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2026-04-23
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Vacation Rentals in Kissimmee

Resort Home, Pool, Spa, Game Near Disney-New!

8953 Amelia Downs Trail, Kissimmee, United States View map

**Welcome to Your Perfect Getaway** Nestled just 32 kilometers from the vibrant heart of Kissimmee, Resort Home, Pool, Spa, Game Near Disney-New! More

From US$ 794 Book Now

9035Rs-Svh Amazing Townhome For Your Family!

9035 Rhodes Street, Kissimmee, United States View map

**Welcome to 9035Rs-Svh Amazing Townhome For Your Family!** Nestled just 32 kilometers from Kissimmee, 9035Rs-Svh offers the perfect escape for families wishing to explore the enchanting attractions… More

From US$ 257 Book Now

Extended Pool Deck - South Facing - Pool & Spa - Game Room - Family Friendly - Nr Disney

9002 Murano Mews Court, Kissimmee, United States View map

Featuring horseback riding to make your visit more entertaining, the 4-bedroom Extended Pool Deck - South Facing - Pool & Spa - Game Room - Family Friendly - Nr Disney Kissimmee villa is 3.8 km from… More

From US$ 320 Book Now

Newly Remodeled 1 Story - 5 Bed 5 Bath With Pvt Pool Spa And Game Room

2784 Rocella Ct Kissimmee, Fl 34747, Kissimmee, United States View map

**Set in the Heart of Downtown Kissimmee** Located in the center of Kissimmee, guests can easily access local attractions, vibrant shopping districts, and diverse dining options just moments away. More

From US$ 501 Book Now

Kissimmee Condo Community Perks, 10 Mi To Disney!

2221 San Vittorino Cir Unit 101, Kissimmee, United States View map

**Welcome to Kissimmee Condo Community Perks!** Nestled just 10 minutes from the enchanting gates of Disney, this delightful condominium offers the perfect escape for families and groups seeking… More

From US$ 89 Book Now

Contemporary Condo With Pool Table, Rooftop Terrace And Large Loft With Reunion Resort Water Wark Access Near Disney At Spectrum Resort Orlando By Rentyl - B40 #224

7760 Sandy Ridge Drive B40 #224, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Contemporary Condo offers a perfect blend of luxury and convenience, making it an ideal retreat for families and groups seeking a memorable getaway. Just 23 km… More

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Orlando 1Br Relaxing Condo Next To Disney With Pool View

5565 West Irlo Bronson Memorial Highway W330, Kissimmee, United States View map

**Welcome to the Orlando 1Br Relaxing Condo Next To Disney With Pool View**, an ideal retreat for families and couples looking to explore the magic of Orlando. Located just 14 km from the enchanting… More

From US$ 176 Book Now

Harry Potter - 4Bd Sleep 10 Pool, Spa And E-Bbq! Solara Resort

1775 Sawyer Palm Place, Kissimmee, United States View map

The 4-bedroom Harry Potter - 4Bd Sleep 10 Pool, Spa And E-Bbq! Solara Resort Kissimmee villa is located nearly a 25-minute walk from Northeast Regional City Park and provides billiards for active… More

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4809Am Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4809 Memories Ln, Kissimmee, United States View map

Welcome to the enchanting 4809Am Townhouse, a stunning retreat that offers the perfect blend of comfort and convenience in Kissimmee. This exquisite abode promises a warm ambiance, featuring four… More

From US$ 292 Book Now

Resort Style Villa Close To Disney And Other Parks

9179 Sommerset Hills Drive, Kissimmee, United States View map

Positioned just 29 kilometers from the vibrant town of Kissimmee, the Resort Style Villa Close To Disney And Other Parks offers a serene retreat while still being conveniently close to the excitement… More

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Lakeview Themed 2Br Condo Near Disney

3121 Paradox Circle, Kissimmee, United States View map

Located 4 km from Medieval Times Dinner & Tournament, Lakeview Themed 2Br Condo Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 338 Book Now

1840 Caribbean View

1840 Caribbean View Terrace, Kissimmee, United States View map

Set just 3.5 km from the vibrant heart of Kissimmee, 1840 Caribbean View is a tropical oasis that beautifully combines comfort and luxury. This exquisite villa offers a welcoming retreat just a… More

From US$ 358 Book Now

Smooth Sailing Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Waterpark Access - 7992Sh

7992 Shaker Street, Orlando, United States View map

Nestled in the Disney World district of Orlando, the 4-bedroom Smooth Sailing Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Waterpark Access - 7992Sh Kissimmee is 2.5… More

From US$ 649 Book Now

Waterpark & Heated Pool 20Min To Disney

8885 Qin Loop, Kissimmee, United States View map

The 6-bedroom Waterpark & Heated Pool 20Min To Disney Kissimmee villa entices active guests with access to a fitness room and is located around a 10-minute ride from Highlands Reserve GC. Featuring a… More

From US$ 743 Book Now

Beautiful & Spacious 3-Bed Condo Champions Gate

Splash Shot Place 1095, Kissimmee, United States View map

Experience a splendid getaway at the Beautiful & Spacious 3-Bed Condo Champions Gate, located just 29 km from the vibrant heart of Kissimmee and a convenient 50 km from Orlando International Airport.… More

From US$ 192 Book Now

South Facing Private Pool With Lake View & Spa - Quiet Vacation Area - Family Friendly

2424 Hybrid Drive, Kissimmee, United States View map

Staying at the 2-bedroom South Facing Private Pool With Lake View & Spa - Quiet Vacation Area - Family Friendly Kissimmee villa, guests can easily reach the Green Barn on the Lake, located around 4… More

From US$ 269 Book Now

3Br Resort Pool Jacuzzi Minutes To Disney 4730

4730 Terra Esmeralda Drive, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, 3Br Resort Pool Jacuzzi Minutes To Disney 4730 Kissimmee villa is located 10 minutes' drive from Medieval Times Dinner & Tournament. Located 4.3 km from… More

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Sunshine Station - Spacious 4 Bed Windsor Palms Resort Home That'S Close To Disney

8030 King Palm Circle, Kissimmee, United States View map

The 3-bedroom Sunshine Station - Spacious 4 Bed Windsor Palms Resort Home That'S Close To Disney Kissimmee is located within a 6-km distance of the Avatar Flight of Passage and provides guests with a… More

From US$ 258 Book Now

Bright & Cheery Decor, Townhome Wspashpool-3015Pp

8971 Candy Palm Road,, Kissimmee, United States View map

Located in the West Kissimmee district, the 3-bedroom Bright & Cheery Decor, Townhome Wspashpool-3015Pp Kissimmee villa is about a 25-minute walk from the Rum Run and offers a Jacuzzi. More

From US$ 187 Book Now

Pool House 4Br Near Disney Shops

4902 Windermere Ave, Kissimmee, United States View map

Pool House 4Br Near Disney Shops Kissimmee villa offers proximity to nearby tourist spots, such as the mile-long Kissimmee Go-Karts, situated nearly 25 minutes' walk away. More

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Ever After Estate

8554 La Isla Drive, Kissimmee, United States View map

Ever After Estate Kissimmee villa is located about 10 minutes by car from Mighty Jungle Golf, giving access to various tourist spots nearby. More

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Apartment In Reunion Resort ¡Near To Disney

Heritage Crossing Court 1597, Kissimmee, United States View map

**Experience Luxury and Convenience at Reunion Resort Near Disney** Conveniently situated, Apartment In Reunion Resort ¡Near To Disney boasts easy access to Orlando's famous theme parks… More

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Excitement Getaway Oasis

7603 Excitement Drive, Kissimmee, United States View map

Situated only 1.8 km from Arnold Palmer Golf Course, the 6-bedroom Excitement Getaway Oasis Villa Kissimmee includes a swimming pool, as well as a hot tub to relax in. Featuring access to a terrace… More

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Magic Villa With Themed Bedrooms And Private Pool

Dedication Street 4827, Kissimmee, United States View map

Introducing the enchanting **Magic Villa With Themed Bedrooms and Private Pool**, a delightful retreat nestled just 13 km from the vibrant heart of Kissimmee. This charming residence effortlessly… More

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4874 - 5Br W Pool 10Min Disney 2 Water Parks

4874 Romeo Circle, Kissimmee, United States View map

4874 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa offers proximity to nearby tourist spots, such as Medieval Times Dinner & Tournament, situated 4.3 km away. More

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Luxury 2Bd 2 Bath Condo Home 221

637 Ocean Course Av, Kissimmee, United States View map

**Welcome to Luxury 2Bd 2 Bath Condo Home 221, where comfort meets convenience in a stunning setting just 29 km from the heart of Kissimmee.** This magnificent retreat offers a unique blend of modern… More

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Gorgeous Place Minutes Away From Attractions

5005 Laguna Bay Circle, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, Gorgeous Place Minutes Away From Attractions offers an exceptional retreat just a quick 10-minute drive from a variety of regional attractions. This… More

From US$ 207 Book Now

Aquamarine Hideaway

160 Hideaway Beach Lane, Kissimmee, United States View map

The Aquamarine Hideaway is a serene retreat nestled just 10 km from the heart of Kissimmee, Florida. This enchanting villa offers an unparalleled escape, seamlessly blending luxury with relaxation in… More

From US$ 945 Book Now

6 Mi To Disney Resort Hideaway With Pool Access!

3161 Paradox Cir 303, Kissimmee, United States View map

Situated approximately 7 km from the Disney's Typhoon Lagoon Water Park, the 2-room 6 Mi To Disney Resort Hideaway With Pool Access! Kissimmee also boasts easy access to Kissimmee train station which… More

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Luxury Pool Home Near Disney Resort Access

2656 Reading Trail, Kissimmee, United States View map

Nestled 2.8 km from the Osceola County Welcome Center and History Museum, Luxury Pool Home Near Disney Resort Access Kissimmee entices guests to explore various tourist destinations nearby. More

From US$ 342 Book Now

Large Themed Pool Home At Windsor At Westside

1500 Mumbai Way, Kissimmee, United States View map

**Welcome to the Large Themed Pool Home At Windsor At Westside** Nestled just 33 km from the vibrant heart of Kissimmee and approximately 55 km from Orlando International Airport, the Large Themed… More

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I - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool

3121 Pequod Place, Kissimmee, United States View map

**Welcome to Your Ideal Family Retreat Near Disney** Conveniently located, the home is just 30 km from Orlando International Airport, allowing for easy travel logistics. More

From US$ 192 Book Now

Luxury Resort Condo Minutes From Disney 169

529 Ocean Course Av, Kissimmee, United States View map

Staying at Luxury Resort Condo Minutes From Disney 169 Kissimmee villa, guests can visit The Legends Golf Course, which is nearly a 15-minute drive away. More

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Room Private Near Disney

5245 W Irlo Bronson Memorial Hwy, Kissimmee, United States View map

The 28 m² Room Private Near Disney Kissimmee is located 3.9 km from Hawks Landing Golf Club and approximately a 25-minute walk from the Falcon's Fire Golf Course. This 10-room apartment is situated… More

From US$ 56 Book Now

4 Bedrooms Townhome At Lucaya Village 2402

2962 Lucayan Harbour Circle Unit 108, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, 4 Bedrooms Townhome At Lucaya Village 2402 Kissimmee villa is located a 10-minute ride from Old Town Shopping Mall. More

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3204 Gl - Serene Lucaya Oasis Retreat

3204 Gold Ln, Kissimmee, United States View map

**Welcome to the Serene Glade of 3204 GL - Serene Lucaya Oasis Retreat, where tranquility meets sophistication in the heart of Kissimmee.** Located just 35 km from the bustling hubs of Kissimmee… More

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Magical Getaway- Cozy Home Minutes From Disney, Restaurants & Outlets!

5323 Micco St, Kissimmee, United States View map

Featuring a rooftop pool for guests' relaxation, Magical Getaway- Cozy Home Minutes From Disney, Restaurants & Outlets! Kissimmee is located 3.5 km from the Museum of Military History. Featuring… More

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Magic Orlando Stay

Estados Unidos 1010 Las Fuentes Drives, Kissimmee, United States View map

Located 4.7 km from the working Kissimmee Air Museum, Magic Orlando Stay Kissimmee villa boasts a private pool with an indoor pool. Featuring a terrace, this accommodation is situated about 15… More

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Sunny Stay In Orlando - 6Br Home With Pool!

230 Ballo Drive, Kissimmee, United States View map

The 4-bedroom Sunny Stay In Orlando - 6Br Home With Pool! Kissimmee is located nearly 25 minutes' walk from Medieval Times Dinner & Tournament and provides table tennis for active guests. Offering a… More

From US$ 218 Book Now

Amazing Unbeatable Experience Themed Home W/ Private Pool And Resort

4831 Clock Tower Drive, Kissimmee, United States View map

**Welcome to Amazing Unbeatable Experience Themed Home W/ Private Pool And Resort**, a delightful retreat offering an enchanted getaway just 12 km from the vibrant heart of Kissimmee. This themed… More

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Monterey Bay At Solara By Shine Villas 712

8955 Amelia Downs Trail, Kissimmee, United States View map

Welcome to Monterey Bay At Solara By Shine Villas 712, a charming retreat nestled in the heart of Kissimmee. This delightful getaway offers an inviting atmosphere and features a variety of amenities… More

From US$ 313 Book Now

Waterpark View, Mickeytheme 3Br Near Disney 1039

1039 Splash Shot Place, Kissimmee, United States View map

During the stay at the 2-bedroom Waterpark View, Mickeytheme 3Br Near Disney 1039 Kissimmee villa, guests can indulge in a hot tub or visit Highlands Reserve Boulevard, located 3.2 km away. Located… More

From US$ 440 Book Now

3120 Brand New Stunning Apartment

3120 Paradox Circle #406, Kissimmee, United States View map

**Welcome to 3120 Brand New Stunning Apartment** - a delightful retreat nestled in the heart of Kissimmee, offering a perfect blend of comfort and convenience. Just 11 km from the magical realms of… More

From US$ 255 Book Now

Charming Cottage 3 Miles From Disney With Margaritaville Resort & Island H2O Access - 8083Kd

8083 Knee Deep Road, Orlando, United States View map

Situated around 5 minutes' walk from the All-Star Resort, the 3-bedroom Charming Cottage 3 Miles From Disney With Margaritaville Resort & Island H2O Access - 8083Kd Kissimmee offers quick access to… More

From US$ 409 Book Now

Modern- 2 Queen Bed Suite With Pool Near Disney World

West Irlo Bronson Memorial Highway 5245, Kissimmee, United States View map

Welcome to the Modern-2 Queen Bed Suite with Pool near Disney World, where comfort meets convenience in the heart of Kissimmee. This inviting retreat is situated just 12 km from the enchanting… More

From US$ 86 Book Now

Luxury Brand New 2 Bedroom Apt Near Disney!

3111 Paradox Circle 205, Kissimmee, United States View map

Experience the enchantment of an idyllic stay at the Luxury Brand New 2 Bedroom Apt Near Disney!, Perfectly situated just 20 minutes from the vibrant heart of Kissimmee. This modern retreat… More

From US$ 157 Book Now

Dluxx Gorgeous Home At Bella Vida Resort 0261

261 Ballo Dr, Kissimmee, United States View map

Welcome to the captivating Dluxx Gorgeous Home at Bella Vida Resort 0261, a luxurious escape nestled just 8 km from the vibrant heart of Kissimmee. This picturesque retreat invites guests to indulge… More

From US$ 280 Book Now

New - Sleeps 21 - Champions Gate

511 Pebble Beach Drive, Kissimmee, United States View map

In the heart of Champions Gate, the New - Sleeps 21 - Champions Gate Villa Kissimmee offers a luxurious retreat perfect for large families or groups. This stunning villa showcases a harmonious blend… More

From US$ 377 Book Now

Exclusive 8Br Family Villa - Pool, Bbq, Game Room & Themed Bedrooms!

2564 Sunset Dr, Kissimmee, Fl 34741, Usa, Kissimmee, United States View map

Located about 5 minutes by car from Wat Florida Dhammaram Buddhist Monastery, the 6-bedroom Exclusive 8Br Family Villa - Pool, Bbq, Game Room & Themed Bedrooms! Kissimmee offers a patio with views of… More

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Premium Villa At Champions Gate

8193 Roseville Boulevard, Kissimmee, United States View map

The 3-bedroom Premium Villa At Champions Gate is located in Kissimmee, nearly 25 minutes' walk from Publix Super Market at Ovation as well as at a 2.5 km distance from Reunion Resort Golf Course. More

From US$ 227 Book Now