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2026-11-07
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Holiday Homes in Kissimmee

Themed House W Disney Rooms Private Pool & Spa

Leader Street 969, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Themed House W Disney Rooms Private Pool & Spa Kissimmee villa is suitable for up to 14 people and is located a 10-minute drive from Tuscan Hills Boulevard. More

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Walkin' On Sunshine - 5 Bed Pool Home In Terra Verde Resort Near Disney

4669 Golden Beach Court, Kissimmee, United States Show map

Ensuring a relaxing stay with a steam room, a Jacuzzi, and a sauna, the 5-bedroom Walkin' On Sunshine - 5 Bed Pool Home In Terra Verde Resort Near Disney Kissimmee is situated within 25 minutes' walk… More

From US$ 370 Book Now

Family Solara Resort Private Pool Near Disney

1553 Carey Palm Cir, Kissimmee, United States Show map

Located nearly a 25-minute walk from Rum Run, the 4-bedroom Family Solara Resort Private Pool Near Disney Kissimmee villa has a swimming pool and is ideal for up to 11 guests. Offering a car park as… More

From US$ 314 Book Now

Upstay - Theater Games Pool - Hot Tub - Sleeps 16

Lima Avenue 1646, Kissimmee, United States Show map

Situated 3.2 km from Northeast Regional City Park, Upstay - Theater Games Pool - Hot Tub - Sleeps 16 Kissimmee villa entices guests to explore various tourist attractions in the area. Offering… More

From US$ 302 Book Now

4830Fa Townhouse 4 Beds & 3 Baths With Private Pool

4830 Dedication St, Kissimmee, United States Show map

The 4-bedroom 4830Fa Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee hosts up to 10 guests and is nestled within a 7-km distance of natural sites such as Disney's Typhoon Lagoon Water… More

From US$ 182 Book Now

Four Bedrooms Townhome 4861

4861 Romeo Circle, Kissimmee, Fl, Kissimmee, United States Show map

Along with access to such natural sites as Local amusement Theme Park, 3.8 km away, the 4-bedroom Four Bedrooms Townhome 4861 Kissimmee villa offers an outdoor swimming pool. Guests can enjoy cycling… More

From US$ 231 Book Now

Bahama Bay Beautiful 3 Bedrooms Condo

1114 New Providence Promenade, Kissimmee, United States Show map

The 3-bedroom Bahama Bay Beautiful 3 Bedrooms Condo Kissimmee villa is nestled merely 8 minutes' walk from Rum Run and can accommodate up to 6 guests. This property features opportunities for… More

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Gorgeous 2Br Lakeview Condo With Waterpark

Paradox Circle 3171, Kissimmee, United States Show map

Accommodating up to 8 guests, the 2-bedroom Gorgeous 2Br Lakeview Condo With Waterpark Kissimmee villa is situated within 25 minutes' walk of renowned cultural sites such as Museum of Military… More

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Orlando Family Friendly Home

7822 Whitemarsh Way, Kissimmee, United States Show map

During the stay at Orlando Family Friendly Home Kissimmee, guests can indulge in horseback riding, mini golf, and billiard or visit Windsor Hills, located 4.5 km away. Offering horse riding tours… More

From US$ 265 Book Now

15 Min From Parks, Lake Nona, Mco & Usta Luxury 3Br Home With Pool & Gym

2909 Via Tuscany Way, Kissimmee, United States Show map

Located approximately 6 km from the fantastic bistro Nona Adventure Park, the 3-bedroom 15 Min From Parks, Lake Nona, Mco & Usta Luxury 3Br Home With Pool & Gym Kissimmee has an outdoor swimming pool… More

From US$ 334 Book Now

Gorgeous 5Bdr Family With Pool At Storey Lake 2767 O

2767 Bookmark Drive, Kissimmee, United States Show map

The 5-bedroom Gorgeous 5Bdr Family With Pool At Storey Lake 2767 O Kissimmee villa can host up to 16 guests and is situated within a 6-km distance of family venues such as Old Town Shopping Mall. More

From US$ 286 Book Now

Upstay - Disney Luxury Pool Game Room Cinema

Rama Drive 2493, Kissimmee, United States Show map

Located 17 minutes' walk from Wat Florida Dhammaram Buddhist Monastery, the 15-bedroom Upstay - Disney Luxury Pool Game Room Cinema Kissimmee villa gives access to various tourist sites in the… More

From US$ 881 Book Now

Upstay Spacious 3Br Home W Resort Access

3023 Bird Of Paradise Lane, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, the 3-bedroom Upstay Spacious 3Br Home W Resort Access Kissimmee is approximately 7 km from the film-centric theme park "Disney's Hollywood… More

From US$ 135 Book Now

Spacious 5-Br Villa With Private Poolfamilies

2426 Dubai Street, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Spacious 5-Br Villa With Private Pool Families Kissimmee is suitable for up to 11 people and is located 3.4 km from Emerald Island Boulevard. The presence of… More

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~ 6 Mi To Disney: Kissimmee Retreat W/ Pool!

Kissimmee, FL, 34747, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom ~ 6 Mi To Disney: Kissimmee Retreat W/ Pool! villa is suitable for up to 9 people and is located about 4 km from the mile-long Kissimmee Go-Karts. Providing… More

From US$ 253 Book Now

Price Drop! Oct-Nov Book Now - 5Br Pool - Windsor Westside!

2444 Tangier Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 5-bedroom Price Drop! Oct-Nov Book Now - 5Br Pool - Windsor Westside! Kissimmee villa is suitable for up to 10 people and is located within 7 km of Avatar… More

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Luxury Villa Near Disney I Fully Renovated

Tennyson Court 4908, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Luxury Villa Near Disney I Fully Renovated Kissimmee is suitable for up to 12 people and is located a 10-minute drive from Shingle Creek Regional Park. Providing… More

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4819Ja Townhouse 4 Beds & 3 Baths With Private Pool

4819 Memories Ln, Kissimmee, United States Show map

The 4-bedroom 4819Ja Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee can host up to 10 guests, boasting a convenient location 4.4 km from iconic cultural attractions such as Osceola… More

From US$ 238 Book Now

Ground Floor Gathering Up To 9 Guests Bl387

387 Marcello Boulevard, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Ground Floor Gathering Up To 9 Guests Bl387 Kissimmee villa is suitable for up to 9 people and is located approximately 25 minutes' walk from Give… More

From US$ 199 Book Now

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 17-107

4562 Jona Free Ln Building 17 Unit 107, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

The 4-bedroom 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 17-107 Kissimmee is situated nearly 5 minutes' walk from Sam's Club, featuring such comforts as Wi-Fi and parking. The accommodation boasts… More

From US$ 214 Book Now

3 Bed-Near Disney-Tuscana Resort

1370 Tuscana Lane, Kissimmee, United States Show map

Situated nearly 25 minutes' walk from Arnold Palmer Golf Course, the 3-bedroom 3 Bed-Near Disney-Tuscana Resort Kissimmee villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in. More

From US$ 154 Book Now

Summer Getaway - 7Br With Private Pool By Disney!

Amelia Downs Trail 8947, Kissimmee, United States Show map

Located around 2 km from Tuscan Hills Boulevard, the 7-bedroom Summer Getaway - 7Br With Private Pool By Disney! Kissimmee villa boasts an outdoor swimming pool with a hot tub. Featuring garden views… More

From US$ 337 Book Now

Island Abode -Near Disney

3131 Yellow Lantana Lane, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within 6 km of Disney's Blizzard Beach Water Park, the 3-bedroom Island Abode -Near Disney Kissimmee villa comes with a swimming pool for guests… More

From US$ 181 Book Now

Modern 2Bdrm Condo-Championsgate

1099 Splash Shot Place, Kissimmee, United States Show map

During the stay at Modern 2Bdrm Condo-Championsgate Kissimmee villa, guests can indulge in mini golf or visit Highlands Reserve Boulevard, located 10 minutes away by car. The 2-bedroom holiday home… More

From US$ 175 Book Now

Home Away From Home Near Disney!

4015 Venetian Bay Drive, Kissimmee, United States Show map

During the stay at the 3-bedroom Home Away From Home Near Disney! Kissimmee, guests can indulge in a Jacuzzi or visit Shingle Creek Regional Park, located about 20 minutes' walk away. This 2-bathroom… More

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Perfect Disney Getaway 3Br Encantada Resort

3185 Yellow Lantana Lane, Kissimmee, United States Show map

Situated within 10 minutes' drive of Wild Africa Trek, the 3-bedroom Perfect Disney Getaway 3Br Encantada Resort Kissimmee villa offers guests to enjoy a patio, barbecue, and a dining table. Situated… More

From US$ 214 Book Now

Sonoma Resort Affordable 7Bd Home With Pool 1849

3871 Sonoma Boulevard, Kissimmee, United States Show map

Located 25 minutes' walk from Osceola County Welcome Center and History Museum, Sonoma Resort Affordable 7Bd Home With Pool 1849 Kissimmee has a swimming pool and is ideal for up to 20 guests. More

From US$ 333 Book Now

Four Bedrooms Resort Townhome 5128

5128 Adelaide Drive, Kissimmee, United States Show map

Offering an aqua park, spa therapy, and a golf course for guests' leisure, the 4-bedroom Four Bedrooms Resort Townhome 5128 Kissimmee villa is situated 19 minutes' walk from the open-air mall "Lake… More

From US$ 175 Book Now

Beautiful Home Wprivate Pool & Spa, Near Wdw

4727 Kings Castle Circle, Kissimmee, United States Show map

The welcoming Beautiful Home Wprivate Pool & Spa, Near Wdw Kissimmee is located about a 25-minute walk from the mile-long Kissimmee Go-Karts and provides an outdoor swimming pool, ensuring a relaxing… More

From US$ 286 Book Now

Four Bedroom Close To Disney 5149A

5149 Adelaide Drive, Kissimmee, United States Show map

Situated nearly a 20-minute walk from the outlet mall "Lake Buena Vista Factory Stores", the 4-bedroom Four Bedroom Close To Disney 5149A Kissimmee villa offers guests to enjoy an aqua park and a… More

From US$ 146 Book Now

Bahama Bay Superb Modern Condo Harry Potter

313 New Providence Promenade, Kissimmee, United States Show map

Along with proximity to Rum Run, merely 0.7 km away, the 3-bedroom Bahama Bay Superb Modern Condo Harry Potter Kissimmee villa offers opportunities for fisheries in the area. Providing guests with… More

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4338Jc Villa 5 Beds & 5 Baths With Private Pool-Spa

4338 Scene Ln, Kissimmee, United States Show map

Featuring a heated pool, 4338Jc Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee is suitable for up to 13 people and is located a 10-minute drive from Museum of Military History. The 5-bedroom… More

From US$ 318 Book Now

Gorgeous 4Bd With Pool At Storey Lake Resort 4475

Scene Lane 4475, Kissimmee, United States Show map

The 4-bedroom Gorgeous 4Bd With Pool At Storey Lake Resort 4475 Kissimmee villa boasts a convenient location approximately a 10-minute ride from the miniature Congo River Golf and provides crib and a… More

From US$ 216 Book Now

Casa Del Sol

3254 Moccasin Drive, Kissimmee, United States Show map

Offering a location a 10-minute drive from Old Town Shopping Mall, Casa Del Sol Villa Kissimmee gives access to various tourist spots in the area. More

From US$ 215 Book Now

Spacious 6 Bed Home With Pool In Prime Storey Lake Location

4728 Sleepy Hollow Drive, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, the welcoming Spacious 6 Bed Home With Pool In Prime Storey Lake Location Kissimmee is located 4.2 km from Old Town Shopping Mall. Providing guests with… More

From US$ 305 Book Now

Ground Floor Spacious House 4Br Vp2512

2512 Dharma Circle, Kissimmee, United States Show map

The 4-bedroom Ground Floor Spacious House 4Br Vp2512 Kissimmee villa is located nearly a 25-minute walk from the themed Give Kids The World Village Resort and provides a Jacuzzi. This accommodation… More

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Stylish 3 Bd Townhouse Near Disney With Private Pool.

3008 White Orchid Road 3008, Kissimmee, United States Show map

Featuring a heated pool, Stylish 3 Bd Townhouse Near Disney With Private Pool. Kissimmee villa is suitable for up to 8 people and is located 4.1 km from Dinosaur. Providing guests with Wi-Fi and… More

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3 Bd 2 Ba Lucaya Village 22-103

5368 Diplomatic Court Unit 22-103, Kissimmee, United States Show map

Located within 6 km of Fantasy Surf, the 3-bedroom 3 Bd 2 Ba Lucaya Village 22-103 Kissimmee villa provides access to various tourist attractions in the vicinity. With a maximum capacity of 8 guests,… More

From US$ 414 Book Now

9035 Windsor At Westside 5Br Townhome With Pool & Game Room

9035 Rhodes Street, Kissimmee, United States Show map

The 5-bedroom 9035 Windsor At Westside 5Br Townhome With Pool & Game Room Kissimmee villa is located 3.2 km from Highgate Park Boulevard and provides a Jacuzzi. Offering a convenient location in the… More

From US$ 257 Book Now

Disney Retreat

8911 Sydney Avenue, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Disney Retreat Kissimmee villa is located 10 minutes' drive from Emerald Island Boulevard. Providing guests with Wi-Fi and private car parking, the 5… More

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

1861 Nice Court, Kissimmee, United States Show map

Featuring a heated pool, the 7-bedroom Retreat To Nice Court 7Bd/6Bath/Pool/Spa Kissimmee villa is suitable for up to 14 people and is located around a 25-minute walk from Rum Run. Providing guests… More

From US$ 244 Book Now

Four Bedrooms Townhome 5108K

5108 Killarney Way, Kissimmee, United States Show map

Offering an aqua park, spa therapy, and a golf course for guests' leisure, Four Bedrooms Townhome 5108K Kissimmee villa is situated a 25-minute walk from the miniature Congo River Golf. Guests can… More

From US$ 152 Book Now

Beautiful Villa At Champions Gate

8203 Roseville Boulevard, Kissimmee, United States Show map

The 3-bedroom Beautiful Villa At Champions Gate Kissimmee entices active guests with access to a fitness centre and is located only a 10-minute stroll from Champions Gate Downtown Shopping Center. More

From US$ 275 Book Now

Gated Emerald Island Resort Townhome, Overlook Pool, 3 Miles To Disney, Rent By Owner

8570 Crystal Cove Loop, Kissimmee, United States Show map

Situated fairly close to Emerald Island Boulevard, the 3-bedroom Gated Emerald Island Resort Townhome, Overlook Pool, 3 Miles To Disney, Rent By Owner Kissimmee villa is ideal for up to 6 guests. The… More

From US$ 120 Book Now

Elegant Villa Wprivate Poolspa Game Room

2120 Rome Drive, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, the 6-bedroom Elegant Villa Wprivate Poolspa Game Room Kissimmee is about 10 minutes' drive from Polo Park Golf Course and offers a hot tub. The… More

From US$ 697 Book Now

8400 Blue Lagoon Drive

8400 Blue Lagoon Drive, Kissimmee, United States Show map

Featuring a car park, the welcoming 8400 Blue Lagoon Drive Kissimmee villa is located in the West Kissimmee district and 3.9 km from such cultural tourist attractions as the 145-foot Tree of Life… More

From US$ 160 Book Now

Four Bedroom With Gameroom 5150A

5150 Adelaide Drive, Kissimmee, United States Show map

Situated 2.5 km from Local amusement Theme Park, the 4-bedroom Four Bedroom With Gameroom 5150A Kissimmee villa offers guests to enjoy an aqua park, spa therapy, and a golf course. This property… More

From US$ 195 Book Now

Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room

Marcello Boulevard 537, Kissimmee, United States Show map

The 10-bedroom Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room Kissimmee can host up to 22 guests and is situated nearly 25 minutes' walk from family venues such as Fun 'n Wheels… More

From US$ 279 Book Now

Private Poolspa Gameroom Near Wdw Sleeps 25

2961 Fable Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 9-bedroom Private Poolspa Gameroom Near Wdw Sleeps 25 Kissimmee villa is suitable for up to 25 people and is located 3.6 km from the air mall "Lake Buena Vista… More

From US$ 633 Book Now

Mickey Holiday Home A Windsor Palms Villa

8111 Fan Palm Way, Kissimmee, United States Show map

The 4-bedroom Mickey Holiday Home A Windsor Palms Villa Kissimmee provides an aqua park, a sunbathing terrace, and a golf course for guests' leisure, and is about a 25-minute walk from Lake Wilson. More

From US$ 223 Book Now