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2026-11-07
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Holiday Homes in Kissimmee

8973Ccd - The Retreat At Championsgate Townhouse

9900 S. Thomas Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom 8973Ccd - The Retreat At Championsgate Townhouse Villa Kissimmee is suitable for up to 8 people and is located around 10 minutes by car from Rum Run.… More

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6 Bedrooms 55 Bathrooms Terra Verde 153Hb

153 Hideaway Beach Lane, Kissimmee, United States Show map

Located approximately 7 km from Kissimmee Civic Center, the 6-bedroom 6 Bedrooms 55 Bathrooms Terra Verde 153Hb Kissimmee villa has a heated pool and is ideal for up to 13 guests. Guests can enjoy… More

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Cup8931

8931 Cuban Palm Road, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom Cup8931 Villa Kissimmee is located merely a 6-minute walk from Paradise Palms Boulevard and is suitable for up to 12 guests. Located around 6 km from… More

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Spacious Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8009Su

8009 Surf Street, Kissimmee, United States Show map

Situated 2.9 km from Finding Nemo Puppet Theater, the 5-bedroom Spacious Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8009Su Kissimmee offers guests to enjoy… More

From US$ 819 Book Now

4 Bd 3 Ba Storey Lake 4969 Wa

4969 Windermere Avenue, Kissimmee, United States Show map

With a maximum capacity of 12 guests, the 1-bedroom 4 Bd 3 Ba Storey Lake 4969 Wa Kissimmee villa provides them with a heated pool and access to such wellness attractions as Give Kids The World… More

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1113 Kingsbarn

1113 Kingsbarn St, Kissimmee, United States Show map

During the stay at 1113 Kingsbarn Villa Kissimmee, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 4.8 km away. This 4-bedroom villa boasts an aqua park, a terrace, and a… More

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Perfect Storey Lake Home For Great Vacation

4815 Dedication Street, Kissimmee, United States Show map

Hosting up to 10 guests, the welcoming Perfect Storey Lake Home For Great Vacation Kissimmee is located in an entertainment area, 3 km from Falcon's Fire Golf Course. This 4-bedroom villa offers an… More

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Dream Vacation Home Pool Spa Arcade

1093 Castle Pines Ct, Kissimmee, United States Show map

Staying at the 6-bedroom Dream Vacation Home Pool Spa Arcade Kissimmee, guests can visit ChampionsGate Golf Club, which is nearly a 25-minute walk away. The Kissimmee villa is suitable for up to 18… More

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Centre Court Seagrove

1356 Centre Court Ridge D #204, Kissimmee, United States Show map

The 3-bedroom Centre Court Seagrove Villa Kissimmee is located within a 2-km distance of Reunion Resort Water Park and provides a Jacuzzi. The Kissimmee villa is suitable for up to 8 guests and… More

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9 Bd 65 Ba Solara Resort 1810 Cv

1810 Caribbean View Terrance, Kissimmee, United States Show map

Staying at the 1-bedroom 9 Bd 65 Ba Solara Resort 1810 Cv Kissimmee villa, guests can visit Northeast Regional City Park, which is nearly a 25-minute walk away. Located in the West Kissimmee district… More

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4 Bedrooms 3 Bathrooms Champions Gate 740 Pb

740 Pebble Beach Drive, Kissimmee, United States Show map

Located around a 10-minute drive from Highlands Reserve Boulevard, the 4-bedroom 4 Bedrooms 3 Bathrooms Champions Gate 740 Pb Kissimmee villa has a heated pool and is ideal for up to 12 guests. More

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Westside 6Br Villa Pool, Games Theater

1844 Gobi Dr, Kissimmee, Fl 34747, Kissimmee, United States Show map

Staying at Westside 6Br Villa Pool, Games Theater Kissimmee, guests can easily reach Mystic Dunes Golf Club at Mystic Dunes Resort, located around 4 km away. More

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The Twin Palms Mansion, A Perfect Orlando Getaway

3800 Oakville Avenue, Kissimmee, United States Show map

The 5-bedroom The Twin Palms Mansion, A Perfect Orlando Getaway Villa Kissimmee entices active guests with access to a fitness centre and is located nearly 25 minutes on foot from Osceola County… More

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Magic Private Pool Spa With Lake Sunset View

9014 Paolos Place, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 6-bedroom Magic Private Pool Spa With Lake Sunset View Kissimmee villa is approximately 10 minutes by car from Polo Park Golf Course and… More

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11 Mi To Wdw: Kissimmee House W/ Private Pool!

2667 Oneida Loop, Kissimmee, United States Show map

The 4-bedroom 11 Mi To Wdw: Kissimmee House W/ Private Pool! Villa entices active guests with access to a sports complex and is located within a 6-km distance of Disney's Blizzard Beach Water Park. More

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Poolside Bliss & Epic Game Rooms! Gem In Kissimmee

7859 Poplin St, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Poolside Bliss & Epic Game Rooms! Gem In Kissimmee villa is located a 10-minute ride from Indian Ridge. The 5-bedroom holiday home features a heated pool… More

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4 Bedrooms 3 Bathrooms Paradise Palms 8969 Bp

8969 Bismark Palm Rd, Kissimmee, United States Show map

Featuring a swimming pool, 4 Bedrooms 3 Bathrooms Paradise Palms 8969 Bp Kissimmee villa is located merely a 5-minute walk from Paradise Palms Boulevard and is suitable for up to 10 guests. Located 4… More

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8147 Fan Palm

8147 Fan Palm Way, Kissimmee, United States Show map

Situated approximately 7 km from the film-centric theme park "Disney's Hollywood Studios", the 4-bedroom 8147 Fan Palm Villa Kissimmee is suitable for 8 guests and provides an outdoor swimming pool… More

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1151 Drop Lane

1151 Drop Lane, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the welcoming 1151 Drop Lane Villa Kissimmee is suitable for up to 4 people and is located 4.9 km from Tuscan Hills Boulevard. Providing guests with Wi-Fi and a… More

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Ev2989 - Serenity Palms Villa

2989 Protagonist, Kissimmee, United States Show map

Ev2989 - Serenity Palms Villa Kissimmee is located within 3 km of the family-friendly Kissimmee Go-Karts and welcomes its guests to enjoy billiard. With a maximum capacity of 20 guests, the… More

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Luxury Resort Family Home Professionally Furnished Ultra Comfortable Beds Epic Mario Game Room Themed Bedrooms Heated Pool And Spa Outdoor Grill Golf Course View

713 Desert Mountain Court, Kissimmee, United States Show map

Located about 25 minutes' walk from Indian Ridge, the 5-bedroom Luxury Resort Family Home Professionally Furnished Ultra Comfortable Beds Epic Mario Game Room Themed Bedrooms Heated Pool And Spa… More

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8 Bedrooms 6 Bathrooms Solara 9108Dp

9108 Driftwood Path, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, nearly 25 minutes' walk away, the 8-bedroom 8 Bedrooms 6 Bathrooms Solara 9108Dp Kissimmee villa offers a swimming pool. The… More

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9 Bed Storey Lake Star Wars Dream Home Home

2877 Stanza Court, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 9-bedroom 9 Bed Storey Lake Star Wars Dream Home Home Kissimmee is located about a 25-minute stroll from Fantasy Surf. More

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8213 Fan Palm Way

8213 Fan Palm Way, Kissimmee, United States Show map

The 5-bedroom 8213 Fan Palm Way Villa Kissimmee entices active guests with access to a fitness room and is located nearly a 10-minute drive from Avatar Flight of Passage Tourist Information Center. More

From US$ 266 Book Now

4809 - 5Br W Pool 10Min Disney 2 Water Parks

4809 Kings Castle Circle, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom 4809 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is suitable for up to 12 people and is located approximately a 25-minute walk from the adventure… More

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Luxury 6 Bedrooms W/ Lake View Near Disney 10 Min

4777 Kings Castle Circle, Kissimmee, United States Show map

Staying at Luxury 6 Bedrooms W/ Lake View Near Disney 10 Min Kissimmee villa, guests can visit Disney's Typhoon Lagoon Water Park, which is nearly a 15-minute ride away. More

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Paradise Palms 5 Bedroom Vacation Home 8954

8954 Bismarck Palm Road, Kissimmee, United States Show map

Situated nearly 5 minutes' walk from Paradise Palms Boulevard, the 5-bedroom Paradise Palms 5 Bedroom Vacation Home 8954 Kissimmee offers quick access to numerous city landmarks nearby. Providing… More

From US$ 191 Book Now

Your Vip Home In Orlando Disney 25106

Lucayan Harbour Circle, Kissimmee, United States Show map

The 3-bedroom Your Vip Home In Orlando Disney 25106 Kissimmee entices active guests with access to a fitness centre and is located nearly a 10-minute ride from Local amusement Theme Park. Offering a… More

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Rr7740Srd - Reunion Resort - Brand New Condo

7740 Sandy Ridge Drive , Unit 123 Bldg 48,, Kissimmee, United States Show map

Located within 700 metres of Reunion Resort Water Park, Rr7740Srd - Reunion Resort - Brand New Condo Kissimmee villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. More

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4Br Family Townhouse Steps To Disney

3208 Gold Lane, Kissimmee, United States Show map

Accommodating up to 8 guests, 4Br Family Townhouse Steps To Disney Kissimmee villa is situated approximately 6 km from renowned cultural sites such as the 145-foot Tree of Life Sculpture. More

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9Br Home Near Disney With Pool, Hot Tub & Games

8983 Amelia Downs Trail, Kissimmee, United States Show map

Offering a location around a 25-minute walk from Highlands Reserve Boulevard, 9Br Home Near Disney With Pool, Hot Tub & Games Kissimmee gives access to various tourist spots in the area. More

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Plw4277

4277 Prologue Way, Kissimmee, United States Show map

Nestled 3.3 km from Shingle Creek Regional Park, the 5-bedroom Plw4277 Villa Kissimmee is boasting an aqua park and a golf course for guests' enjoyment. This 5-bathroom villa features opportunities… More

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Orlando Adventure Base At Club Cortile

2818 Club Cortile Circle, Kissimmee, United States Show map

Situated 2.9 km from the miniature Pirates Island Adventure Golf, Orlando Adventure Base At Club Cortile Villa Kissimmee provides access to numerous tourist attractions in the area. More

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5Br House With Game Room Near Disney Area

664 Whistling Straits Blvd, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Situated within a 10-minute drive of Rum Run, the 5-bedroom 5Br House With Game Room Near Disney Area Kissimmee villa offers guests to enjoy spa therapy and a game area. Featuring a Jacuzzi, the… More

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Casa 4Q Com Piscina Mickey & Star Wars!

4814 Love Storey Ln, Kissimmee, United States Show map

The 4-bedroom Casa 4Q Com Piscina Mickey & Star Wars! Villa Kissimmee entices active guests with access to a fitness area and is located nearly a 10-minute ride from Fun Spot America Kissimmee… More

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Dazzling Thematic 2Br With 2 Clubhouses

Splash Shot Place 1083, Kissimmee, United States Show map

Nestled 10 minutes by car from Highlands Reserve Boulevard, Dazzling Thematic 2Br With 2 Clubhouses Kissimmee villa is boasting an aqua park and a patio for guests' enjoyment. Located 4.7 km from… More

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2113 Morocco

2113 Morocco Way, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, 2113 Morocco Villa Kissimmee is located a 15-minute ride from Indian Ridge. The 7-bedroom villa features opportunities for mini golf in the area, 4 km… More

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Magic Trails Manor

9106 Sommerset Hills Dr, Kissimmee, United States Show map

The 10-bedroom Magic Trails Manor Villa Kissimmee is located within 10 minutes' walk of ChampionsGate Country Club Golf, giving access to various tourist spots nearby. This Kissimmee villa features a… More

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Sunny Skies & Disney Days: Davenport Home W/ Pool!

232 Judith Way, Kissimmee, United States Show map

Situated approximately 25 minutes' walk from Northeast Regional City Park, the 4-bedroom Sunny Skies & Disney Days: Davenport Home W/ Pool! Kissimmee provides access to numerous tourist attractions… More

From US$ 238 Book Now

3 Bd 25 Ba Emerald Island 8403 Bl

8403 Blue Lagoon Drive, Kissimmee, United States Show map

The 1-bedroom 3 Bd 25 Ba Emerald Island 8403 Bl Kissimmee villa is located approximately 25 minutes' walk from Bonanza Golf Gifts, giving access to various tourist spots nearby. With a maximum… More

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Great Price Luxury 6-Bed Pool 15 Ppl Great Resort

9251 Sommerset Hills Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 6-bedroom Great Price Luxury 6-Bed Pool 15 Ppl Great Resort Kissimmee villa is suitable for up to 15 people and is located 4.4 km from Tuscan Hills Boulevard. Providing… More

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Updated Townhome With An Enclosed Pool, Five Bedrooms, W/D - Close To Everything

2689 Reading Trail, Kissimmee, United States Show map

Hosting up to 11 guests, the 5-bedroom Updated Townhome With An Enclosed Pool, Five Bedrooms, W/D - Close To Everything Kissimmee villa offers a convenient location within a 6-km distance of sports… More

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Resort Home With Private Pool, Hot Tub, Tennis, Game Room, Gym, Sports Courts

2351 Silver Palm Dr, Kissimmee, United States Show map

Offering a Jacuzzi and a sauna for a relaxing experience, Resort Home With Private Pool, Hot Tub, Tennis, Game Room, Gym, Sports Courts Kissimmee is located a 10-minute drive from Emerald Island… More

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Stunning Home With Private Pool/Pool Spa, Golf Course View, & Home Theater

1128 Castle Pines Court, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 13-bedroom Stunning Home With Private Pool/Pool Spa, Golf Course View, & Home Theater Kissimmee is located around 25 minutes' walk from… More

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Luxury Family Retreat - Free Resort Access - Pool

840 Pebble Beach Drive, Kissimmee, United States Show map

Located 4.4 km from Rum Run, Luxury Family Retreat - Free Resort Access - Pool Kissimmee villa has a swimming pool and is ideal for up to 11 guests. The property offers guests a relaxing experience… More

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Epic Elegance Home Resort Amenities Disney10 Miles

2941 Simile Street, Kissimmee, United States Show map

Located within a 3-km distance of the miniature Congo River Golf, the 5-bedroom Epic Elegance Home Resort Amenities Disney10 Miles Kissimmee provides access to various tourist attractions in the… More

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Pf457C Patriots Delight

1457 Fairview Circle, Kissimmee, United States Show map

Located merely 14 minutes' stroll from Oak Hill Baptist Church, the 1-bedroom Pf457C Patriots Delight Villa Kissimmee has a swimming pool and is ideal for up to 10 guests. More

From US$ 613 Book Now

Exclusive At Reunion Golf View Resort Style 764

764 Driving Range Court, Kissimmee, United States Show map

Situated nearly 25 minutes' walk from Arnold Palmer Golf Course, the 3-bedroom Exclusive At Reunion Golf View Resort Style 764 Kissimmee villa includes an outdoor swimming pool, as well as a Jacuzzi… More

From US$ 192 Book Now

Luxury Stay: Pool, Spa, Near Disney & Outlets

2703 Bookmark Dr, Kissimmee, United States Show map

Nestled 10 minutes' drive from Old Town Shopping Mall, Luxury Stay: Pool, Spa, Near Disney & Outlets Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 279 Book Now

2 Bd 2 Ba Champions Gate 1137 Dl

1137 Drop Lane, Kissimmee, United States Show map

The 1-bedroom 2 Bd 2 Ba Champions Gate 1137 Dl Villa Kissimmee is located nearly a 5-minute walk from ChampionsGate Country Club Golf and offers a games room to make your visit more entertaining. More

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