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2026-11-07
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Holiday Homes in Kissimmee

6Br Family At Champions Gate Pool Game Room

9021 Play Through Dr, Kissimmee, United States Show map

Located approximately a 10-minute ride from Rum Run, the 6-bedroom 6Br Family At Champions Gate Pool Game Room Kissimmee villa has a swimming pool and is ideal for up to 19 guests. More

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Minutes To Disney | Cozy 3Br Florida Escape

5102 Sage Way, Kissimmee, United States Show map

Situated approximately a 10-minute drive from The Green Barn on the Lake, Minutes To Disney | Cozy 3Br Florida Escape Kissimmee villa invites guests to relax at a terrace. More

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The Azure Haven At Liberty Bluff

1557 Corolla Court, Kissimmee, United States Show map

The 8-bedroom The Azure Haven At Liberty Bluff Villa Kissimmee is located approximately 10 minutes by car from Indian Ridge and provides a hot tub. This accommodation boasts an aqua park and a golf… More

From US$ 2485 Book Now

Stylish 6 Bd 5 Ba Champions Gate - 689 Ws

689 Whistling Straits Boulevard, Kissimmee, United States Show map

Featuring a heated pool, the 6-bedroom Stylish 6 Bd 5 Ba Champions Gate - 689 Ws Villa Kissimmee is suitable for up to 15 people and is located 3.4 km from Highlands Reserve Boulevard. More

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Qj948C Relaxation At Bear'S Den

7948 Jacks Club Ct, Kissimmee, United States Show map

Located just a 5-minute walk from Reunion Resort Water Park, Qj948C Relaxation At Bear'S Den Villa Kissimmee is suitable for 18 guests and provides a heated pool to relax in. The 5-bedroom holiday… More

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1233Chd - The Retreat At Championsgate Home

1233 Challenge Drive, Kissimmee, United States Show map

During the stay at 1233Chd - The Retreat At Championsgate Home Kissimmee, guests can indulge in billiard or visit Tuscan Hills Boulevard, located a 10-minute drive away. Located 3.6 km from Highlands… More

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1194 Drop

1194 Drop Lane, Kissimmee, United States Show map

The 9-bedroom 1194 Drop Villa Kissimmee entices active guests with access to a fitness club and is located around 5 minutes on foot from ChampionsGate Country Club Golf. More

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8105 Coconut Palm Way Unit 205 Kissimmee 3Beds

8105 Coconut Palm Way, Kissimmee, United States Show map

Located within 6 km of Disney's Blizzard Beach Water Park, the 3-bedroom 8105 Coconut Palm Way Unit 205 Kissimmee 3Beds Villa provides access to various tourist attractions in the vicinity. This… More

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4552Target Home

4552 Target Blvd, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 4552Target Home Kissimmee is located right near Lennar at Storey Lake and is suitable for up to 22 guests. Offering a Jacuzzi, this 9-bedroom holiday home is about… More

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Tuscana Resort Serene 2Br Condo With Resort Amenities

8020 Tuscany Way #6203, Davenport, Fl 33896, Kissimmee, United States Show map

Tuscana Resort Serene 2Br Condo With Resort Amenities Kissimmee villa entices active guests with access to a fitness centre and is located approximately a 10-minute ride from Indian Ridge. Offering… More

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Dluxx Dream Home 4 Bedr Near Disney World 3228

3228 Wish Ave, Kissimmee, United States Show map

Staying at the 4-bedroom Dluxx Dream Home 4 Bedr Near Disney World 3228 Kissimmee, guests can visit Orange Lake Legends, which is nearly a 25-minute walk away. More

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Patriots Breeze

1507 Fairview Circle, Kissimmee, United States Show map

Offering an aqua park, a patio, and a golf course for guests' leisure, Patriots Breeze Villa Kissimmee is situated about 4 km from Indian Ridge. This 4-bedroom holiday home offers an outdoor swimming… More

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Twin Palms Family Vacation Villa

1949 Nice Court, Kissimmee, United States Show map

Nestled 4.6 km from Ship Wreck Island Water Park, the 9-bedroom Twin Palms Family Vacation Villa Kissimmee is boasting an aqua park and a sunbathing terrace for guests' enjoyment. Located about 10… More

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Bch3071

3071 Beach Palm Avenue, Kissimmee, United States Show map

Bch3071 Villa Kissimmee, located merely a 5-minute walk from Paradise Palms Boulevard, can host up to 10 guests. Located 4.6 km from Mighty Jungle Golf, this 5-bedroom villa provides Wi-Fi and a car… More

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Le640X Liberty Brisa

7640 Excitement Drive, Kissimmee, United States Show map

Staying at the 5-bedroom Le640X Liberty Brisa Villa Kissimmee, guests can visit Indian Ridge, which is approximately 4 km away. This Kissimmee holiday home is suitable for up to 10 guests and… More

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Pool Townhouse Near To Disney - Bella Vida Resort

1031 Las Fuentes Drive, Kissimmee, United States Show map

The 3-bedroom Pool Townhouse Near To Disney - Bella Vida Resort Kissimmee villa provides easy access to various city attractions, such as lake berkley, situated approximately a 5-minute walk away. More

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Paradise Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8085Su

8085 Surf Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Paradise Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8085Su Kissimmee is located 5 minutes' walk from Splendid China and… More

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2086 Windsor 4Bd Family Home

2086 Rome Dr, Kissimmee, United States Show map

Situated in the West Kissimmee district, 10 minutes' drive from Emerald Island Boulevard, 2086 Windsor 4Bd Family Home Kissimmee comes with a swimming pool for guests to unwind. The 4-bedroom holiday… More

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Golf Course View 9 Bd 5 Bath Private Pool Spa 183

8856 Cabot Cliffs Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 9-bedroom Golf Course View 9 Bd 5 Bath Private Pool Spa 183 Kissimmee villa is suitable for up to 23 people and is located 3.5 km from Highlands Reserve… More

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Stunning Emerald Island Resort Vacation Home With Pool Spa And Access To Clubhouse

8593 La Isla Drive, Kissimmee, United States Show map

The 4-bedroom Stunning Emerald Island Resort Vacation Home With Pool Spa And Access To Clubhouse Kissimmee, located just 1.3 km from Emerald Island Boulevard, invites guests to relax in a Jacuzzi. More

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7 Bd 65 Ba Solara Resort 1999 Tp

1999 Tropical Palms Circle, Kissimmee, United States Show map

Located a 10-minute ride from Northeast Regional City Park, 7 Bd 6 Ba Solara Resort 1999 Tp Kissimmee villa offers a games room for guests' leisure. The 1-bedroom holiday home features a swimming… More

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12 Mi To Disney: Family Home W/ Resort Amenities!

2213 San Vittorino Cir 106, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom 12 Mi To Disney: Family Home W/ Resort Amenities! Kissimmee is suitable for up to 6 people and is located around 20 minutes' walk from Fun 'n Wheels… More

From US$ 141 Book Now

Wyndham Star Island Resort 1Br Apartment With Resort Access

Avenue Of The Stars 5000, Kissimmee, United States Show map

Situated approximately a 25-minute walk from the mile-long Kissimmee Go-Karts, the 1-bedroom Wyndham Star Island Resort 1Br Apartment With Resort Access Kissimmee villa offers guests to enjoy a hot… More

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Comfy Townhome | 8 Min To Disney!

4827 Memories Lane, Kissimmee, United States Show map

With a maximum capacity of 8 guests, the 4-bedroom Comfy Townhome | 8 Min To Disney! Kissimmee villa provides them with a swimming pool and access to such wellness attractions as Give Kids The World… More

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Kd800R Eagle Trace Monroe

800 Driving Range Court, Kissimmee, United States Show map

Nestled approximately a 25-minute walk from Indian Ridge, the 3-bedroom Kd800R Eagle Trace Monroe Villa Kissimmee is boasting an aqua park and a golf course for guests' enjoyment. Located 2.3 km from… More

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3 Bedrooms 35 Bathrooms Solara 1540 Cp

1540 Carey Palm Circle, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within 3 km of Northeast Regional City Park, the 3-bedroom 3 Bedrooms 35 Bathrooms Solara 1540 Cp Kissimmee villa comes with a swimming pool for… More

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5 Bed With Private Splash Pool! Townhouse

2190 Fleming Mist Pl, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, 2.7 km away, the 5-bedroom 5 Bed With Private Splash Pool! Townhouse Kissimmee villa offers an outdoor swimming pool. Located… More

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Superb 2Br With 2 Clubhouses & Private Game Room

Splash Shot Place 965, Kissimmee, United States Show map

The 2-bedroom Superb 2Br With 2 Clubhouses & Private Game Room Kissimmee villa entices active guests with access to a fitness suite and is located approximately a 10-minute ride from Highlands… More

From US$ 77 Book Now

Heated Pool Game Room Modern Resort Disneymagic

4706 Ainsdale Walk, Kissimmee, Fl 34746, Kissimmee, United States Show map

With a maximum capacity of 8 guests, the 4-bedroom Heated Pool Game Room Modern Resort Disneymagic Kissimmee villa provides them with an outdoor swimming pool and access to such wellness attractions… More

From US$ 176 Book Now

5Br Near Disney Townhome W/ Private Pool, Resort

3057 Beach Palm Avenue, Kissimmee, United States Show map

Located nearly 5 minutes' walk from Paradise Palms Boulevard, the 5-bedroom 5Br Near Disney Townhome W/ Private Pool, Resort Kissimmee villa offers quick access to various city attractions in the… More

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4 Bd 3 Ba Storey Lake 4383 Sl

4383 Scene Lane, Kissimmee, United States Show map

Hosting up to 12 guests, the 3-bedroom 4 Bd 3 Ba Storey Lake 4383 Sl Kissimmee villa offers a convenient location 3.7 km from sports attractions such as the mile-long Kissimmee Go-Karts. More

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Family Fun Tropical Home

2678 Emerald Island Blvd, Kissimmee, United States Show map

Located nearly a 10-minute drive from A World of Orchids, Family Fun Tropical Home Kissimmee boasts a heated pool with a Jacuzzi. Offering a convenient location in the West Kissimmee district of… More

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Pause Discover Something That Nourishes Your Soul

8900 Legacy Court, Kissimmee, United States Show map

Pause Discover Something That Nourishes Your Soul Kissimmee villa is located in the West Kissimmee district, a 15-minute drive from the 145 - foot Tree of Life Sculpture and features a year-round… More

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5 Bedrooms4 Bathrooms Storey Lake 4935 Wa

4935 Windermere Avenue, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom 5 Bedrooms4 Bathrooms Storey Lake 4935 Wa Kissimmee villa is suitable for up to 13 people and is located 3.6 km from Local amusement Theme Park. More

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2304 Silver Palms #205

2304 Silver Palms Dr, Kissimmee, United States Show map

The 3-bedroom 2304 Silver Palms #205 Kissimmee villa is located 4.8 km from Reunion Resort Water Park and welcomes its guests to enjoy bowling and mini golf. This accommodation hosts up to 7 guests… More

From US$ 129 Book Now

4393Mo Townhouse 5 Bedrooms 4 Bathrooms Pool

4393 Quote Street, Kissimmee, United States Show map

Offering an aqua park and a private pool for guests' leisure, 4393Mo Townhouse 5 Bedrooms 4 Bathrooms Pool Kissimmee villa is situated a 10-minute drive from Medieval Times Dinner & Tournament. More

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3151 Paradox #306

3151 Paradox Circle, Kissimmee, United States Show map

Offering an aqua park and water slides for guests' leisure, 3151 Paradox #306 Kissimmee villa is situated 3 km from the air mall "Lake Buena Vista Factory Stores". The 3-bedroom holiday home features… More

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Storey Lake 5Br Private Pool & 2 Ensuites

4826 Dedication Street, Kissimmee, United States Show map

During the stay at Storey Lake 5Br Private Pool & 2 Ensuites Kissimmee villa, guests can indulge in a Jacuzzi or visit Disney's Typhoon Lagoon Water Park, located 7 km away. Located a 10-minute ride… More

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Grh9471 - Storey Lake Resort - 4 Bed 3 Baths Townhome

4951 Windermere Avenue, Kissimmee, United States Show map

The 3-bedroom Grh9471 - Storey Lake Resort - 4 Bed 3 Baths Townhome Kissimmee villa accommodates up to 10 guests and offers a convenient location 3.6 km from shopping venues such as the air mall… More

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4 Bd35 Ba Windsor At Westside 8871 Gc

8871 Geneve Court, Kissimmee, United States Show map

Featuring a heated pool, 4 Bd35 Ba Windsor At Westside 8871 Gc Villa Kissimmee is suitable for up to 12 people and is located about 5 km from Orlando Tree Trek Adventure Amusement Park Zip Line. More

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Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome

2380 Caravelle Cir, Kissimmee, United States Show map

Suitable for 8 guests, Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome Kissimmee villa offers a location a 6-minute walk from Wat Florida Dhammaram Buddhist Monastery and features a terrace and… More

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8881 - Royal Oasis Retreat Luxurious Haven Near Disney World

8881 Qin Loop, Kissimmee, United States Show map

Offering a Jacuzzi and an indoor pool for a relaxing experience, 8881 - Royal Oasis Retreat Luxurious Haven Near Disney World Kissimmee villa is located a 25-minute walk from Rum Run. The 8-bedroom… More

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Luxury 5Bdr House Woth Pool - 8863

8863 Geneve Court, Kissimmee, United States Show map

The 5-bedroom Luxury 5Bdr House Woth Pool - 8863 Villa Kissimmee entices active guests with access to a sports complex and is located around a 10-minute ride from West Gate Flea Market. More

From US$ 192 Book Now

24-Guest House With Heated Pool Spa And Theater

4637 Target Boulevard, Kissimmee, United States Show map

Situated around 25 minutes' walk from the mile-long Kissimmee Go-Karts, the 9-bedroom 24-Guest House With Heated Pool Spa And Theater Kissimmee villa offers guests to enjoy an aqua park and a golf… More

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4 Bed Villa In Kissimmee, Orlando

4668 Prairie Point Blvd, Kissimmee, United States Show map

Offering a location about 25 minutes' walk from Kissimmee Sports Arena and Rodeo, the 4-bedroom 4 Bed Villa In Kissimmee, Orlando gives access to various tourist spots in the area. The property hosts… More

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Gorgeous Home With Hot Tub And Bbq Near Disney

4777 Ormond Beack Way, Kissimmee, United States Show map

Accommodating up to 6 guests, the 3-bedroom Gorgeous Home With Hot Tub And Bbq Near Disney Kissimmee is situated approximately 25 minutes' walk from renowned cultural sites such as Osceola County… More

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Family Home Boasting Entertainment For Everyone With A Pool

1900 Gobi Dr, Kissimmee, United States Show map

Located approximately a 10-minute ride from Ship Wreck Island Water Park, the 6-bedroom Family Home Boasting Entertainment For Everyone With A Pool Kissimmee boasts a heated pool with a Jacuzzi. More

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Modern Cozy 5 Beds Private Getaway!

331 Marquee Drive, Kissimmee, United States Show map

Modern Cozy 5 Beds Private Getaway! Villa Kissimmee is located about 10 minutes' drive from Saint Rose of Lima Catholic Church, giving access to various tourist spots nearby. More

From US$ 178 Book Now

Bahama Bay Resort 18702

702 New Providence Promenade, Kissimmee, United States Show map

Located 11 minutes' walk from Rum Run, Bahama Bay Resort 18702 Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 105 Book Now

Luxury Villa, Clubhouse, Pool, 15 Mins From Disney

8992 Rhodes Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Luxury Villa, Clubhouse, Pool, 15 Mins From Disney Kissimmee is suitable for up to 10 people and is located approximately a 25-minute walk from… More

From US$ 272 Book Now