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2026-11-07
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Holiday Homes in Kissimmee

Wyndham Reunion Nine 9Br Apartments

Gathering Drive 7593, Kissimmee, United States Show map

Nestled within 5 minutes' walk of Arnold Palmer Golf Course, the 9-bedroom Wyndham Reunion Nine 9Br Apartments Kissimmee villa comes with an aqua park and a golf course for added enjoyment. Featuring… More

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8Br Retro Retreat 70S-Themed Loft & Fun Themed Bedrooms

301 Ballo Drive, Kissimmee, United States Show map

8Br Retro Retreat 70S-Themed Loft & Fun Themed Bedrooms Kissimmee villa entices active guests with access to a fitness centre and is located about a 25-minute stroll from Medieval Times Dinner &… More

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Grand 6 Bd 45 Ba Windsor At Westside - 8956 Rs

8956 Rhodes Street, Kissimmee, United States Show map

Featuring a heated pool, the 1-bedroom Grand 6 Bd 45 Ba Windsor At Westside - 8956 Rs Kissimmee villa is suitable for up to 12 people and is located 3.5 km from Emerald Island Boulevard. More

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547 Mb - Luxury Bellavida Majesty

547 Marcello Blvd, Kissimmee, United States Show map

Offering a Jacuzzi and an indoor pool for a relaxing experience, 547 Mb - Luxury Bellavida Majesty Villa Kissimmee is located a 10-minute drive from Medieval Times Dinner & Tournament. Providing… More

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4820 Jamaica Lane 4Bed

4820 Jamaica Lane, Kissimmee, United States Show map

Situated 2.5 km from Give Kids The World Village Resort, the 4-bedroom 4820 Jamaica Lane 4Bed Villa Kissimmee offers guests to enjoy an aqua park and a golf course. This holiday home features… More

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Top Rated 4Br Home

2945 Penelope Loop, Kissimmee, United States Show map

Situated within 6 km of the miniature Congo River Golf, the 4-bedroom Top Rated 4Br Home Kissimmee offers guests to enjoy an aqua park and a golf course. Featuring a sauna and an indoor pool, the… More

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4 Bedrooms 3 Bathrooms Terra Verde 4746 Vb

4746 Vero Beach Place, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 4-bedroom 4 Bedrooms 3 Bathrooms Terra Verde 4746 Vb Kissimmee villa is located within a 6-km distance of Kissimmee Oaks Golf Course. More

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Villa Kerpen - Storey Lake

4879 Romeo Circle, Kissimmee, United States Show map

Located right around the corner from Lennar at Storey Lake, the 4-bedroom Villa Kerpen - Storey Lake Kissimmee has a heated pool and is ideal for up to 8 guests. More

From US$ 308 Book Now

Spacious Villa W Pool & Game Room

9037 Rhodes Street, Kissimmee, United States Show map

Staying at the 5-bedroom Spacious Villa W Pool & Game Room Kissimmee, guests can visit Northeast Regional City Park, which is nearly a 25-minute walk away. More

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3 Bd 2 Ba Calabria 9013 Mc

9013 Murano Mews Court, Kissimmee, United States Show map

During the stay at 3 Bd 2 Ba Calabria 9013 Mc Villa Kissimmee, guests can indulge in billiard or visit Pandora, located 7 km away. Offering parking as well as Wi-Fi, the 3-bedroom holiday home is… More

From US$ 218 Book Now

Sun Palm 8119

8119 Sun Palm Drive, Kissimmee, United States Show map

Located 3.3 km from Mighty Jungle Golf, the 5-bedroom Sun Palm 8119 Villa Kissimmee has an outdoor swimming pool and is ideal for up to 10 guests. Offering private parking as well as Wi-Fi, the villa… More

From US$ 1317 Book Now

6 Bedrooms 4 Bathrooms Solara 2059 Tp

2059 Tropical Palms Circle, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately a 25-minute stroll from Tuscan Hills Boulevard, the 6-bedroom 6 Bedrooms 4 Bathrooms Solara 2059 Tp Kissimmee villa comes with a… More

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Magical Villa 8Br By Disney W Pool & Theme Rooms

Hilton Ridge Ave 8957, Kissimmee, United States Show map

Magical Villa 8Br By Disney W Pool & Theme Rooms Kissimmee offers proximity to nearby tourist spots, such as Emerald Island Boulevard, situated around 10 minutes away by car. More

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Luxury House With Pool And Resort

1110 Kingsbarn Street, Kissimmee, United States Show map

Situated about a 10-minute ride from Tuscan Hills Boulevard, the 4-bedroom Luxury House With Pool And Resort Kissimmee villa provides fitness classes, as well as a fitness centre for active guests. More

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Stunning 5Br Home - Your Dream Getaway

Bookmark Drive 2761, Kissimmee, United States Show map

Hosting up to 14 guests, the welcoming Stunning 5Br Home - Your Dream Getaway Kissimmee is nestled in an entertainment area, about a 25-minute walk from the adventure-themed Congo River Golf. More

From US$ 252 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 2947Pl

2947 Penelope Loop, Kissimmee, United States Show map

Along with a swimming pool, the 4-bedroom 4 Bedrooms 3 Bathrooms Storey Lake 2947Pl Kissimmee villa boasts a convenient location 3.5 km from Give Kids The World Village Resort, where guests can… More

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7Br Solara Resort Theme House Disney Orlando

9040 Flamingo Key Way, Kissimmee, United States Show map

The 7-bedroom 7Br Solara Resort Theme House Disney Orlando Kissimmee villa is situated within a 5-km distance of Mystic Dunes Golf Club and provides a Jacuzzi, ensuring a relaxing stay. Offering a… More

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6 Bedrooms 5 Bathrooms Champions Gate Home

1097 Leader Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom 6 Bedrooms 5 Bathrooms Champions Gate Home Kissimmee is suitable for up to 16 people and is located 4.7 km from Tuscan Hills Boulevard. Providing… More

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Go27 - Champions Gate

416 Ocean Course Ave, Kissimmee, United States Show map

During the stay at the 5-bedroom Go27 - Champions Gate Villa Kissimmee, guests can indulge in mini golf or visit Northeast Regional City Park, located 4.9 km away. Featuring a Jacuzzi, this holiday… More

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Beautiful Home With Game Room

Kissimmee, United States Show map

Situated approximately 3 km from Medieval Times Dinner & Tournament, Beautiful Home With Game Room Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 335 Book Now

4200 Paragraph Drive

4200 Paragraph Drive, Kissimmee, United States Show map

Along with access to such natural sites as Shingle Creek Regional Park, 3.5 km away, the 1-bedroom 4200 Paragraph Drive Kissimmee villa offers a swimming pool. Situated within 10 minutes' drive of… More

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Fast Pass To Fun - The Disney Magic Starts Here

8110 Roseville Boulevard, Kissimmee, United States Show map

The 3-bedroom Fast Pass To Fun - The Disney Magic Starts Here Kissimmee villa is located about a 25-minute walk from Publix Super Market at Ovation and provides a swimming pool, ensuring a relaxing… More

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Mickey Mouse Clubhouse 8Min To Disneyworld | Pool/Spa | Sleeps 20 St102

4583 Narrative Ln, Kissimmee, United States Show map

Along with access to such natural sites as Shingle Creek Regional Park, 3.3 km away, the 8-bedroom Mickey Mouse Clubhouse 8Min To Disneyworld | Pool/Spa | Sleeps 20 St102 Kissimmee villa offers a… More

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Lake-View Escape W/ Lanai In Kissimmee!

2548 Aster Cove Ln, Kissimmee, United States Show map

Located 4.1 km from The Green Barn on the Lake, the 4-bedroom Lake-View Escape W/ Lanai In Kissimmee! villa gives access to various tourist sites in the vicinity. This property features a heated pool… More

From US$ 136 Book Now

Full Resort Access 5Br Arcade And Private Pool

2199 Cooper Bell Place, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 5-bedroom Full Resort Access 5Br Arcade And Private Pool Kissimmee villa provides active guests with access to a fitness studio. Hosting up to… More

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Flash Sale Pvt Pool And Spa Home At Storey Lake

4565 Target Boulevard, Kissimmee, United States Show map

Offering an aqua park, a private swimming pool, and a golf course for guests' leisure, Flash Sale Pvt Pool And Spa Home At Storey Lake Kissimmee is situated a 16-minute walk from the adventure-themed… More

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7 Bd / 6,5 Ba / Sleeps 18 / Solara Resort

2104 Fleming Mist Place, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 7-bedroom 7 Bd / 6,5 Ba / Sleeps 18 / Solara Resort Kissimmee villa is suitable for up to 18 people and is located approximately a 25-minute walk from Tuscan… More

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Pl768L Patriots Isle

7768 Linkside Loop, Kissimmee, United States Show map

Pl768L Patriots Isle Villa Kissimmee provides an aqua park, a patio, and a golf course for guests' leisure, and is about a 25-minute walk from Champions Gate Downtown Shopping Center. This 1-bedroom… More

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853 Ocean Course Ave

853 Ocean Course Ave, Kissimmee, United States Show map

Situated 4.8 km from Indian Ridge, the 3-bedroom 853 Ocean Course Ave Villa Kissimmee provides access to numerous tourist attractions in the area. With a maximum capacity of 12 guests, this villa… More

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Fancy Family Home 10Min-Disney Private Pool |108

2791 Oxymoron Way, Kissimmee, United States Show map

During the stay at Fancy Family Home 10Min-Disney Private Pool |108 Kissimmee, guests can indulge in a Jacuzzi or visit Museum of Military History, located 3.7 km away. The 6-bedroom holiday home… More

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Charming 3Br Resort Getaway Near Disney

8431 Crystal Cove Loop, Kissimmee, Fl 34747, Kissimmee, United States Show map

Located 1.9 km from Orange Lake Legends, Charming 3Br Resort Getaway Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

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Eo7502 Seven Eagles Springs

7502 Seven Eagles Way, Kissimmee, United States Show map

Located about 25 minutes' walk from Oak Hill Baptist Church, the 2-bedroom Eo7502 Seven Eagles Springs Villa Kissimmee has an outdoor swimming pool and is ideal for up to 6 guests. More

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Beautiful Tranquil Relaxing Home With Private Pool Townhouse

1957 Majorca Drive, Kissimmee, United States Show map

Situated around a 25-minute walk from Northeast Regional City Park, the 4-bedroom Beautiful Tranquil Relaxing Home With Private Pool Townhouse Kissimmee is suitable for 9 guests and provides a heated… More

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Luxurious Home With Pool, Perfect For Families

2064 Fleming Mist Pl, Kissimmee, United States Show map

During the stay at the 7-bedroom Luxurious Home With Pool, Perfect For Families Kissimmee, guests can indulge in a Jacuzzi or visit Emerald Island Boulevard, located 3.8 km away. More

From US$ 976 Book Now

Encantada Resort - Spacious 3-Bedroom Villa With Private Pool Near Disney

8574 Bay Lilly Loop, Kissimmee, United States Show map

Hosting up to 6 guests, the 3-bedroom Encantada Resort - Spacious 3-Bedroom Villa With Private Pool Near Disney Kissimmee offers a convenient location 2.8 km from sports attractions such as Mighty… More

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Grh9277 - Storey Lake Resort - 2 Bed 2 Baths Condo

4741 Clock Tower Drive, Kissimmee, United States Show map

The 2-bedroom Grh9277 - Storey Lake Resort - 2 Bed 2 Baths Condo Kissimmee villa, located right near Lennar at Storey Lake, can host up to 4 guests. This Kissimmee holiday home features opportunities… More

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The Mickey And Minnie Studio

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, The Mickey And Minnie Studio Kissimmee villa is located around a 25-minute stroll from Local amusement Theme Park. More

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Homestead Aspen

7720 Excitement Drive, Kissimmee, United States Show map

The 5-bedroom Homestead Aspen Kissimmee villa, located only a 6-minute stroll from Reunion Resort the palmer course, entices guests with an outdoor swimming pool as well as a Jacuzzi to relax in. The… More

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290 Lf - Bellavida Cozy 6Br Pool Home

290 Las Fuentes Dr, Kissimmee, United States Show map

The 6-bedroom 290 Lf - Bellavida Cozy 6Br Pool Home Kissimmee entices active guests with access to a fitness club and is located nearly a 10-minute drive from Medieval Times Dinner & Tournament. More

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Comfortable House Near Disney

3208 Cupid Place, Kissimmee, United States Show map

Staying at the 3-bedroom Comfortable House Near Disney Kissimmee villa, guests can easily reach Emerald Island Boulevard, located nearly 10 minutes away by car. More

From US$ 174 Book Now

Entire Home With Pool, Ping Pong Table And Arcade Games

1775 Harbor Road, Kissimmee, United States Show map

Entire Home With Pool, Ping Pong Table And Arcade Games Kissimmee is located about a 25-minute stroll from Kissimmee Oaks Golf Course and allows guests to enjoy ping-pong and billiard. More

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Rc104P Fairway Bliss

1104 Castle Pines Court, Kissimmee, United States Show map

Nestled 3.1 km from Indian Ridge, the 6-bedroom Rc104P Fairway Bliss Villa Kissimmee is boasting an aqua park and a golf course for guests' enjoyment. Located around 15 minutes by car from Reunion… More

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Near Disney 4Br Mario E Mickey Storey Lake Resort

3195 Pequod Place, Kissimmee, United States Show map

Along with a swimming pool, Near Disney 4Br Mario E Mickey Storey Lake Resort Kissimmee villa boasts a convenient location 4.5 km from Give Kids The World Village Resort, where guests can rejuvenate… More

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Storey Lake 10Br Lakeview Home Pool/Spa Game Room

4304 Prologue Way, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, Storey Lake 10Br Lakeview Home Pool/Spa Game Room Kissimmee is located a 10-minute drive from the themed Give Kids The World Village Resort. The 10… More

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3 Bedrooms 25 Bathrooms Lake Berkley 1116Pr

1116 Park Ridge Circle, Kissimmee, United States Show map

Hosting up to 6 guests, the 3-bedroom 3 Bedrooms 25 Bathrooms Lake Berkley 1116Pr Kissimmee villa offers a convenient location nearly 20 minutes on foot from sports attractions such as the miniature… More

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Fourth Floor Penthouse With Shared Pools And Hot Tub, Fast Wifi, & Central Ac

4721 Clock Tower Drive, Kissimmee, United States Show map

Along with access to such natural sites as Disney's Typhoon Lagoon Water Park, approximately 7 km away, the 4-bedroom Fourth Floor Penthouse With Shared Pools And Hot Tub, Fast Wifi, & Central Ac… More

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Spacious Townhouse With Jetted Tub, Game Room, Heated Pool & Fitness Amenities

2215 San Vittorino Cir, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Spacious Townhouse With Jetted Tub, Game Room, Heated Pool & Fitness Amenities Kissimmee villa is suitable for up to 10 people and is located… More

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Emerald Gem Home With Grill, Pool & Private Gym!

2604 Emerald Island Boulevard, Kissimmee, United States Show map

Located within a 6-km distance of the 145 - foot Tree of Life Sculpture, the 1-bedroom Emerald Gem Home With Grill, Pool & Private Gym! Kissimmee features a swimming pool, a hot tub, ensuring a… More

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Cozy Home In Storey Lake, 10 Mins From Disney

4836 Lullaby Lane, Kissimmee, United States Show map

Staying at Cozy Home In Storey Lake, 10 Mins From Disney Kissimmee, guests can easily reach Local amusement Theme Park, located 3.8 km away. More

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Amazing 6Bd Resort Home Pool & Near Disney

450 Las Fuentes Dr, Kissimmee, United States Show map

Located only steps away from lake berkley, the 6-bedroom Amazing 6Bd Resort Home Pool & Near Disney Kissimmee offers quick access to various city attractions in the vicinity. The accommodation… More

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