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2026-04-23
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Vacation Rentals in Kissimmee

Stunning Home 4Bdrms Near Disney

2908 Pembridge Street, Kissimmee, United States View map

Staying at Stunning Home 4Bdrms Near Disney Kissimmee, guests can easily reach the Emerald Island Boulevard, located approximately a 25-minute walk away. Guests can enjoy billiards at this Kissimmee… More

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Luxury Family Townhouse Near Disney & Dining

5501 Torino Rd, Kissimmee, United States View map

Situated nearly a 25-minute stroll from the Museum of Military History, the spacious 215 m² Luxury Family Townhouse Near Disney & Dining Kissimmee also boasts easy access to Kissimmee train station… More

From US$ 190 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw41

2470 Santorini Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, approximately 7 km from the Na'vi River Journey, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw41 Kissimmee villa comes with an indoor… More

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2787 Lido Key

2787 Lido Key Drive, Kissimmee, United States View map

**Welcome to 2787 Lido Key Villa** Nestled in the heart of Kissimmee, 2787 Lido Key Villa offers a serene escape just 33 km from the vibrant attractions of Kissimmee and a convenient 45 km from… More

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5 Bedrroms 5 Bathrooms Storey Lake 2739 Bd

2739 Bookmark Drive, Kissimmee, United States View map

**Welcome to Storey Lake 2739 Bd, a luxurious retreat nestled just 11 kilometers from the vibrant heart of Kissimmee and a convenient 35 kilometers from Orlando International Airport. This exquisite… More

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5Br Star Wars Retreat Free Waterpark Access 1838

1838 Tropical Palms Circle, Kissimmee, United States View map

During the stay at 5Br Star Wars Retreat Free Waterpark Access 1838 Villa Kissimmee, guests can indulge in a Jacuzzi and an indoor pool or visit Tuscan Hills Boulevard, located 2.5 km away. More

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12 Mi To Disney World Poolside Paradise!

418 Riggs Cir, Kissimmee, United States View map

**Welcome to the 12 Mi To Disney World Poolside Paradise!** Nestled in the heart of Kissimmee, this charming retreat offers an idyllic home base for families and vacationers alike, just a short 34… More

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Spacious Apartment Near Disney

#406 1750 Manarola Street, Kissimmee, United States View map

**Experience the Magic of Kissimmee at Luxury Apartment Near Disney with Balcony** Nestled in the heart of Kissimmee, the Luxury Apartment Near Disney with Balcony offers a unique blend of comfort… More

From US$ 233 Book Now

Sunny Villa Near Disney With Margaritaville Resort & Island H20 Access - 8170Cp

8170 Coconut Place, Orlando, United States View map

The 3-bedroom Sunny Villa Near Disney With Margaritaville Resort & Island H20 Access - 8170Cp Kissimmee is located approximately 25 minutes' walk from Bonanza Golf Gifts, giving access to various… More

From US$ 702 Book Now

Stunning 3 Bedroom Condo In Orlando Oasis6604

7615 Heritage Crossing Way Unit 302, Kissimmee, United States View map

**Welcome to Stunning 3 Bedroom Condo In Orlando Oasis6604**, an idyllic retreat nestled in the heart of Kissimmee, just a short 40-minute drive from the vibrant attractions of Orlando. This splendid… More

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Casa Del Sol At Indian Creek Four Corners

2567 Oneida Loop, Kissimmee, United States View map

Located within 6 km of Disney's Blizzard Beach Water Park, Casa Del Sol At Indian Creek Four Corners Villa Kissimmee provides access to various tourist attractions in the vicinity. More

From US$ 260 Book Now

Homey Condo Near Disney With Resort & Waterpark Access - B36-106

7760 Sandy Ridge Drive, B36 #106, Kissimmee, United States View map

Located 23 km from Kissimmee railway station, the 3-room Homey Condo Near Disney With Resort & Waterpark Access - B36-106 Kissimmee is only 550 m from the Reunion Resort Water Park. Approximately 10… More

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Disney Pool Retreat Modern Home Sleeps 8

4906 Dunmore Ln Kissimmee Florida 34746, Kissimmee, United States View map

Nestled 25 minutes' walk from Medieval Times Dinner & Tournament, Disney Pool Retreat Modern Home Sleeps 8 Kissimmee entices guests to explore various tourist destinations nearby. More

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Casa De Luxo C/ Piscina - 15 Min Da Disney!

2470 Santorini Drive, Kissimmee, United States View map

Located in the West Kissimmee district and approximately a 25-minute stroll from the Rum Run, the 5-bedroom Casa De Luxo C/ Piscina - 15 Min Da Disney! Kissimmee provides guests with a hot tub to… More

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Lakefront 9Br Resort Pool Home Near Disney World

339 Ocean Course Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Situated just a short drive from the enchanting attractions of Walt Disney World, the Lakefront 9Br Resort Pool Home Near Disney World Kissimmee offers an exquisite retreat for families and large… More

From US$ 868 Book Now

Luxury Legacy Dunes Condo Close To Disney, Golf And Orlando Fun

8834 Dunes Court, Kissimmee, United States View map

**Luxury Legacy Dunes Condo Close To Disney, Golf, and Orlando Fun** offers an exquisite retreat just moments away from Orlando's most beloved attractions. Nestled in Four Corners, this stunning… More

From US$ 137 Book Now

1061 Lake Berkley 4 Bed With Pool

1061 Lake Berkley Dr, Kissimmee, United States View map

Situated in the enchanting surroundings of Kissimmee, the 1061 Lake Berkley 4 Bed With Pool offers a serene getaway brimming with comfort and charm. Just a 10-minute drive from the vibrant… More

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Solara 4Q C/ Piscina Privativa Perto Disney

2170 Cooper Bell Place, Kissimmee, United States View map

Situated in the West Kissimmee district, within 10 minutes' drive of Highgate Park Boulevard, Solara 4Q C/ Piscina Privativa Perto Disney Kissimmee villa comes with a heated swimming pool for guests… More

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Deluxe 8 Bdrm Mansion With Swim Up Bar And Pool Slide At Reunion

630 Muirfield Loop, Kissimmee, United States View map

**Discover the Deluxe 8 Bedroom Mansion with Swim-Up Bar and Pool Slide at Reunion** Located a mere 24 kilometers from the heart of Kissimmee and approximately 45 kilometers from Orlando… More

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Disney Getaway Luxury Villa With Private Pool Game Room. Book Now Cg982

8972 Cabot Cliffs Dr, Kissimmee, United States View map

During the stay at Disney Getaway Luxury Villa With Private Pool Game Room. Book Now Cg982 Kissimmee, guests can indulge in spa treatments, such as beauty services or visit the Rum Run, located 3.9… More

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Casa Terrea 5Q C/ Piscina — 15Min Da Disney

983 Lake Berkley Dr, Kissimmee, United States View map

Situated nearly 25 minutes' walk from Shingle Creek Regional Park, Casa Terrea 5Q C/ Piscina — 15Min Da Disney Kissimmee includes a private pool, as well as a hot tub to relax in. More

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Casa 5Q Tematica C/ Piscina - Champions Gate

9009 9009 Play Through Drive, Kissimmee, United States View map

Located about 10 minutes' drive from Highlands Reserve GC, Casa 5Q Tematica C/ Piscina - Champions Gate Villa Kissimmee features a swimming pool, a hot tub, ensuring a relaxing stay. More

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Lovely Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2947Cl

2947 Castaway Lane, Orlando, United States View map

The 3-bedroom Lovely Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2947Cl Kissimmee is located approximately 25 minutes' walk from The Legends Golf Course, giving… More

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Electric Heated Private Pool 4 Bedroom 3 Bath 2 Story Single Family Home!!!!

1619 Bridgeview Circle, Kissimmee, United States View map

Discover the ideal retreat at the Electric Heated Private Pool 4 Bedroom 3 Bath 2 Story Single Family Home, nestled in the heart of Kissimmee. Perfectly situated just 12 kilometers from the bustling… More

From US$ 485 Book Now

9 Bedroom Themed Home With Games Room And Resort Amenities

9025 Sunset Palms Terrace, Kissimmee, United States View map

Welcome to the enchanting 9 Bedroom Themed Home With Games Room And Resort Amenities, a haven for families and friends seeking an unforgettable getaway in sunny Kissimmee. Nestled just 60 minutes'… More

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8999 Amelia Downs

8999 Amelia Downs Trail, Kissimmee, United States View map

Positioned in the serene landscapes just 32 kilometers from the historic charm of Kissimmee, 8999 Amelia Downs promises an enchanting retreat away from the bustle of Orlando. Whether you're seeking… More

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Triple Header Storey Lake By Shine Villas #700

3151 Paradox Circle, Unit 301, Kissimmee, United States View map

Triple Header Storey Lake By Shine Villas #700 Kissimmee apartment is located in Kissimmee, 6 km from the Catholic church "Mary Queen of the Universe Shrine", and boasts a Jacuzzi. Wi-Fi and public… More

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Family Friendly Condo Near Disney

115 New Providence Promenade Bldg 9, 3Rd Floor, Kissimmee, United States View map

**Family Friendly Condo Near Disney is a perfect retreat for travelers seeking comfort and convenience.** Nestled just 33 km from the vibrant city of Kissimmee, this family-oriented destination… More

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Casa 4Q C/ Piscina E Quartos Tematicos

4383 4383 Scene Lane, Kissimmee, United States View map

Staying at Casa 4Q C/ Piscina E Quartos Tematicos Kissimmee, guests can easily reach the family-friendly Kissimmee Go-Karts, located 3.7 km away. More

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New Vacation Townhome Private Pool Near Disney!

721 Las Fuentes Dr, Kissimmee, United States View map

Discover the enchanting allure of the New Vacation Townhome Private Pool Near Disney! This stunning accommodation is ideally situated just 8 km from the magical heart of Kissimmee, making it a… More

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Dreamy Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Amenities - 8019Kd

8019 Knee Deep, Orlando, United States View map

The 5-bedroom Dreamy Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Amenities - 8019Kd Orlando is located approximately a 15-minute walk from the Emerald Island… More

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Fab Villa With Jungle Br, Theater, Arcade, Spa Pool

1761 Caribbean View Terrace, Kissimmee, United States View map

Kissimmee is a luxurious retreat just 32 km from the vibrant attractions of Kissimmee and a convenient 50 km from Orlando International Airport. This stunning villa offers a serene atmosphere, ideal… More

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Magia 4Q C/ Piscina E Quartos Tematicos Disney

4977 Windermere Avenue, Kissimmee, United States View map

Nestled 4.6 km from the Give Kids The World Village, Magia 4Q C/ Piscina E Quartos Tematicos Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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All Vacation Large Pool Home W-Cinema-Bowling Alley-Sleep 40

2560 Shanti Drive, Kissimmee, United States View map

Staying at the 15-bedroom All Vacation Large Pool Home W-Cinema-Bowling Alley-Sleep 40 Kissimmee, guests can visit Osceola County, which is nearly a 25-minute walk away. Guests can enjoy bowling and… More

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Apartamento 2 Quartos Com Tema Star Wars - Champions Gate

723 Ocean Course Avenue, Kissimmee, United States View map

Staying at the 0-bedroom 723- Apartamento 2 Quartos Com Tema Star Wars - Champions Gate Kissimmee villa, guests can easily reach the Reunion Resort Water Park, located about a 10-minute ride away. More

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Thematic House With Private Poolspagame Room 21081

108 Seneca Point Court, Kissimmee, United States View map

Thematic House With Private Poolspagame Room 21081 Kissimmee villa is located 2.5 km from Give Kids The World Village Resort and provides a Jacuzzi. More

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Luxury 6Br Family Villa W Pool Jacuzzi N Fun In Orlando

8928 Play Through Drive, Kissimmee, United States View map

**Experience Family Luxury at the Luxury 6Br Family Villa W Pool Jacuzzi N Fun In Orlando** Nestled in the enchanting landscapes of Kissimmee, the Luxury 6Br Family Villa W Pool Jacuzzi N Fun In… More

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Cozy 3Br Family Home Minutes From Disney

2610 Brittany Ln, Kissimmee, United States View map

Offering a location about 7 km from the Disney's Typhoon Lagoon Water Park, Cozy 3Br Family Home Minutes From Disney Kissimmee gives access to various tourist spots in the area. More

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7 Bedrooms 5 Bathrooms Champions Gate 8916 Tw

8916 Takeaway Way, Kissimmee, United States View map

Welcome to the luxurious Champions Gate 8916 Tw, a splendid retreat that promises an unforgettable getaway. Nestled just 29 kilometers from the vibrant city of Kissimmee and a convenient 55… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp69

2470 Santorini Dr, Kissimmee, United States View map

Situated approximately a 25-minute walk from the Rum Run, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp69 Kissimmee villa entices guests to explore various tourist… More

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Le Reve 4 Bedroom Vacation Home 4404

4404 Le Reve Ct, Kissimmee, United States View map

Staying at Le Reve 4 Bedroom Vacation Home 4404 Kissimmee, guests can visit Medieval Times Dinner & Tournament, which is only 1.1 km away. More

From US$ 369 Book Now

Resort Condo Near Disney With Pool, Hot Tub, Tennis, Central Ac, & Washer/Dryer

2305 Silver Palm Dr, Kissimmee, United States View map

Nestled a 25-minute stroll from the A World of Orchids, Resort Condo Near Disney With Pool, Hot Tub, Tennis, Central Ac, & Washer/Dryer Kissimmee villa entices guests to explore various tourist… More

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Luxury Family Villa With Pool & Bbq Near Disney!

337 Marcello Blvd, Kissimmee, United States View map

Located around 10 minutes' drive from Kissimmee Oaks Golf Course, the 3-bedroom Luxury Family Villa With Pool & Bbq Near Disney! Kissimmee provides access to various tourist attractions in the… More

From US$ 217 Book Now

Beautiful Renovated 6 Bed Pool Home Home

4464 Nirvana Parkway, Kissimmee, United States View map

Welcome to the Beautiful Renovated 6 Bed Pool Home, a serene escape nestled just 9 km from the vibrant city of Kissimmee and conveniently located 35 km from Orlando International Airport. This… More

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6 Bed - 5 Bath Villa Pool&Games Solara 2386Salty Villa

2386 Salty Winds Way, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and approximately 7 km from the Pandora, 6 Bed - 5 Bath Villa Pool&Games Solara 2386Salty Villa Kissimmee provides guests with a Jacuzzi to ensure… More

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Top Floor Corner Unit Condo With Stunning Golf Views, 054

1370 Centre Court Ridge Dr (Building K) Unit #401, Kissimmee, United States View map

The spacious Top Floor Corner Unit Condo With Stunning Golf Views, 054 Kissimmee is located 3 km from Publix Super Market at Champions Gate Village and 10 minutes' drive from the Indian Ridge. Wi-Fi… More

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Bright Resort 7Br Home Pool Near Disney

1724 Lima Avenue, Kissimmee, United States View map

Situated about 25 minutes' walk from the Rum Run, Bright Resort 7Br Home Pool Near Disney Kissimmee entices guests to explore various tourist attractions in the area. Located in the West Kissimmee… More

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Amazing 6 Bed Disney Dream Getaway In Windsor Palm

2228 Wyndham Palms Way, Kissimmee, United States View map

**Discover the Magic of Amazing 6 Bed Disney Dream Getaway in Windsor Palm** For those looking to explore beyond the immediate surroundings, Orlando International Airport is conveniently located just… More

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5011Cl Townhome 4 Beds 3 Baths Free Waterpark

5011 Windermere Ave, Kissimmee, United States View map

**Welcome to the 5011Cl Townhome 4 Beds 3 Baths Free Waterpark, a luxurious retreat nestled in the heart of Kissimmee, just 13 kilometers from the vibrant streets of the city. This spacious townhome… More

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W440 - Classy Condo With Private Balcony At Reunion

7501 Mourning Dove Circle #201, Kissimmee, United States View map

**W440 - Classy Condo With Private Balcony At Reunion** offers an exquisite retreat in the heart of Kissimmee, just 24 km from the vibrant attractions of the city. Ideal for both families and couples… More

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