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2026-11-07
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Holiday Homes in Kissimmee

Charming And Cozy Townhome Near Disney

3162 Tamarind Circle, Kissimmee, United States Show map

The 2-bedroom Charming And Cozy Townhome Near Disney Kissimmee villa entices active guests with access to a fitness studio and is located nearly a 10-minute ride from Bonanza Golf Gifts. More

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3Br 2 Bath Top-Floor Disney Retreat - 15 Min To Disney - Pools - Hot Tubs - Splash Pad!

714 New Providence Promenade Building 18, Kissimmee, United States Show map

Located about 3 km from Highlands Reserve Boulevard, 3Br 2 Bath Top-Floor Disney Retreat - 15 Min To Disney - Pools - Hot Tubs - Splash Pad! Kissimmee villa gives access to various tourist sites in… More

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Toy Story Getaway Retreat

4567 Corsa Lane, Kissimmee, United States Show map

The 3-bedroom Toy Story Getaway Retreat Villa Kissimmee entices active guests with access to a fitness club and is located nearly a 15-minute drive from Old Town Shopping Mall. Offering an outdoor… More

From US$ 147 Book Now

Cozy 4 Bedroom Home With Pool -Close To Everything

2419 Berkshire Court, Kissimmee, United States Show map

Situated within a 10-minute drive of Local amusement Theme Park, Cozy 4 Bedroom Home With Pool -Close To Everything Kissimmee is suitable for 8 guests and provides an outdoor swimming pool for… More

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2971 Buccaneer

2971 Buccaneer Palm Rd, Kissimmee, United States Show map

Situated around 5 minutes' walk from Paradise Palms Boulevard, the 6-bedroom 2971 Buccaneer Kissimmee villa offers easy access to numerous tourist spots in the area. Nestled in the West Kissimmee… More

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5 Bedrooms 55 Bathrooms Solara 9035 Pc

9035 Pelican Cove Trace, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 5-bedroom 5 Bedrooms 55 Bathrooms Solara 9035 Pc Kissimmee villa is suitable for up to 14 people and is located 3.3 km from Tuscan Hills Boulevard. Guests of… More

From US$ 348 Book Now

Thematic 4 Bdr Near Disney-22101

2941 Lucayan Harbour Cir 22 101, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, Thematic 4 Bdr Near Disney-22101 Kissimmee villa is situated 2.4 km from Local amusement Theme Park and can accommodate 10 guests. Located 10 minutes' drive… More

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Mickey'S Terrace At The Bahama Bay Resort

111 Watling Way, Kissimmee, United States Show map

Nestled 2.7 km from Tuscan Hills Boulevard, the 3-bedroom Mickey'S Terrace At The Bahama Bay Resort Kissimmee villa is boasting an aqua park and a golf course for guests' enjoyment. Located about 10… More

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Spacious 4 Bedroom 3 5 Bath Townhome With 2 Primary Suites Champions Gate

8173 Roseville Blvd, Kissimmee, United States Show map

Located approximately a 10-minute drive from Arnold Palmer Golf Course, the 4-bedroom Spacious 4 Bedroom 3 5 Bath Townhome With 2 Primary Suites Champions Gate Kissimmee villa has an outdoor swimming… More

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Pool & Bbq | Disney-Themed Cozy 6Bd | Near Disney

2799 Punctuation Place, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Pool & Bbq | Disney-Themed Cozy 6Bd | Near Disney Kissimmee villa is suitable for up to 14 people and is located 4.6 km from Eagle Park Orlando. Providing guests… More

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Tuscana Resort 3 Bedroom Near Disney

8020 Tuscany Way, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Tuscana Resort 3 Bedroom Near Disney Kissimmee villa is suitable for up to 6 people and is located around 7 km from Reunion Resort Water Park. More

From US$ 189 Book Now

Upstay - Modern Family Home W Pool Solara Resort

1979 Tropical Palms Circle, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 7-bedroom Upstay - Modern Family Home W Pool Solara Resort Kissimmee provides active guests with access to a fitness club. Featuring an… More

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Champions Gate Oasis 4Br Vacation Haven

Challenge Drive 1216, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the welcoming Champions Gate Oasis 4Br Vacation Haven Villa Kissimmee is suitable for up to 9 people and is located about 15 minutes by car from Tuscan Hills… More

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4749 Kings Castle

4749 Kings Castle Circle, Kissimmee, United States Show map

Offering a Jacuzzi, 4749 Kings Castle Villa Kissimmee is located about a 25-minute walk from the adventure-themed Congo River Golf. Offering mini golf, this 4-bedroom villa is suitable for 14 guests. More

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4 Bedroom 3 Bathroom Villas At Sevendwarfs 22-108

4561 Yellowgold Road East 22-108, Kissimmee Fl, 34746, Kissimmee, United States Show map

The 4-bedroom 4 Bedroom 3 Bathroom Villas At Sevendwarfs 22-108 Kissimmee offers easy access to such tourist spots as Sam's Club, located only a 6-minute walk away. Providing guests with Wi-Fi and… More

From US$ 200 Book Now

Lakefront 6Br Resort Pool Home Near Disney

8527 La Isla Drive, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and about a 10-minute drive from Pandora, the 6-bedroom Lakefront 6Br Resort Pool Home Near Disney Kissimmee provides guests with a Jacuzzi to… More

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6Br Family Home W Pool Near Disney

2606 Tranquility Way, Kissimmee, United States Show map

Featuring a swimming pool, the 6-bedroom 6Br Family Home W Pool Near Disney Kissimmee is suitable for up to 20 people and is located 4.1 km from the air mall "Lake Buena Vista Factory Stores". This… More

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Mo Jo - Luxury Retreat With Pool, Spa & Game Room

Windsor At Westside, 2121 Malta Terrace, Kissimmee, United States Show map

The 9-bedroom Mo Jo - Luxury Retreat With Pool, Spa & Game Room Kissimmee villa is located approximately 7 km from Pandora and provides a hot tub. Suitable for up to 23 guests, this accommodation… More

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Family 5Br At Solara With Private Pool

1652 Tropical Palms Cir, Kissimmee, United States Show map

Family 5Br At Solara With Private Pool Villa Kissimmee is located within 3 km of Northeast Regional City Park, giving access to various tourist spots nearby. More

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Coloring

2436 Reading Trail, Kissimmee, United States Show map

Nestled approximately a 25-minute walk from Medieval Times Dinner & Tournament, the 4-bedroom Coloring Villa Kissimmee entices guests to explore various tourist destinations nearby. Featuring a hot… More

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Kissimmee Escape ~ 10 Mi To Disney World!

1087 Park Ridge Cir, Kissimmee, United States Show map

Situated approximately a 25-minute walk from Osceola County Welcome Center and History Museum, the welcoming Kissimmee Escape ~ 10 Mi To Disney World! villa entices guests to explore various tourist… More

From US$ 141 Book Now

Margaritaville House Close To Universal

5121 Killarney Way, Kissimmee, United States Show map

Featuring a swimming pool, Margaritaville House Close To Universal Kissimmee villa is suitable for up to 10 people and is located a 10-minute drive from Old Town Shopping Mall. More

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Family Retreat At The Hub Westside

3217 Sustainable Way, Kissimmee, United States Show map

The 3-bedroom Family Retreat At The Hub Westside Villa Kissimmee entices active guests with access to a fitness studio and is located nearly a 10-minute ride from Rum Run. Offering a convenient… More

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Themed Resort Villa With Pool Spa

4798 Kings Castle Circle, Kissimmee, United States Show map

The 6-bedroom Themed Resort Villa With Pool Spa Kissimmee is situated near Lennar at Storey Lake, featuring such comforts as Wi-Fi and a car park. Staying at this holiday home, which is 3.1 km from… More

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4188Fa Townhouse 4 Beds & 3 Baths With Private Pool

4188 Paragraph Dr, Kissimmee, United States Show map

Located within a 4-km distance of Eagle Park Orlando, the 4-bedroom 4188Fa Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee has a heated pool and is ideal for up to 11 guests. More

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Chic Home Themed Bedrooms Game Room Best Spot

4831 Kings Castle Circle, Kissimmee, United States Show map

Hosting up to 14 guests, the welcoming Chic Home Themed Bedrooms Game Room Best Spot Kissimmee offers a convenient location in an entertainment area, in close proximity to Lennar at Storey Lake. More

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Pool Spa Arcade Games - 5 Min Walk To Water Park

658 Whistling Straits Boulevard, Kissimmee, United States Show map

Located around a 25-minute walk from ChampionsGate Golf Club, the 5-bedroom Pool Spa Arcade Games - 5 Min Walk To Water Park Kissimmee villa features an outdoor swimming pool, a hot tub, ensuring a… More

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4Br Pool Home At Storey Lake Near Disney

2664 Reading Trail, Kissimmee, United States Show map

Staying at the 4-bedroom 4Br Pool Home At Storey Lake Near Disney Kissimmee, guests can visit Osceola County Welcome Center and History Museum, which is nearly a 25-minute walk away. The Kissimmee… More

From US$ 235 Book Now

Luxury 4Bed Near Disney, Freevip Resort 4335

4335 Scene Lane, Kissimmee, United States Show map

Accommodating up to 12 guests, the 4-bedroom Luxury 4Bed Near Disney, Freevip Resort 4335 Kissimmee villa is situated nearly 25 minutes' walk from renowned cultural sites such as Osceola County… More

From US$ 288 Book Now

Family 3Br Near Disney -4102

Lucayan Harbour Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Family 3Br Near Disney -4102 Kissimmee villa is suitable for up to 8 people and is located about a 25-minute walk from Old Town Shopping Mall. More

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Cozy 4Bd Home Pool & Hot Tub At Trafalgar Resort

4978 Strand St, Kissimmee, United States Show map

Located 10 minutes' drive from Forgotten Citrus Center Monument #2, Cozy 4Bd Home Pool & Hot Tub At Trafalgar Resort Kissimmee has a swimming pool and is ideal for up to 8 guests. More

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Caribe Cove Breeze - Sleeps 6

9055 Treasure Trove Ln, Kissimmee, United States Show map

Caribe Cove Breeze - Sleeps 6 Villa Kissimmee is located in the West Kissimmee district, 7 km from Avatar Flight of Passage Tourist Information Center and features an outdoor swimming pool as well as… More

From US$ 58 Book Now

Awesome 6Br By Disney With Theme & Game Rm Pool

Sawyer Palm Place 1861, Kissimmee, United States Show map

Featuring a swimming pool, Awesome 6Br By Disney With Theme & Game Rm Pool Kissimmee villa is suitable for up to 13 people and is located a 25-minute walk from Highlands Reserve Boulevard. Providing… More

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Beautiful Pool Home With Kid'S Play Room - Close To Theme Parks & Attractions

4639 Eagle Peak Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Beautiful Pool Home With Kid'S Play Room - Close To Theme Parks & Attractions Kissimmee is suitable for up to 6 people and is located approximately a… More

From US$ 333 Book Now

7678 Otterspool

7678 Otterspool Street, Kissimmee, United States Show map

The 3-bedroom 7678 Otterspool Villa Kissimmee provides easy access to various city attractions, such as A World of Orchids, situated about a 5-minute walk away. This holiday home features… More

From US$ 172 Book Now

Solara Resort Themed Pool And Cinema Home

2314 Calm Shore Way, Kissimmee, United States Show map

Staying at the 9-bedroom Solara Resort Themed Pool And Cinema Home Kissimmee, guests can visit Highlands Reserve Boulevard, which is nearly a 25-minute walk away. The Kissimmee villa is suitable for… More

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Charming Decorated 3Bed At West Lucaya Resort 55

3211 Gold Ln, Kissimmee, United States Show map

Located within a 6-km distance of the 145 - foot Tree of Life Sculpture, the 3-bedroom Charming Decorated 3Bed At West Lucaya Resort 55 Kissimmee villa offers a games room for guests' entertainment. More

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6Br Private Pool Home | No Rear Neighbors | Walk To Clubhouse | Near Disney

2987 Buccaneer Palm Road,, Kissimmee, United States Show map

The 6-bedroom 6Br Private Pool Home | No Rear Neighbors | Walk To Clubhouse | Near Disney Kissimmee offers quick access to such tourist spots as Paradise Palms Boulevard, situated just a 5-minute… More

From US$ 335 Book Now

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

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

The 8-bedroom Exclusive 8Br Family Villa - Pool, Bbq, Game Room & Themed Bedrooms! Kissimmee is located approximately 25 minutes' walk from Osceola County and has an aqua park and a patio to ensure a… More

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Vacation Bliss-Prime Resort Unbeatable Location

Dedication Street 4803, Kissimmee, United States Show map

The 4-bedroom Vacation Bliss-Prime Resort Unbeatable Location Kissimmee villa accommodates up to 8 guests and offers a convenient location nearly 25 minutes' walk from shopping venues such as the air… More

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Lakefront 5Br Resort Pool Home Near Disney World

8910 Candy Palm Road, Kissimmee, United States Show map

During the stay at Lakefront 5Br Resort Pool Home Near Disney World Kissimmee, guests can indulge in a Jacuzzi or visit the 145 - foot Tree of Life Sculpture, located 6 km away. Located a 10-minute… More

From US$ 304 Book Now

Paradise Palms Family Retreat: 4Br W Private Pool Near Disney

2957 Banana Palm Drive, Kissimmee, United States Show map

Staying at the 4-bedroom Paradise Palms Family Retreat: 4Br W Private Pool Near Disney Kissimmee villa, guests can easily reach Rum Run, located nearly a 25-minute walk away. With a maximum capacity… More

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Mario Manor Heated Pool King Bed Game Room Near Disney

366 Riggs Cir, Davenport, Fl 33897, Usa, Kissimmee, United States Show map

The 5-bedroom Mario Manor Heated Pool King Bed Game Room Near Disney Kissimmee villa offers proximity to nearby tourist spots, such as Rum Run, situated about a 20-minute walk away. Offering hiking… More

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Level Up Your Vacation Stylish Home Near Disney

5236 Paradise Cay Circle, Kissimmee, United States Show map

Staying at the 3-bedroom Level Up Your Vacation Stylish Home Near Disney Kissimmee, guests can easily reach the miniature Congo River Golf, located approximately a 25-minute walk away. This Kissimmee… More

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New Epic Sunset Escape At Reunion Resort

1116 Sunset View Circle Unit 301, Kissimmee, United States Show map

The 3-bedroom New Epic Sunset Escape At Reunion Resort Kissimmee villa is located within 10 minutes' drive of Indian Ridge and provides cycling and fisheries for active guests. This Kissimmee holiday… More

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4 Bedrooms 3 Bathrooms Paradise Palms 8974 Mp

8974 Majesty Palm Road, Kissimmee, United States Show map

The 4-bedroom 4 Bedrooms 3 Bathrooms Paradise Palms 8974 Mp Kissimmee villa, located only a 5-minute walk from Paradise Palms Boulevard, can host up to 8 guests. Located 3.8 km from Rum Run, the… More

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5 Bedroom Luxury Home By Disney-338

1145 Kingsbarn St, Kissimmee, United States Show map

Featuring a heated pool, the 1-bedroom 5 Bedroom Luxury Home By Disney-338 Kissimmee is suitable for up to 15 people and is located approximately 10 minutes by car from Tuscan Hills Boulevard. More

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Lake View 4 Bedroom Pool Home

8859 Candy Palm Road, Kissimmee, United States Show map

Featuring an aqua park and a sunbathing terrace for a delightful experience, the 4-bedroom Lake View 4 Bedroom Pool Home Kissimmee offers a convenient location 500 metres from Paradise Palms… More

From US$ 181 Book Now

Magical Getaway Close To Disney! Pool, Gym, & Wifi

8123 Princess Palm Lane, Kissimmee, United States Show map

Featuring a car park, the 3-bedroom Magical Getaway Close To Disney! Pool, Gym, & Wifi Kissimmee villa is located in the West Kissimmee district of Kissimmee and within a 6-km distance of such… More

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Upstay Vibrant Home W Themed Rooms Pool & Games

Marcello Boulevard 234, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 8-bedroom Upstay Vibrant Home W Themed Rooms Pool & Games Kissimmee is suitable for up to 20 people and is located approximately a 20-minute walk from Shingle… More

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