - 7Br W Pool 10Min Disney 2 Water Parks Kissimmee villa offers swift access to various city sites, such as Lennar at Storey Lake, situated about 5 minutes' walk away. Located 4.5 km from Fun… More

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Cld4676

4676 Cumbrian Lakes Drive, Kissimmee, United States View map

Welcome to Cld4676 Villa Kissimmee, an exquisite retreat nestled just 12 kilometers from the vibrant heart of Kissimmee, where relaxation and adventure intertwine seamlessly. This stunning… More

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4749 Kings Castle

4749 Kings Castle Circle, Kissimmee, United States View map

**Welcome to 4749 Kings Castle Villa**, a tranquil haven nestled just 12 kilometers from the vibrant heart of Kissimmee, making it an ideal retreat for families and travelers seeking both adventure… More

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Coral Cay - 4 Bed 3 Baths Townhome

2306 Caravelle Cir, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Coral Cay - 4 Bed 3 Baths Townhome Kissimmee villa is located 25 minutes' walk from the Congo River Golf. The 3-bedroom holiday home features… More

From US$ 223 Book Now