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2026-11-07
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Holiday Homes in Kissimmee

6Br House With Game Room Near Disney Area

2327 Calm Shr Wy, Kissimmee, Fl 34741, Usa, Kissimmee, United States Show map

The 6-bedroom 6Br House With Game Room Near Disney Area Kissimmee villa hosts up to 16 guests and is nestled within 25 minutes' walk of natural sites such as Northeast Regional City Park. Located 4.5… More

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Magical Themed Home Potter Peter Pan 3Mi Disney

3136 Yellow Lantana Lane, Kissimmee, United States Show map

The 3-bedroom Magical Themed Home Potter Peter Pan 3Mi Disney Kissimmee entices active guests with access to a fitness centre and is located nearly a 25-minute stroll from The Legends Golf Course. More

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Awesome Townhouse In The Hub

3206 Sustainable Way, Kissimmee, United States Show map

Nestled a 10-minute drive from Emerald Island Boulevard, Awesome Townhouse In The Hub Villa Kissimmee entices guests to explore various tourist destinations nearby. Offering a private parking lot as… More

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Limited-Time Special Discounts | Spacious Home W/ Pool And Resort Amenities

2011 Majorca Dr, Kissimmee, United States Show map

During the stay at Limited-Time Special Discounts | Spacious Home W/ Pool And Resort Amenities Kissimmee, guests can indulge in canyoning, mini golf, and cycling or visit Northeast Regional City Park… More

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Championsgate 5Br Pool, Spa & Resort Water Park

8948 Takeaway Way, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom Championsgate 5Br Pool, Spa & Resort Water Park Kissimmee villa is suitable for up to 12 people and is located 4.2 km from Tuscan Hills Boulevard. Offering a… More

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Storey Lake Resort Villa | Pool & Resort Fun

2874 Stanza Ct., Kissimmee, United States Show map

Staying at the 8-bedroom Storey Lake Resort Villa | Pool & Resort Fun Kissimmee, guests can easily reach Fantasy Surf, located approximately a 25-minute walk away. This Kissimmee holiday home is… More

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Cozy Home

2626 Einwood Dr, Kissimmee, United States Show map

Offering a location 4.3 km from The Green Barn on the Lake, Cozy Home Kissimmee gives access to various tourist spots in the area. More

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Island Time Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8040Su

8040 Surf Street, Kissimmee, United States Show map

Suitable for 6 guests, Island Time Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8040Su Kissimmee offers a location a 6-minute walk from Splendid China and… More

From US$ 240 Book Now

Dog-Friendly Condo With Balcony, Pool, W/D, Fast Wifi, Gym, Children'S Pool, Ac

1375 Tuscana Lane, Kissimmee, United States Show map

Dog-Friendly Condo With Balcony, Pool, W/D, Fast Wifi, Gym, Children'S Pool, Ac Kissimmee villa is located a 17-minute walk from Champions Gate Downtown Shopping Center and provides a year-round… More

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Family Oasis Volley , Pool , Tennis , Near Disney

1118 Park Ridge Circle, Kissimmee, United States Show map

Nestled a 5-minute drive from Osceola County Welcome Center and History Museum, Family Oasis Volley, Pool, Tennis, Near Disney Kissimmee villa entices guests to explore various tourist destinations… More

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8908 Cc - 6Br Luxury Home: Private Pool

8908 Cabot Cliffs Dr, Kissimmee, United States Show map

Offering a Jacuzzi and an indoor pool for a relaxing experience, 8908 Cc - 6Br Luxury Home: Private Pool Kissimmee is located a 10-minute drive from Rum Run. The 6-bedroom villa features… More

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Home With Splash Pool At Le Reve Near Disney 08

4408 Le Reve Court, Kissimmee, United States Show map

The 4-bedroom Home With Splash Pool At Le Reve Near Disney 08 Kissimmee hosts up to 8 guests and provides proximity to Give Kids The World Village Resort, situated merely 0.7 km away. Providing… More

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Vacation Usa Ltd.

Highway 192 And Poinciana Boulevard, Kissimmee, United States Show map

Offering a location 2.8 km from Fun 'n Wheels Family Fun Parks, Vacation Usa Ltd. Hotel Kissimmee gives access to various tourist spots in the area. More

From US$ 132 Book Now

Blue Skies Above

9030 Rhodes Street, Kissimmee, United States Show map

Featuring a swimming pool, the 6-bedroom Blue Skies Above Kissimmee villa is suitable for up to 14 people and is located 2.8 km from Rum Run. Providing guests with Wi-Fi and a car park, the holiday… More

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Fabulous New Decor, Near Dis, Fireplace, Star Wars Children'S Br, Next To Pool, Low Rates!

8709 Rockingham Terrace C, Kissimmee, United States Show map

Situated 4.8 km from the 145-foot Tree of Life Sculpture, the 3-bedroom Fabulous New Decor, Near Dis, Fireplace, Star Wars Children'S Br, Next To Pool, Low Rates! Kissimmee villa offers guests to… More

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22 Mi To Disney: Kissimmee Home W/ Pool & Hot Tub

2736 Portchester Ct, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 5-bedroom 22 Mi To Disney: Kissimmee Home W/ Pool & Hot Tub is located only 1.2 km from Gateway Baptist Church. More

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Beautiful Townhouse Near Disney

3228 Tranquil Trail, Kissimmee, United States Show map

Beautiful Townhouse Near Disney Kissimmee villa is located approximately 10 minutes by car from Rum Run, giving access to various tourist spots nearby. More

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Inviting 3-Bedroom Oasis On Top Floor

910 Gran Bahama Boulevard, Kissimmee, United States Show map

During the stay at Inviting 3-Bedroom Oasis On Top Floor Kissimmee villa, guests can indulge in fisheries or visit Northeast Regional City Park, located 3.5 km away. The 3-bedroom holiday home boasts… More

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Cvt1712

1712 Caribbean View Terrace, Kissimmee, United States Show map

Staying at the 6-bedroom Cvt1712 Villa Kissimmee, guests can visit Emerald Island Boulevard, which is around 10 minutes away by car. Offering parking as well as Wi-Fi, the holiday home is situated in… More

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Charming Disney Area Getaway With Pool

2387 Silver Palm Drive, Kissimmee, United States Show map

Situated in the Windsor Palms district of Kissimmee, within 3 km of Mighty Jungle Golf, the 3-bedroom Charming Disney Area Getaway With Pool Kissimmee villa comes with a year-round outdoor pool for… More

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Themed Rooms 4 Bd 3 Ba Storey Lake - 3083 Pp

3083 Pequod Place, Kissimmee, United States Show map

Featuring a swimming pool, Themed Rooms 4 Bd 3 Ba Storey Lake - 3083 Pp Kissimmee villa is suitable for up to 8 people and is located a 10-minute ride from the outlet mall "Lake Buena Vista Factory… More

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Huge Family Home! Sleeps 26!

2452 Rama Dr, Kissimmee, United States Show map

With a maximum capacity of 28 guests, the 12-bedroom Huge Family Home! Sleeps 26! Kissimmee provides them with an outdoor swimming pool and access to such wellness attractions as Give Kids The World… More

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3 Bd 2 Ba Lucaya Village 22-102

5368 Diplomat Ct, Kissimmee, United States Show map

Hosting up to 8 guests, the 3-bedroom 3 Bd 2 Ba Lucaya Village 22-102 Kissimmee villa offers a convenient location only 1.3 km from sports attractions such as Falcon's Fire Golf Course. Situated in… More

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Villa Moderno

1463 Fairview Circle, Kissimmee, United States Show map

Positioned around 25 minutes' walk from bustling shopping destinations such as Champions Gate Downtown Shopping Center, the 6-bedroom Villa Moderno Kissimmee offers guests to use a car park. The… More

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Pool Access, 7 Mi To Disney: Family Getaway!

138 Jerica Ln, Kissimmee, United States Show map

Staying at the 5-bedroom Pool Access, 7 Mi To Disney: Family Getaway! Kissimmee villa, guests can visit Northeast Regional City Park, which is just 1 km away. Offering private car parking as well as… More

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3 Bedroom 3 Bathroom Encantada Resort 8515 Bl

8515 Bay Lilly Loop, Kissimmee, United States Show map

Situated 3.9 km from Northeast Regional City Park, the 3-bedroom 3 Bedroom 3 Bathroom Encantada Resort 8515 Bl Kissimmee villa is suitable for 8 guests and provides a swimming pool for additional… More

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4 Bd 3 Ba Storey Lake 2893 Ss

2893 Simile Street, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 4-bedroom 4 Bd 3 Ba Storey Lake 2893 Ss Kissimmee villa is located within a 3-km distance of Give Kids The World Village Resort. More

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Near Disney 5Bd Cozy Apt At Spectrum At Reunion

7740 Sandy Ridge Drive, Kissimmee, United States Show map

Located approximately 10 minutes' drive from Watson Golf Course, Near Disney 5Bd Cozy Apt At Spectrum At Reunion Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Amplo Townhome 4 Quartos Com Piscina Privativa

4853 Clock Tower Dr, Kissimmee, United States Show map

Positioned 3.1 km from bustling shopping destinations such as the air mall "Lake Buena Vista Factory Stores", the 4-bedroom Amplo Townhome 4 Quartos Com Piscina Privativa Kissimmee villa offers… More

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Francheska'S Villa: Private Pool/Spa, 24/7 Support

9211 Sommerset Hills Drive, Kissimmee, United States Show map

During the stay at the 6-bedroom Francheska'S Villa: Private Pool/Spa, 24/7 Support Kissimmee, guests can indulge in a Jacuzzi or visit Rum Run, located 4.8 km away. This holiday home features… More

From US$ 405 Book Now

Stylish Townhouse With A Private Pool & Lanai Plus Clubhouse Amenities

4800 Brier Rose Lane, Kissimmee, United States Show map

During the stay at Stylish Townhouse With A Private Pool & Lanai Plus Clubhouse Amenities Kissimmee villa, guests can indulge in a Jacuzzi or visit Disney's Typhoon Lagoon Water Park, located 6 km… More

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Hosted By Pierre

60 Cordona Drive, Kissimmee, United States Show map

Located within a 15-minute drive of Osceola Schools Environmental Study Center, the 1-bedroom Hosted By Pierre Villa Kissimmee has a swimming pool and is ideal for up to 4 guests. More

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Kissimmee Retreat 4Br House Pool & Games

2626 Ham Brown Road, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Kissimmee Retreat 4Br House Pool & Games Villa is suitable for up to 8 people and is located 4.1 km from Forgotten Citrus Center Monument #2. More

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Le504D Liberty Sky

1504 Euston Drive, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, Le504D Liberty Sky Villa Kissimmee is situated a 15-minute drive from Corpus Christi Catholic Church. Located 2 km from Arnold Palmer Golf… More

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Villa Hakuna Matata- Lucaya Village Resort

5352 Diplomat Ct  Bld 12 - Unit 105, Kissimmee, United States Show map

Located about a 5-minute walk from Clerk Of The Court, the 3-bedroom Villa Hakuna Matata- Lucaya Village Resort Kissimmee provides guests with a hot tub. Located approximately 6 km from Medieval… More

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2 Bd 25 Ba Encantada Resort 3064 Yl

3064 Yellow Lantana Lane, Kissimmee, United States Show map

Offering a location approximately 20 minutes' walk from Emerald Island Boulevard, the 1-bedroom 2 Bd 25 Ba Encantada Resort 3064 Yl Kissimmee villa gives access to various tourist spots in the area. More

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3Br Retreat At Championsgate Near Disney

703 Ocean Course Ave, Kissimmee, United States Show map

Situated 4.9 km from Orlando Tree Trek Adventure Amusement Park Zip Line, 3Br Retreat At Championsgate Near Disney Kissimmee villa entices guests to explore various tourist attractions in the area. More

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4 Bd 3 Ba Storey Lake 4295 Pd

4295 Paragraph Drive, Kissimmee, United States Show map

Featuring a heated pool, 4 Bd 3 Ba Storey Lake 4295 Pd Kissimmee villa is suitable for up to 8 people and is located 7 km from Old Town Shopping Mall. More

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Luxury 3 Bedroom 2 Bath Condo Home 241

1133 Challenge Dr, Kissimmee, United States Show map

Nestled a 10-minute drive from Tuscan Hills Boulevard, Luxury 3 Bedroom 2 Bath Condo Home 241 Kissimmee entices guests to explore various tourist destinations nearby. More

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The Ultimate Disney Experience Plus More!

7400 Soiree Way, Kissimmee, United States Show map

The 5-bedroom The Ultimate Disney Experience Plus More! Kissimmee villa accommodates up to 12 guests and offers a convenient location nearly a 15-minute ride from such places of worship as Corpus… More

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Spacious Home With Private Pool & Resort Amenities - 5 Miles From Disney World

8506 Sunrise Key Drive, Kissimmee, United States Show map

Situated approximately 6 km from Disney's Blizzard Beach Water Park, the 4-bedroom Spacious Home With Private Pool & Resort Amenities - 5 Miles From Disney World Kissimmee offers a Jacuzzi for… More

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8814 Geneve Ct Kissimmee 4 Bed

8814 Geneve Court, Kissimmee, United States Show map

The 4-bedroom 8814 Geneve Ct Kissimmee 4 Bed Villa hosts up to 8 guests and is nestled within a 5-km distance of natural sites such as Ship Wreck Island Water Park. Located approximately a 10-minute… More

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Tropical Lake View Retreat

1769 Tropical Palms Circle, Kissimmee, United States Show map

Situated nearly a 10-minute ride from ChampionsGate Golf Club, the 9-bedroom Tropical Lake View Retreat Kissimmee villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in. Offering a… More

From US$ 560 Book Now

7 Bd 55 Ba Windsor At Westside - 1913 Nc

1913 Nice Court, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately a 10-minute ride from Highlands Reserve Boulevard, the 3-bedroom 7 Bd 55 Ba Windsor At Westside 1913 Nc Villa Kissimmee comes with… More

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3 Themed Brs - Heated Pool Spa & Kids Playroom

8968 Takeaway Way, Kissimmee, United States Show map

Nestled 4.2 km from Tuscan Hills Boulevard, 3 Themed Brs - Heated Pool Spa & Kids Playroom Kissimmee villa is boasting a wellness centre and a private pool for guests' enjoyment. Located about 15… More

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Emerald Escape

2806 Lido Key Court, Kissimmee, United States Show map

The 6-bedroom Emerald Escape Kissimmee villa is located within a 4-km distance of Orange Lake Legends and allows guests to enjoy snorkelling, hiking, and horseback riding. Offering a convenient… More

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Heritage Crossing Jewel

1599 Heritage Crossing, Kissimmee, United States Show map

Located approximately a 20-minute walk from Watson Golf Course, the 3-bedroom Heritage Crossing Jewel Kissimmee villa features an outdoor swimming pool, a Jacuzzi, ensuring a relaxing stay. More

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Venetian Bay Resort

2205 San Vittorino Circle, Kissimmee, United States Show map

Situated about a 10-minute drive from Medieval Times Dinner & Tournament, Venetian Bay Resort Kissimmee villa entices guests to explore various tourist attractions in the area. More

From US$ 143 Book Now

Villa Perez Heated Mickey Pool Near Disney

8077 Roaring Creek Court, Kissimmee, United States Show map

The 1-bedroom Villa Perez Heated Mickey Pool Near Disney Kissimmee can host up to 10 guests and is situated around a 10-minute ride from family venues such as Orlando Tree Trek Adventure Amusement… More

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Royal Palm Oasis

1953 Nice Ct, Kissimmee, Fl 34747, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately 10 minutes' drive from Northeast Regional City Park, Royal Palm Oasis Villa Kissimmee comes with a heated pool for guests to unwind. More

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