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2026-11-07
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Holiday Homes in Kissimmee

Grand Home With Private Screened Pool, Grill, Streaming, W/D, & Ac

1061 Tourmaline Dr, Kissimmee, United States Show map

Offering a patio and a golf course for guests' leisure, Grand Home With Private Screened Pool, Grill, Streaming, W/D, & Ac Kissimmee is situated 3.8 km from Museum of Military History. This 4-bedroom… More

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Pf469C Patriots Palm

1469 Fairview Circle, Kissimmee, United States Show map

Positioned 2.3 km from bustling shopping destinations such as Champions Gate Downtown Shopping Center, the 1-bedroom Pf469C Patriots Palm Villa Kissimmee offers guests to use parking. Boasting an… More

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Grand 15-Bedroom Villa -Magical Themes Pool & Game Loft Lakeview

4041 Sonoma Boulevard, Kissimmee, United States Show map

Located nearly 25 minutes' walk from Capone's Dinner and Show, the 15-bedroom Grand 15-Bedroom Villa -Magical Themes Pool & Game Loft Lakeview Kissimmee features an outdoor swimming pool, a hot tub… More

From US$ 696 Book Now

7660 Comrow #303

7660 Comrow Street, Kissimmee, United States Show map

The 3-bedroom 7660 Comrow #303 Villa Kissimmee, located around 25 minutes' walk from Indian Ridge, invites guests to relax in a Jacuzzi. The property boasts a location in the Celebration district of… More

From US$ 210 Book Now

Disney Themed Resort Home With Lake View

1060 Marcello Boulevard, Kissimmee, United States Show map

The 7-bedroom Disney Themed Resort Home With Lake View Kissimmee is located around 5 minutes' walk from lake berkley and offers a games room to make your visit more entertaining. Guests can relax by… More

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9 Bd 5 Ba Storey Lake 2862 Bd

2862 Bookmark Drive, Kissimmee, United States Show map

Situated 3.3 km from Shingle Creek Regional Park, the 9-bedroom 9 Bd 5 Ba Storey Lake 2862 Bd Kissimmee villa is suitable for 28 guests and provides a heated pool for additional relaxation. More

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Om217S Homestead Juniper

1217 Molona Street, Kissimmee, United States Show map

Featuring a swimming pool, the 6-bedroom Om217S Homestead Juniper Kissimmee villa is suitable for up to 14 people and is located within a 3-km distance of Orlando Tree Trek Adventure Amusement Park… More

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Star Wars Room-4 Double Beds-Game Room-Pool & Spa-Near Disney 4544

Target Boulevard 4544, Kissimmee, United States Show map

Located about a 10-minute drive from Museum of Military History, the 1-bedroom Star Wars Room-4 Double Beds-Game Room-Pool & Spa-Near Disney 4544 Kissimmee villa has an outdoor swimming pool and is… More

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The Sunshine Escape

513 South Lavon Avenue, Kissimmee, United States Show map

Located 2.4 km from Kissimmee Golf Club, the 3-bedroom The Sunshine Escape Villa Kissimmee has an outdoor swimming pool and is ideal for up to 8 guests. More

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Disney Theme Rooms Private Pool And Storey Lake

4802 Lullaby Ln, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Staying at the 4-bedroom Disney Theme Rooms Private Pool And Storey Lake Kissimmee villa, guests can visit the themed Give Kids The World Village Resort, which is approximately 4 km away. The… More

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7 Bd 65 Ba Solara Resort 9022 Pc

9022 Pelican Cove Trace, Kissimmee, United States Show map

Located about a 10-minute drive from Emerald Island Boulevard, the 7-bedroom 7 Bd 65 Ba Solara Resort 9022 Pc Kissimmee villa has a heated pool and is ideal for up to 17 guests. More

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8899 Ml - Premier 9Br Westside Retreat

8899 Menton Loop, Kissimmee, United States Show map

The 8-bedroom 8899 Ml - Premier 9Br Westside Retreat Villa Kissimmee is nestled within a 3-km distance of Highlands Reserve GC and provides a Jacuzzi. Featuring an aqua park and spa therapy, the… More

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Apto 2Q Vista Lago | 10 Min Disney

3191 Paradox Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Apto 2Q Vista Lago | 10 Min Disney Kissimmee villa is suitable for up to 7 people and is located nearly a 25-minute walk from the family-friendly… More

From US$ 288 Book Now

Private Pool Oasis Solara Resort Stylish Decor

Carey Palm Circle 1533, Kissimmee, United States Show map

The 5-bedroom Private Pool Oasis Solara Resort Stylish Decor Kissimmee villa entices active guests with access to a fitness studio and is located nearly a 10-minute ride from Highgate Park Boulevard.… More

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Free Waterpark Access! 5Br Resort Townhome W/ Pool

2007 Majorca Dr, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Free Waterpark Access! 5Br Resort Townhome W/ Pool Kissimmee villa is suitable for up to 11 people and is located approximately 5 km from Indian Ridge. More

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3 Bedrooms 2 Bathroom Champions Gate 1187 Dl

1187 Drop Lane, Kissimmee, United States Show map

Located around a 10-minute drive from Wallaby Ranch Flight School, the 1-bedroom 3 Bedrooms 2 Bathroom Champions Gate 1187 Dl Kissimmee villa has a swimming pool and is ideal for up to 11 guests. More

From US$ 238 Book Now

3 Bd 25 Ba Encantada Resort 3006 Wo

3006 White Orchid Road, Kissimmee, United States Show map

Situated around 6 km from Disney's Blizzard Beach Water Park, the 3-bedroom 3 Bd 25 Ba Encantada Resort 3006 Wo Kissimmee villa is suitable for 8 guests and provides a heated pool for additional… More

From US$ 293 Book Now

Sl4359 - 5Br House Sleeps 11 In Storey Lake Resort

4359 Scene Lane, Kissimmee, United States Show map

Along with access to such natural sites as Shingle Creek Regional Park, 2.5 km away, Sl4359 - 5Br House Sleeps 11 In Storey Lake Resort Kissimmee villa offers a swimming pool. More

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Single-Story 5Br Home W Private Pool Near Disney

915 Lake Berkley Drive, Kissimmee, United States Show map

Offering a location about 25 minutes' walk from the working Kissimmee Air Museum, the 5-bedroom Single-Story 5Br Home W Private Pool Near Disney Kissimmee gives access to various tourist spots in the… More

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8114 Princess Palm

8114 Princess Palm Lane, Kissimmee, United States Show map

Nestled a mere 1.4 km from Mystic Dunes Golf Club at Mystic Dunes Resort, the 3-bedroom 8114 Princess Palm Kissimmee villa entices guests to explore various tourist destinations nearby. Featuring a… More

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Lake View Villa 9 Bd 5 Ba Storey Lake 2931 Fs

2931 Fable Street, Kissimmee, United States Show map

The 9-bedroom Lake View Villa 9 Bd 5 Ba Storey Lake 2931 Fs Kissimmee can host up to 25 guests, boasting a convenient location nearly a 10-minute ride from iconic cultural attractions such as Museum… More

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Monthly Discounts Private Pool 944

944 Emerald Green Court, Kissimmee, United States Show map

Monthly Discounts Private Pool 944 Villa Kissimmee can host up to 8 guests, boasting a convenient location 4 km from iconic cultural attractions such as Museum of Military History. Located 15… More

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7795 Basnett

7795 Basnett Circle, Kissimmee, United States Show map

Boasting an aqua park, a terrace, and playground, the 5-bedroom 7795 Basnett Villa Kissimmee is suitable for up to 10 guests and is located in the Celebration district of Kissimmee, about 5 minutes'… More

From US$ 406 Book Now

Spacious Family Friendly Home With Resort Style Shared Pool

5368 Diplomat Ct, Kissimmee, United States Show map

During the stay at Spacious Family Friendly Home With Resort Style Shared Pool Kissimmee, guests can indulge in a Jacuzzi or visit the outlet mall "Lake Buena Vista Factory Stores", located a 10… More

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7 Bd 65 Ba Solara Resort 1502 Sr

1502 Nassau Point Trail, Kissimmee, United States Show map

Staying at the 7-bedroom 7 Bd 65 Ba Solara Resort 1502 Sr Kissimmee villa, guests can easily reach Rum Run, located approximately a 25-minute walk away. Located in the West Kissimmee district of… More

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9014 Sunshine Ridge Loop

9014 Sunshine Ridge Loop, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 9-bedroom 9014 Sunshine Ridge Loop Villa Kissimmee is suitable for up to 18 people and is located 3.1 km from Highgate Park Boulevard. Providing guests with Wi… More

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Sts771

771 Sticks Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 8-bedroom Sts771 Villa Kissimmee is suitable for up to 16 people and is located approximately a 10-minute drive from Tuscan Hills Boulevard. The Kissimmee… More

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The Pearl Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3078Pi

3078 Pirate Way, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 3-bedroom The Pearl Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3078Pi Kissimmee is located nearly a… More

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Beautiful Condo At Reunion

7916 Spectrum Dr, Kissimmee, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Beautiful Condo At Reunion Kissimmee villa is located only 0.7 km from Reunion Resort Water Park and is ideal for up to 6 guests. Providing guests… More

From US$ 234 Book Now

Lakeview Lux Pool Vr Villa Champions Gate Retreat

8928 Takeaway Way, Kissimmee, United States Show map

The 6-bedroom Lakeview Lux Pool Vr Villa Champions Gate Retreat Kissimmee is located nearly a 10-minute ride from Highlands Reserve GC and provides guests with a hot tub for a more relaxing stay. More

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Fairway North Shore

737 Desert Mountain Dr, Kissimmee, United States Show map

Nestled 4.5 km from Windsor Hills, the 4-bedroom Fairway North Shore Kissimmee villa is boasting an aqua park, a patio, and a golf course for guests' enjoyment. Located about 15 minutes by car from… More

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Runaway Beach Club Resort Condo Apt Disney 6102

3003 Limbo Lane Building 6 Apt 102, Kissimmee, United States Show map

The 2-bedroom Runaway Beach Club Resort Condo Apt Disney 6102 Kissimmee villa accommodates up to 6 guests and offers a prime location just 1.6 km from shopping venues such as the air mall "Lake Buena… More

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Spacious Ground-Floor 3Br Condo At Bahama Bay

403 Rum Run, Kissimmee, United States Show map

Located just a few steps from Rum Run, the 3-bedroom Spacious Ground-Floor 3Br Condo At Bahama Bay Kissimmee villa provides a swimming pool as well as fisheries to diversify guests' leisure. The… More

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Luxurious Resort Pool Home Near Disney

4192 Paragraph Drive, Kissimmee, United States Show map

Featuring a heated pool, Luxurious Resort Pool Home Near Disney Kissimmee is suitable for up to 10 people and is located about a 25-minute walk from the adventure-themed Congo River Golf. More

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Free Pool Heat! Near Disney! King Beds!

8864 Candy Palm Road, Kissimmee, United States Show map

Free Pool Heat! Near Disney! King Beds! Kissimmee villa, located only 6 minutes' walk from Paradise Palms Boulevard, entices guests with a year-round outdoor swimming pool as well as a hot tub and a… More

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3 Bd 2 Ba Lucaya Village 11-103

5354 Diplomat Ct Unit 11-103, Kissimmee, United States Show map

Hosting up to 8 guests, the 3-bedroom 3 Bd 2 Ba Lucaya Village 11-103 Kissimmee villa offers a convenient location nearly a 10-minute ride from sports attractions such as the family-friendly… More

From US$ 358 Book Now

Reunion Retreat

7861 Somersworth Dr, Kissimmee, United States Show map

Featuring a swimming pool, the 3-bedroom Reunion Retreat Villa Kissimmee is suitable for up to 2 people and is located 3.2 km from Orlando Tree Trek Adventure Amusement Park Zip Line. Providing… More

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3 Bd / 3 Ba / Sleeps 8 / The Hub

3250 Sustainable Way, Kissimmee, United States Show map

Nestled 10 minutes' drive from Emerald Island Boulevard, 3 Bd / 3 Ba / Sleeps 8 / The Hub Villa Kissimmee entices guests to explore various tourist destinations nearby. Offering a convenient location… More

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Luxury Thematic 4Br With Waterpark & Private Pool

Pebble Beach Drive 580, Kissimmee, United States Show map

Nestled 3.3 km from Highlands Reserve Boulevard, the 4-bedroom Luxury Thematic 4Br With Waterpark & Private Pool Villa Kissimmee is boasting an aqua park and a patio for guests' enjoyment. This 3… More

From US$ 174 Book Now

Apartamento Moderno 2Q | Quarto Tematico Do Mickey

3180 Paradox Cir #107, Kissimmee, United States Show map

Located 3.1 km from Falcon's Fire Golf Course, the 2-bedroom Apartamento Moderno 2Q | Quarto Tematico Do Mickey Kissimmee villa has an outdoor swimming pool and is ideal for up to 6 guests. More

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Luxury 12-Br Villa W/ Pool & Resort Amenities Near Disney

2496 Shanti Dr, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Located 25 minutes' walk from Fun 'n Wheels Family Fun Parks, Luxury 12-Br Villa W/ Pool & Resort Amenities Near Disney Kissimmee gives access to various tourist sites in the vicinity. More

From US$ 559 Book Now

5Br Villa With Pool And Pool Table 2668Dr

2668 Scrapbook Street, Kissimmee, United States Show map

5Br Villa With Pool And Pool Table 2668Dr Kissimmee is located 25 minutes' walk from the miniature Pirates Island Adventure Golf and invites guests to join cycling and fisheries. Featuring a Jacuzzi,… More

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Chic Resort Getaway - 15 Min To Disney

4985 Windemere Ave, Kissimmee, United States Show map

Offering barbecue and a golf course for guests' leisure, Chic Resort Getaway - 15 Min To Disney Kissimmee villa is situated a 10-minute drive from Give Kids The World Village Resort. Located 2.8 km… More

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Arcade Room Star Wars Private Heated Pool Resort

9239 Sommerset Hills Dr, Davenport, Fl 33896, Kissimmee, United States Show map

Situated 4.5 km from Tuscan Hills Boulevard, Arcade Room Star Wars Private Heated Pool Resort Kissimmee villa provides access to numerous tourist attractions in the area. More

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Spacious 9 Bedroom By Disney W Pool Games Free Grill

8904 Tropical Heaven Ct, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, nearly a 10-minute drive from Publix Super Market at Berry Town Center, the 9-bedroom Spacious 9 Bedroom By Disney W Pool Games Free Grill… More

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Luxury Lake Berkley Resort Home Near Disney World

1050 Lake Berkley Drive, Kissimmee, United States Show map

Featuring a heated pool, the 6-bedroom Luxury Lake Berkley Resort Home Near Disney World Kissimmee is suitable for up to 14 people and is located 16 minutes' walk from Medieval Times Dinner &… More

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4Br Townhome Near Disney At Lake Berkley

968 Park Terrace Circle, Kissimmee, United States Show map

The 4-bedroom 4Br Townhome Near Disney At Lake Berkley Kissimmee villa, located just near lake berkley, can host up to 8 guests. Located 2.6 km from the family-friendly Kissimmee Go-Karts, the… More

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Neat Condo On Fabulous Golf Resort Close To Disney

1597 Heritage Crossing Court, Kissimmee, United States Show map

During the stay at Neat Condo On Fabulous Golf Resort Close To Disney Kissimmee villa, guests can indulge in a Jacuzzi or visit Reunion Resort Water Park, located 3.2 km away. Located 7 minutes' walk… More

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Casa 4Q Championsgate C/ Piscina Perto Da Disney

1134 1134 Kingsbarn Street, Kissimmee, United States Show map

The 4-bedroom Casa 4Q Championsgate C/ Piscina Perto Da Disney Kissimmee entices active guests with access to a fitness area and is located about 10 minutes by car from Tuscan Hills Boulevard. More

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Kissimmee Condo W/ Perks: 6 Mi To Disney World!

5004 Laguna Bay Cir Unit 55, Kissimmee, United States Show map

During the stay at the welcoming Kissimmee Condo W/ Perks: 6 Mi To Disney World! villa, guests can indulge in a hot tub or visit Shingle Creek Regional Park, located 3.4 km away. Located around 10… More

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