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2026-06-08
2026-06-09
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Kissimmee holiday rentals

8946Ptd- The Retreat At Championsgate Home

8946 Play Through Dr., Kissimmee, United States View map

Welcome to 8946Ptd- The Retreat At Championsgate Home, a serene oasis nestled just 29 kilometers from the vibrant atmosphere of Kissimmee. This exquisite retreat offers an unparalleled blend of… More

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Orlando Family Stay - Pool Clubhouse

5364 Diplomat Ct, Kissimmee, United States View map

Orlando Family Stay - Pool Clubhouse Kissimmee villa is located a 10-minute drive from the Gaylord Palms Resort & Convention Center and provides a heated swimming pool, ensuring a relaxing stay. More

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4 Mi To Disney! Family Townhome W/ Pool Access

5318 Paradise Cay Cir Unit 1, Kissimmee, United States View map

Situated 7 km from the film-centric theme park "Disney's Hollywood Studios", 4 Mi To Disney! Family Townhome With Pool Access Kissimmee villa invites guests to relax at a patio. More

From US$ 118 Book Now

Cozy Villa 08 Bedroomspoolgame Room

8537 La Isla Dr, Kissimmee, United States View map

Cozy Villa 08 Bedroomspoolgame Room Kissimmee is located 7 km from Disney's Blizzard Beach Water Park and provides pool for active guests. Nestled in the West Kissimmee district, the holiday home… More

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Seven Eagles Orchid

1302 Seven Eagles Ct., Kissimmee, United States View map

Discover a serene escape at the Seven Eagles Orchid Villa, a luxurious retreat nestled just 22 km from the bustling heart of Kissimmee. This enchanting sanctuary offers a harmonious blend of comfort… More

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8135 Sun Palm

8135 Sun Palm Drive, Kissimmee, United States View map

**Experience the Comfort of 8135 Sun Palm Villa Kissimmee** Nestled just 28 km from the vibrant heart of Kissimmee, 8135 Sun Palm Villa offers a tranquil retreat for families and travelers alike. More

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Seven Eagles Seychelles

1333 Seven Eagles, Kissimmee, United States View map

Nestled in the picturesque landscapes of Kissimmee, the Seven Eagles Seychelles offers a serene escape with its stunning vistas and inviting ambiance, just a 40-minute drive from the bustling… More

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Grh14420 - Champions Gate Resort - 4 Bed 3 Baths Townhome

1164 Challenge Dr, Kissimmee, United States View map

Grh14420 - Champions Gate Resort - 4 Bed 3 Baths Townhome Kissimmee villa entices active guests with access to a fitness studio and is located about a 10-minute drive from Highlands Reserve Boulevard… More

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Orlando Vacation Home Near Disney

8515 Crystal Cove Loop, Kissimmee, United States View map

**Welcome to Orlando Vacation Home Near Disney**, your perfect sanctuary just a stone's throw from the enchantment of the world-renowned theme parks. Ideally located, this appealing retreat is a mere… More

From US$ 688 Book Now

A Peaceful Orlando Escape, Nature, Comfort & Disney Nearby Emi101

8517 Crystal Cove Loop, Kissimmee, United States View map

A Peaceful Orlando Escape, Nature, Comfort & Disney Nearby Emi101 Kissimmee villa offers proximity to nearby tourist spots, such as the Windsor Hills, situated 25 minutes' walk away. Offering a car… More

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Beautiful And Cozy At Veranda Palms

2508 Sunset Dr, Kissimmee, United States View map

Welcome to Beautiful And Cozy At Veranda Palms, an enchanting retreat situated just 8 km from the vibrant heart of Kissimmee. This delightful haven seamlessly blends modern comfort with a welcoming… More

From US$ 807 Book Now

Champion Gate Townhome

783 Ocean Course Avenue, Kissimmee, United States View map

Located around 10 minutes' drive from Highlands Reserve Boulevard, Champion Gate Townhome Kissimmee villa features an outdoor swimming pool, a hot tub and a sauna, ensuring a relaxing stay. Featuring… More

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

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

Located about 2 km from the Plaza del Sol Mall, the 2-bedroom 12 Mi To Disney Family Home With Resort Amenities! Kissimmee features a swimming pool, a Jacuzzi, ensuring a relaxing stay. More

From US$ 141 Book Now

Windsor Palms Gem: Stylish And Fully Equipped

Butterfly Palm Way 2303, Kissimmee, United States View map

Discover the luxurious allure of the Windsor Palms Gem: Stylish And Fully Equipped, a captivating retreat located just a short drive from Kissimmee, nestled in the heart of Florida's vibrant… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw38

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw38 Kissimmee villa is located nearly a 10-minute ride from Polo Park Golf Course and allows guests to enjoy cycling. More

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Bch3027

3027 Beach Palm Avenue, Kissimmee, United States View map

**Welcome to Bch3027 Villa, a serene oasis nestled just 34 kilometers from the vibrant heart of Kissimmee.** This exquisite destination boasts an ideal blend of comfort and luxury, making it the… More

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Cozy Home In The Best Location Of Orlando

4400 Le Reve Ct, Kissimmee, United States View map

Located 2.9 km from Capone's Dinner and Show, the 3-bedroom Cozy Home In The Best Location Of Orlando Kissimmee gives access to various tourist sites in the vicinity. More

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5 Mi To Disney! Family Getaway W/ Poolside Oasis

8607 Tudor Ct, Kissimmee, United States View map

The 3-bedroom 5 Mi To Disney! Family Getaway W/ Poolside Oasis Kissimmee villa is located 6 km from the Pandora and provides a Jacuzzi. Offering free private parking as well as Wi-Fi, the holiday… More

From US$ 430 Book Now

Stylish Home At Amazing Resort! Sla103

2162 Fleming Mist Place, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 4-bedroom Stylish Home At Amazing Resort! Sla103 Kissimmee is located about a 25-minute stroll from Highlands Reserve GC. More

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Luxury Stay W/ Pool, Game Room & More!

2301 Luxor Dr, Kissimmee, United States View map

The 6-bedroom Luxury Stay W/ Pool, Game Room & More! Kissimmee villa is located about 25 minutes' walk from Northeast Regional City Park and provides a Jacuzzi. The property features opportunities… More

From US$ 1027 Book Now

Spacious Disney-Area Home With Private Pool

2616 Calistoga Ave, Kissimmee, Fl 34741, Usa, Kissimmee, United States View map

Located 2.9 km from Kissimmee Korners Shopping Center, Spacious Disney-Area Home With Private Pool Kissimmee gives access to various tourist sites in the vicinity. More

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Super Deal - Brand New Themed 9Br Home Near Disney

4450 Monado Drive, Kissimmee, United States View map

Nestled just a short 10-minute drive from Kissimmee, Super Deal - Brand New Themed 9Br Home Near Disney offers an enchanting haven ideally situated for those seeking adventure in the vibrant pulse of… More

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1909 Tropical Palms

1909 Tropical Palms Circle, Kissimmee, United States View map

**Welcome to 1909 Tropical Palms Villa, where relaxation meets adventure in the heart of Kissimmee.** Situated just 32 kilometers from the vibrant attractions of Kissimmee, and a mere 50 kilometers… More

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Storey Lake Getaway Pool Spa Theater

4550 Narrative Ln, Kissimmee, United States View map

The 5-bedroom Storey Lake Getaway Pool Spa Theater Kissimmee villa is located merely 1.4 km from the miniature Congo River Golf and provides cycling, pool, and fishing for active guests. Offering a… More

From US$ 260 Book Now

Emt9000

9000 Egret Mills Terrace, Kissimmee, United States View map

Welcome to Emt9000 Villa, an exquisite oasis nestled just a short 60-minute ride from the vibrant Kissimmee, Florida. This picturesque retreat offers a perfect blend of modern comfort and Southern… More

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Family Pool Villa I Near Disney I 2 Free Clubhouses

4772 Kings Castle Circle, Kissimmee, United States View map

Family Pool Villa I Near Disney I 2 Free Clubhouses Kissimmee entices active guests with access to a fitness club and is located within 10 minutes' drive of the Old Town. More

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Last Minute Disney Getaway Townhouse With Private Pool. Book Now 55775

4208 Paragraph Drive, Kissimmee, United States View map

Offering a treatment room and a hot tub for a relaxing experience, Last Minute Disney Getaway Townhouse With Private Pool. Book Now 55775 Kissimmee villa is located 10 minutes' drive from Shingle… More

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15 Bedrooms15.5 Bathroomsveranda Palms 2521Sd

2521 Shanti Drive, Kissimmee, United States View map

Located within 25 minutes' walk of Osceola County, 15 Bedrooms155 Bathroomsveranda Palms 2521Sd Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Townhome 4Q Storey Lake C/ Piscina Privada

2959 Penelope Loop, Kissimmee, United States View map

The 3-bedroom Townhome 4Q Storey Lake C/ Piscina Privada Kissimmee villa offers proximity to nearby tourist spots, such as the Falcon's Fire Golf Course, situated around 6 km away. More

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1848Aa Townhouse 5 Bed/4.5 Ba

1848 Tropical Palms Cir, Kissimmee, United States View map

Welcome to the 1848Aa Townhouse, a luxurious retreat nestled just 32 kilometers away from the vibrant heart of Kissimmee, Florida. This inviting 5-bedroom, 4.5-bathroom villa perfectly blends comfort… More

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Villa 3Q C/ Acesso Ao Resort - Perto Da Disney

875 875 Ocean Course Avenue, Kissimmee, United States View map

Situated 2.6 km from ChampionsGate Golf Club, Villa 3Q C/ Acesso Ao Resort - Perto Da Disney Kissimmee provides access to numerous tourist attractions in the area. More

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Resort Condo Near Disney Free Waterpark 3120

3120 Paradox Circle, Kissimmee, United States View map

The 2-bedroom Resort Condo Near Disney Free Waterpark 3120 Kissimmee villa is situated in close proximity to Lennar at Storey Lake and provides a hot tub, ensuring a relaxing stay. Featuring access… More

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Luxury Resort Home With Themed Rooms, Air Hockey, Pool Table, Pool And Hot Tub

1217 Challenge Drive, Kissimmee, United States View map

Situated nearly 5 minutes' walk from the ChampionsGate Country Club Golf, Luxury Resort Home With Themed Rooms, Air Hockey, Pool Table, Pool And Hot Tub Kissimmee offers easy access to numerous… More

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4169 Paragraph

4169 Paragraph Drive, Kissimmee, United States View map

**Welcome to 4169 Paragraph Kissimmee**, a contemporary retreat nestled just 10 kilometers from the vibrant heart of Kissimmee. This exquisite destination is also conveniently situated 40 kilometers… More

From US$ 571 Book Now

Lakeview 10Br Home Pool/Spa Game Room Disney Theme

2913 Protagonist Street, Kissimmee, United States View map

During the stay at the 5-bedroom Lakeview 10Br Home Pool/Spa Game Room Disney Theme Kissimmee, guests can indulge in cycling, table tennis, and pool or visit the air mall "Lake Buena Vista Factory… More

From US$ 871 Book Now

Bliss Retreat - Private Pool/Spa And 24/7 Support

9008 Flamingo Key Way, Kissimmee, United States View map

Bliss Retreat Villa Kissimmee is located a 25-minute walk from Highlands Reserve GC and invites guests to enjoy a patio. The availability of a hot tub ensures a relaxing getaway in the West Kissimmee… More

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7660 Comrow #303

7660 Comrow Street, Kissimmee, United States View map

**Welcome to 7660 Comrow #303 Villa Kissimmee**, a charming retreat nestled in the enchanting town of Celebration, a meticulously crafted community by the Walt Disney Company. Just a stone's throw… More

From US$ 210 Book Now

Townhouse W Patio & Game Room Near Magic Kingdom

875 Assembly Court, Kissimmee, United States View map

Staying at Townhouse W Patio & Game Room Near Magic Kingdom Kissimmee villa, guests can visit Orlando Tree Trek Adventure Amusement Park Zip Line, which is approximately a 25-minute walk away. More

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Upstay - Lively Mansion W Pool Theater Games

Ballo Drive 311, Kissimmee, United States View map

During the stay at Upstay - Lively Mansion W Pool Theater Games Kissimmee villa, guests can indulge in an indoor pool or visit the family-friendly Kissimmee Go-Karts, located 3.1 km away. More

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Luxury 3-Bed Condo In Storey Lake Resort - 3131

3131 Paradox Cir, Unit 101, Kissimmee, United States View map

Welcome to the Luxury 3-Bed Condo in Storey Lake Resort - 3131, an idyllic retreat for those seeking comfort and elegance in Kissimmee. Located just a short 20-minute drive from the vibrant heart of… More

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Nrl4543

4543 Narrative Lane, Kissimmee, United States View map

**Set in the heart of Florida, the Nrl4543 Villa Kissimmee offers a perfect blend of luxury and comfort, just 11 km from the vibrant attractions of Kissimmee. This inviting property is designed for… More

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Cute And Cozy 4Bed Townhome Venetian Bay-2200Scd

San Christabolo Drive 2200, Kissimmee, United States View map

**Welcome to the Charming Venetian Bay Retreat** Nestled in the heart of Kissimmee, the Cute And Cozy 4Bed Townhome Venetian Bay-2200Scd offers an inviting escape that captures the essence of… More

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Sunset Hideaway Sleeps 20 Ww106

8836 Rhodes St, Kissimmee, United States View map

**Discover Sunset Hideaway Sleeps 20 WW106**, an exceptional retreat located a mere 32 kilometers from the charming town of Kissimmee. This lavish escape is ideally situated for guests seeking… More

From US$ 799 Book Now

Beatiful Disney Home Private Pool And Water Park

8915 Sydney Ave, Kissimmee, United States View map

Situated in the West Kissimmee district, around 10 minutes' drive from Highlands Reserve GC, Charming 8 Milles Disney Haven -Private Pool 8915 Kissimmee villa comes with an indoor pool for guests to… More

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Beautiful Home With Private Pool And Space For The Whole Family

9075 Sunshine Ridge Loop, Kissimmee, United States View map

Staying at Beautiful Home With Private Pool And Space For The Whole Family Kissimmee, guests can visit Highlands Reserve GC, which is nearly a 25-minute stroll away. More

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Go03 - Champions Gate

8986 Cabot Cliffs Dr, Kissimmee, United States View map

Situated amidst the stunning surroundings of Orlando, Go03 - Champions Gate offers a serene retreat just 29 km from the vibrant city of Kissimmee. This exquisite haven features a range of upscale… More

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6Br Mansion - Family Resort - Private Pool, Bbq And Games!

Monado Drive 4505, Kissimmee, United States View map

**Welcome to 6Br Mansion - Family Resort - Private Pool, BBQ and Games!** Nestled in a serene residential area, this splendid retreat offers a blend of comfort and entertainment just 15 km from the… More

From US$ 157 Book Now

Family Theme Park Hub W/ Pool In Kissimmee

5002 Laguna Bay Cir Unit 6, Kissimmee, United States View map

Family Theme Park Hub With Pool In Kissimmee Apartment villa is located nearly 25 minutes' walk from the Museum of Military History and provides a hot tub. More

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2989 - Flamingo Farmhouse

2989 Sunset Vista Blvd, Kissimmee, United States View map

2989 - Flamingo Farmhouse Kissimmee villa is located in the West Kissimmee district, 5 minutes by car from The Legends Golf Course and features a private swimming pool as well as views of the lake. More

From US$ 405 Book Now

Bright Chic 7 Bdrm Oasis With Private Pool And Spa At Reunion

944 Golden Bear Dr, Kissimmee, United States View map

**Welcome to Bright Chic 7 Bdrm Oasis With Private Pool and Spa at Reunion**, a luxurious retreat nestled just 45 kilometers from Orlando International Airport and a mere 23 kilometers away from the… More

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