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2026-06-08
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Vacation Rentals in Kissimmee

Upscale Condo With Pool Table Near Disney With Resort & Waterpark Access - B38-214

7760 Sandy Ridge Drive, B38 #214, Kissimmee, United States View map

The 251 m² Upscale Condo With Pool Table Near Disney With Resort & Waterpark Access - B38-214 Kissimmee is located 10 minutes by car from the Windsor Hills and 4.5 km from the A World of Orchids. 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

3121-207 Resort Lake View Disney Universal Orlando

3121 Paradox Circle Apt 207, Kissimmee, United States View map

Situated about a 10-minute drive from Give Kids The World Village Resort, the spacious 116 m² 3121-207 Resort Lake View Disney Universal Orlando Kissimmee also boasts easy access to Kissimmee train… More

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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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Homey Condo With Pool Table Near Disney & Waterpark Access - B8-234

7740 Sandy Ridge Drive, B8 #234, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the spacious 248 m² Homey Condo With Pool Table Near Disney & Waterpark Access - B8-234 Kissimmee, which is 3.5 km from Arnold Palmer Golf Course and… More

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Vacation Fun Spot! Top Floor! Perfect For Families And Golfers!

1351 Tuscan Terrace 8404, Kissimmee, United States View map

Welcome to Vacation Fun Spot! Top Floor! Perfect For Families And Golfers! In Kissimmee, where relaxation meets adventure. This vibrant retreat is a haven for families and golf enthusiasts alike… More

From US$ 124 Book Now

Ev8950 - Paradise Oasis Villa

8950 California Palm Road, Kissimmee, United States View map

Situated 2.1 km from the Rum Run, Ev8950 - Paradise Oasis Villa Kissimmee provides access to numerous tourist attractions in the area. More

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Beautiful Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2933Cs

2933 Caribbean Soul Dr, Orlando, United States View map

Staying at the 3-bedroom Beautiful Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2933Cs Kissimmee, guests can easily reach the A World of Orchids, located approximately… More

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Five Star Home Private Pool & Jaccuzzi*Free Wi-Fi*

8582 Sunrise Key Drive, Kissimmee, United States View map

Nestled just 33 kilometers from the vibrant heart of Kissimmee, the Five Star Home Private Pool & Jaccuzzi*Free Wi-Fi* offers a luxurious escape that combines tranquility with accessibility to… 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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4Br Luxury Villa Private Pool & Slide Disney

8419 Blue Lagoon Drive, Kissimmee, United States View map

Situated in close proximity to the Emerald Island Boulevard, 4Br Luxury Villa Private Pool & Slide Disney Kissimmee offers guests to relax by an outdoor swimming pool. Located 3.1 km from the A World… More

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Casa 9Q No Storey Lake C/ Piscina Cinema E Games

2721 Bookmark Dr, Kissimmee, United States View map

Staying at Casa 9Q No Storey Lake C/ Piscina Cinema E Games Kissimmee, guests can easily reach Medieval Times Dinner & Tournament, located about a 10-minute drive away. This Kissimmee villa offers… 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

Townhouse 4Q No Storey Lake C/ Piscina

5025 5025 Windermere Avenue, Kissimmee, United States View map

Townhouse 4Q No Storey Lake C/ Piscina Kissimmee villa is located 3.9 km from the creative Mortem Manor Haunted Attraction, giving access to various tourist spots nearby. More

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Lovely Villa Near Disney With Margaritaville Resort Access - 3124Cs

3124 Caribbean Soul Dr., Kissimmee, United States View map

Situated 4.2 km from Disney's Blizzard Beach Water Park, Lovely Villa Near Disney With Margaritaville Resort Access - 3124Cs Orlando entices guests to explore various tourist attractions in the area. More

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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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5 Star Condo On Reunion Resort And Spa Orlando Condo 5162

7503 Mourning Dove Cir, Building N, Unit #301, Kissimmee, United States View map

Nestled within the luxurious Reunion Resort and Spa, the 5 Star Condo On Reunion Resort and Spa Orlando Condo 5162 offers guests an unparalleled escape just a 40-minute drive from Kissimmee and… 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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Arnold Palmer Legacy Golf Course Views, 3 Bed, 2,5 Bath Townhouse, 1037

7657 Heritage Crossing Way - Bldg L, Kissimmee, United States View map

The spacious 192 m² Arnold Palmer Legacy Golf Course Views, 3 Bed, 2,5 Bath Townhouse, 1037 Kissimmee is located just 1.4 km from Arnold Palmer Golf Course and offers Wi-Fi for either business or… 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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Warm & Welcoming Condo Near Disney And Resort & Waterpark Access - B47-125

7740 Sandy Ridge Drive, B47 #125, Kissimmee, United States View map

The spacious 165 m² Warm & Welcoming Condo Near Disney And Resort & Waterpark Access - B47-125 Kissimmee is only 550 metres from the Reunion Resort Water Park and welcomes guests with a Jacuzzi. More

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Wp8167Spd - Spacious 6-Bed Oasis With Pool Near Disney

8167 Sun Palm Dr, Kissimmee, United States View map

Wp8167Spd - Spacious 6-Bed Oasis With Pool Near Disney Kissimmee villa offers proximity to nearby tourist spots, such as the 220-acre multi-purpose ESPN Wide World of Sports Complex, situated about 7… 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

2722 Club Cortile Unit B 3Bed

2722 Club Cortile Circle, Kissimmee, United States View map

Positioned in the enchanting surroundings of Kissimmee, the 2722 Club Cortile Unit B 3Bed Villa offers an exceptional getaway for families and friends alike. This exquisite villa is just 9 km from… More

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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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Caribe Cove Resort 3Br Condo Apt Disney Orlando

3060 Pirates Retreat Court Apt 504, Kissimmee, United States View map

Nestled in the enchanting landscapes of Kissimmee, Caribe Cove Resort offers an ideal retreat for families and groups seeking proximity to the magic of Disney. Just a short 60-minute drive from the… More

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Last Minute Disney Private Pool Hot Tub Themed Bedrooms. Book Now Slr566

2763 Oxymoron Wy, Kissimmee, United States View map

Last Minute Disney Private Pool Hot Tub Themed Bedrooms. Book Now Slr566 Kissimmee villa is located about 7 km from Old Town Shopping Mall and provides hiking, horseback riding, and cycling for… 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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Dreamy 5 Bedroom Villa In Orlando6507

1231 Radiant Street, Kissimmee, United States View map

**Discover the Charm of Dreamy 5 Bedroom Villa In Orlando6507** Nestled just 23 kilometers from the vibrant heart of Kissimmee, Dreamy 5 Bedroom Villa In Orlando6507 is the ultimate retreat for… More

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