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2026-06-08
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Vacation Rentals in Kissimmee

Amazing 32 Condo, Gated Community At Club Cortile!!

2862 Club Cortile Cir Apt A, Kissimmee, United States View map

The spacious 120 m² Amazing 32 Condo, Gated Community At Club Cortile!! Kissimmee is situated in an old part of Kissimmee, within 25 minutes' walk of the miniature Congo River Golf. The mile-long… More

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Bsv_Villa2016

2016 Fleming Mist Pl, Kissimmee, United States View map

**Welcome to Bsv_Villa2016 Kissimmee**, a charming retreat nestled just 32 km from the vibrant heart of Kissimmee and a convenient 50 km from the renowned Orlando International Airport. Perfectly… More

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Luxury And Spacious Villa With Pool And Hot Tub Just Minutes From Disney

1836 Sandy Park Trail, Kissimmee, United States View map

Situated 2.3 km from Highlands Reserve GC, Luxury And Spacious Villa With Pool And Hot Tub Just Minutes From Disney Kissimmee entices guests to explore various tourist attractions in the area. More

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Uniquely Chic Home Near Disney!

717 Bittern Way Unit: A, Kissimmee, United States View map

**Uniquely Chic Home Near Disney!** Offers a perfect blend of comfort and style just 25 km from Kissimmee, ideal for those seeking adventure and relaxation near world-renowned attractions. This… More

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Beautiful Condo In Bahama Bay

1015 Gran Bahama Boulevard, Kissimmee, United States View map

Set in the enchanting surroundings of Kissimmee, the Beautiful Condo in Bahama Bay is the perfect retreat for families and couples alike. Just a scenic 60-minute drive from the vibrant attractions of… More

From US$ 126 Book Now

Margaritaville House Close To Universal

5121 Killarney Way, Kissimmee, United States View map

Located 2.7 km from Fantasy Surf, Margaritaville House Close To Universal Kissimmee villa gives access to various tourist sites in the vicinity. More

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3 Bd 3 Ba The Hub At Westside 3421 Tt

3421 Tranquil Trail, Kissimmee, United States View map

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From US$ 329 Book Now

7650 Comrow #204

7650 Comrow Street, Kissimmee, United States View map

**Welcome to 7650 Comrow #204 Villa, your enchanting retreat in Celebration, Florida.** Nestled in a picturesque town crafted by the Walt Disney Company, this exquisite villa offers a perfect blend… More

From US$ 284 Book Now

Sun Filled Villa Near Disney With Margaritaville Resort & Island H20 Access - 8119Cp

8119 Coconut Place, Kissimmee, United States View map

Staying at the 2-bedroom Sun Filled Villa Near Disney With Margaritaville Resort & Island H20 Access - 8119Cp Kissimmee, guests can visit the 145-foot Tree of Life Sculpture, which is nearly 10… More

From US$ 319 Book Now

Blue Beach At Storey Lake By Shine Villas #400 Townhouse

4206 Paragraph Drive, Kissimmee, United States View map

**Welcome to Blue Beach at Storey Lake by Shine Villas #400 Townhouse, an idyllic retreat nestled just a short 20-minute drive from the vibrant heart of Kissimmee.** This luxurious townhouse offers… More

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Spacious Condo Near Disney With Resort & Waterpark Access - B21-117

7770 Sandy Ridge Drive, Kissimmee, United States View map

Located 23 km from Kissimmee railway station, the 139 m² Spectrum Resort Orlando: Cozy Condo Near Disney Kissimmee is 600 metres from the Reunion Resort Water Park. This 3-bedroom apartment invites… More

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Condo W Golf Course View & Balcony

7673 Heritage Crossing Way, Kissimmee, United States View map

The 2-room Condo W Golf Course View & Balcony Kissimmee is located in Kissimmee, about 20 minutes' walk from Watson Golf Course, and offers an outdoor swimming pool with a patio. The Indian Ridge is… More

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Spacious, Bbq, Full Resort, Free Wifi-3219Pp

8976 Bismarck Palm Road, Kissimmee, United States View map

Located 10 minutes' drive from Polo Park Golf Course, Spacious, Bbq, Full Resort, Free Wifi-3219Pp Kissimmee villa gives access to various tourist sites in the vicinity. More

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The Windermere - Pool Lazy River & Waterslides

4980 Windermere Avenue, Kissimmee, United States View map

**Welcome to The Windermere - Pool Lazy River & Waterslides**, a premier family-friendly destination that seamlessly combines leisure and adventure in the heart of Kissimmee. Just a short 20-minute… More

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Be Our Guest At Championsgate

1064 Leader Street, Kissimmee, United States View map

Be Our Guest At Championsgate Villa Kissimmee entices active guests with access to a fitness room and is located 4.5 km from Tuscan Hills Boulevard. Featuring a patio, the villa is situated 10… More

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Magical 8Br Villa By Disney W Pool Theme Game Rms

8981 Amelia Downs Trail, Kissimmee, United States View map

**Discover Enchantment at Magical 8Br Villa by Disney** Nestled in the heart of Kissimmee, the Magical 8Br Villa by Disney W Pool Theme Game Rms serves as a captivating retreat for families seeking… More

From US$ 719 Book Now

Family Themed 2Br Condo With Clubhouse Access

Splash Shot Place 1037, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 2-bedroom Family Themed 2Br Condo With Clubhouse Access Kissimmee villa is located approximately a 10-minute ride from the Rum Run. More

From US$ 241 Book Now

Tuscana Resort 3 Bedroom Near Disney

8020 Tuscany Way, Kissimmee, United States View map

The 2-bedroom Tuscana Resort 3 Bedroom Near Disney Kissimmee villa entices active guests with access to a fitness room and is located around 10 minutes by car from Orlando Tree Trek Adventure… More

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Wheelchair Accessible Lakeview 4Br House With Pool Spa Themed Rooms Game Room

Oneida Loop 2689, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 3.1 km from The Legends Golf Course, the 3-bedroom Wheelchair Accessible Lakeview 4Br House With Pool Spa Themed Rooms Game Room Kissimmee villa… More

From US$ 424 Book Now

Lake View & Free Resort Access Near Disney 4399

4399 Scene Lane, Kissimmee, United States View map

Staying at the 3-bedroom Lake View & Free Resort Access Near Disney 4399 Kissimmee villa, guests can visit the Osceola County Welcome Center and History Museum, which is nearly a 10-minute ride away. More

From US$ 166 Book Now

1 King And 3 Queen Beds Close To Disney Parks (Adults Only)

8020 King Palm Cir, Kissimmee, United States View map

Situated in the West Kissimmee district, 2.5 km from Orlando Tree Trek Adventure Amusement Park Zip Line, the 4-bedroom 1 King And 3 Queen Beds Close To Disney Parks Kissimmee villa comes with a… More

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4808 Ll Magical 4Br Disney Townhome Pool

4808 Lullaby Ln, Kissimmee, United States View map

**Welcome to 4808 Ll Magical 4Br Disney Townhome Pool**, an enchanting getaway nestled just 13 km from the vibrant heart of Kissimmee. Perfectly positioned, this charming townhome harmoniously blends… More

From US$ 522 Book Now

4 Bedrooms 3 Bathrooms Veranda Palms 2603 Sc

2603 Santosh Cove, Kissimmee, United States View map

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From US$ 247 Book Now

Camp Mickey At Solara Resort - Resort Home, Spa, By Shine Villas 841

2175 Flemming Mist Place, Kissimmee, United States View map

During the stay at the 6-bedroom Camp Mickey At Solara Resort - Resort Home, Spa, By Shine Villas 841 Kissimmee, guests can indulge in a Jacuzzi or visit Highlands Reserve Boulevard, located about 25… More

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4Q/3B Storey Lake Resort, Melhor Localizacao!

4192 Paragraph Dr, Kissimmee, United States View map

Situated 3.6 km from the Dare 2 Escape|the Dare 2 Escape escape room, the 3-bedroom 4Q/3B Storey Lake Resort, Melhor Localizacao! Kissimmee villa provides access to numerous tourist attractions in… More

From US$ 245 Book Now

8940 Windsor 5Suites Poolspa Gameroom Near Disney

8940  Rhodes St, Kissimmee, United States View map

8940 Windsor 5Suites Poolspa Gameroom Near Disney Kissimmee villa offers proximity to nearby tourist spots, such as the Northeast Regional Park, situated 3.1 km away. Located a 10-minute ride from… More

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Retreat To Nice Court 7Bd/6Bath/Pool/Spa

1861 Nice Court, Kissimmee, United States View map

**Retreat To Nice Court 7Bd/6Bath/Pool/Spa** is an exquisite sanctuary nestled in the charming town of Kissimmee, just a short 60-minute drive from the vibrant attractions of Orlando. This stunning… More

From US$ 244 Book Now

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108

4601 Yellowgold Road West Building 10 Unit 102, Kissimmee Fl, 34746, Kissimmee, United States View map

**Discover the Charm of 4 Bedroom 3 Bathroom Villas at Seven Dwarfs 8-108** Nestled in the heart of Kissimmee, the 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108 offer an inviting retreat for… More

From US$ 185 Book Now

Kissimmee Resort-Style Home: Close To Shops & Eats

1073 Tourmaline Dr, Kissimmee, United States View map

Kissimmee Resort-Style Home Close To Shops And Eats is located 2.5 km from the Osceola County Welcome Center and History Museum and provides a swimming pool, ensuring a relaxing stay. More

From US$ 364 Book Now

1St Level Poolbeach Disney Area

706 New Providence Promenade, Kissimmee, United States View map

**1St Level Poolbeach Disney Area** effortlessly captures the essence of a perfect getaway, combining modern luxury with the allure of its prime location just a 60-minute drive from the enchanting… More

From US$ 266 Book Now

Themed Escape At Championsgate Private Pool & Resort Access

1014 Splash Shot Place, Kissimmee, United States View map

**Themed Escape At Championsgate Private Pool & Resort Access** offers guests a remarkable retreat just a 50-minute drive from the vibrant attractions of Kissimmee. Nestled amid lush landscapes and… More

From US$ 546 Book Now

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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10 Mi To Disney: Venetian Bay Villages Retreat

2211 San Vittorino Cir Unit 103, Kissimmee, United States View map

The 2-bedroom 10 Mi To Disney Venetian Bay Villages Retreat Kissimmee villa is situated nearly a 25-minute walk from the miniature Pirates Island Adventure Golf and provides a hot tub, ensuring a… More

From US$ 279 Book Now

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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Stunning 5 Bedroom Pool Home In Gated Community Minutes From Disney

1229 Winding Willow Court, Kissimmee, United States View map

The 4-bedroom Stunning 5 Bedroom Pool Home In Gated Community Minutes From Disney Kissimmee is nestled within a 6-km distance of Wat Florida Dhammaram Buddhist Monastery and provides a Jacuzzi and an… More

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Gorgeous 4 Bd W/ Pool Close To Disney @ Storey Lake 2963

2693 Penelope Loop, Kissimmee, United States View map

Positioned in the heart of Kissimmee, Gorgeous 4 Bd W/ Pool Close To Disney @ Storey Lake 2963 is a stunning retreat for families and groups seeking a memorable Florida getaway. Just a short 20… More

From US$ 372 Book Now

Mins From Disney Gym Pool Parking Pet Friendly

3251 Overstreet East Apt. 229, Kissimmee, United States View map

Positioned just 34 kilometers from the enchanting gates of Walt Disney World, Mins From Disney Gym Pool Parking Pet Friendly is the ideal retreat for families and adventurers alike. This charming… More

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2501 Archfeld

2501 Archfeld Blvd, Kissimmee, United States View map

**Experience the Elegance of 2501 Archfeld Villa in Celebration, Florida** Nestled within the enchanting master-planned community of Celebration, Florida, 2501 Archfeld Villa offers an exquisite… More

From US$ 324 Book Now

Apartamento 3 Quartos A Minutos Da Disney

2751 North Poinciana Boulevard, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the spacious 190 m² Apartamento 3 Quartos A Minutos Da Disney Kissimmee, which is 2.5 km from the creative Mortem Manor Haunted Attraction and nearly 25… More

From US$ 118 Book Now

Awesome 3 Beds Villa At Seven Dwarfs

4552 Jona Free Ln, Unit 104, Kissimmee, United States View map

Set a serene 10 km from the heart of Kissimmee, the Awesome 3 Beds Villa At Seven Dwarfs serves as an idyllic retreat for families and groups seeking comfort and style. This remarkable villa is just… More

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1804 Tropical Palms Circle

1804 Tropical Palms Circle, Kissimmee, United States View map

In the heart of Kissimmee, the 1804 Tropical Palms Circle offers a tranquil escape perfect for families and groups seeking a blend of comfort and adventure. Just 32 km from the bustling attractions… More

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Luxury Tuscana Condo - Pool & Hot Tub Near Disney

8010 Tuscany Way 3201, Kissimmee, United States View map

**Welcome to the Luxury Tuscana Condo - Pool & Hot Tub Near Disney**, a remarkable escape designed for those seeking a blend of comfort and convenience. Nestled in the heart of Kissimmee, this… More

From US$ 169 Book Now

Home 4Bed In Storey Lake With Private Pool

4819 Brier Rose Lane, Kissimmee, United States View map

Set in the serene surroundings of Kissimmee, Home 4Bed In Storey Lake With Private Pool offers a delightful retreat for families and groups seeking both adventure and relaxation. Just 12 kilometers… More

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212Ba Townhouse 4 Beds & 3 Baths With Private Pool

212 Ocean Course Ave, Kissimmee, United States View map

Located 3 km from ChampionsGate Golf Club, 212Ba Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee gives access to various tourist sites in the vicinity. More

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Beautiful Townhome Wpool &Free Resort Access

1590 Carey Palm Circle, Kissimmee, United States View map

**Welcome to Beautiful Townhome Wpool & Free Resort Access**, a charming haven nestled within the excitement of Kissimmee, just moments from the magic of Walt Disney World. This exquisite villa… More

From US$ 532 Book Now

Beachtree Villas

2545 Chatham Circle, Kissimmee, United States View map

**Discover the Magic at Beachtree Villas Kissimmee** The villa's location is conveniently close to top attractions, including the thrilling Medieval Times and the scenic Congo River Golf. More

From US$ 405 Book Now

2600Ya Luxury Gorgeous Private Pool

2600 Yountville Avenue, Kissimmee, United States View map

The 7-bedroom 2600Ya Luxury Gorgeous Private Pool Kissimmee villa hosts up to 17 guests and is nestled around a 25-minute stroll from natural sites such as Shingle Creek Regional Park. The Kissimmee… More

From US$ 447 Book Now

4975An Townhouse 5 Beds & 4 Baths With Private Pool

4975 Windermere Ave, Kissimmee, United States View map

Offering a location 2.7 km from the Falcon's Fire Golf Course, 4975An Townhouse 5 Beds & 4 Baths With Private Pool Kissimmee villa gives access to various tourist spots in the area. More

From US$ 366 Book Now

2644 Daulby

2644 Daulby Street, Kissimmee, United States View map

**Welcome to 2644 Daulby Villa Kissimmee, a Hidden Gem in Celebration** Nestled in the enchanting master-planned community of Celebration, 2644 Daulby Villa Kissimmee stands as a stunning oasis where… More

From US$ 354 Book Now

Resort-Style Home In Gated Community With Ammenities Close To Mco And Parks!

2909 Via Tuscany Way, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the spacious 172 m² Top Orlando Stay - Tennis, Rides & Easy Flights, We Are In The Middle! Kissimmee apartment, which is approximately a 10-minute drive… More

From US$ 334 Book Now