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

5Br C/Piscina Privada | Luxo Em Storey Lake

2401 Reading Trail, Kissimmee, United States View map

Situated approximately a 25-minute walk from Capone's Dinner and Show, the 4-bedroom 5Br C/Piscina Privada | Luxo Em Storey Lake Kissimmee villa entices guests to explore various tourist attractions… More

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9012 Flowrider Surf Clubhouse Magical Home With Game Room Inside

9012 Flamingo Key Way, Kissimmee, United States View map

### Welcome to 9012 Flowrider Surf Clubhouse Magical Home With Game Room Inside Nestled in the heart of Kissimmee, the 9012 Flowrider Surf Clubhouse Magical Home offers an exquisite retreat for… More

From US$ 201 Book Now

Dog Friendly Townhome W Splashpool-3202Pp

8936 Majesty Palm Road, Kissimmee, United States View map

**Welcome to Your Canine-Friendly Oasis in Kissimmee** For those requiring added services, Dog Friendly Townhome W- Splashpool-3202Pp ensures a guest-centric atmosphere, providing amenities such as… More

From US$ 179 Book Now

2809 Almaton #101

2809 Almaton Loop, Kissimmee, United States View map

**Experience the Magic of 2809 Almaton #101 Villa in Celebration** For those seeking adventure, 2809 Almaton #101 Villa provides easy access to an array of rental options, including electric cars… More

From US$ 284 Book Now

3221 Brand New Family 3Bd Townhouse Near Disney

3221 Tranquil Trail, Kissimmee, United States View map

Welcome to the delightful 3221 Brand New Family 3Bd Townhouse Near Disney, a contemporary retreat nestled in the heart of Kissimmee, just 70 minutes from the bustling thrills of Central Florida. This… More

From US$ 199 Book Now

Family Friendly Emerald Island Resort Vacation Home With Private Pool And Spa Near Disney

8621 La Isla Drive, Kissimmee, United States View map

Featuring horse riding tours to make your visit more entertaining, the 5-bedroom Family Friendly Emerald Island Resort Vacation Home With Private Pool And Spa Near Disney Kissimmee is within a 10… More

From US$ 346 Book Now

Superhost Pool Spa Arcade Games - Adventure Villa

780 Sticks Street, Kissimmee, United States View map

Situated 2.6 km from ChampionsGate Golf Club, Superhost Pool Spa Arcade Games - Adventure Villa Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 151 Book Now

Casa Encanto - 5 Bedroom With Free Pool Heat & Bbq

1925 Majorca Drive, Kissimmee, United States View map

**Welcome to Casa Encanto - 5 Bedroom With Free Pool Heat & BBQ** in the heart of Kissimmee, where luxury meets comfort for the perfect family getaway. This stunning property, just 32 kilometers from… More

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Mo Jo - Luxury Retreat With Pool, Spa & Game Room

Windsor At Westside, 2121 Malta Terrace, Kissimmee, United States View map

Located in the West Kissimmee district and about 10 minutes' drive from Highlands Reserve Boulevard, Mojo 9Br Retreat With Pool, Spa Game Room And More Kissimmee villa provides guests with a hot tub… More

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Amazing 5Bd And 4Bh 6 Miles From Disney

3087 Beach Palm Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Located about 400 metres from the Paradise Palms Boulevard|the Paradise Palms Resort, Amazing 5Bd And 4Bh 6 Miles From Disney Kissimmee villa features a private swimming pool, a Jacuzzi, ensuring a… More

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Villas At Seven Dwarfs Lane Resort

2600 Jonagold Blvd, Kissimmee, United States View map

**Welcome to the Villas at Seven Dwarfs Lane Resort**, a delightful retreat nestled in the heart of Kissimmee, offering easy access to vibrant shops, restaurants, and thrilling entertainment. This… More

From US$ 121 Book Now

5Br 4Ba Near Disney, Pool, Sauna, Pets Allowed

2546 Oneida Loop, Kissimmee, United States View map

5Br 4Ba Near Disney, Pool, Sauna, Pets Allowed Kissimmee villa is located 4.6 km from the Wild Africa Trek and offers an indoor pool with a pool fence for guests to relax and unwind. Featuring a… More

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Mario'S Magic Mansion - Family Fun! Private Heated Pool & Spa 4 Miles To Disney!

1686 Lima Avenue, Kissimmee, United States View map

Welcome to Mario's Magic Mansion, a delightful retreat where family fun meets unparalleled comfort, situated just 4 miles from the enchanting world of Disney. This vibrant haven promises an… More

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4951 Windermere

4951 Windermere Avenue, Kissimmee, United States View map

Positioned just a short 20-minute ride from the lively heart of Kissimmee, 4951 Windermere stands as a serene retreat for travelers seeking a blend of comfort and convenience. This destination offers… More

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Lakefront 5Br Family Resort Pool Home Near Disney

8910 Candy Palm Road, Kissimmee, United States View map

**Lakefront 5Br Family Resort Pool Home Near Disney** offers a serene escape tailored for families seeking adventure and relaxation. Nestled just 34 km from the vibrant attractions of Kissimmee, this… More

From US$ 200 Book Now

Bahama Bay- 3 Bedroom Condo With Amenities

704 Lucaya Loop, Kissimmee, United States View map

Welcome to Bahama Bay - 3 Bedroom Condo With Amenities, a perfect retreat that combines comfort and convenience in the heart of Kissimmee. Just a short drive from the bustling attractions of Orlando,… More

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Disney Bliss Themed Rooms Game Room Private Pool

Target Boulevard 4532, Kissimmee, United States View map

Welcome to Disney Bliss, a captivating escape nestled just 11 kilometers from the vibrant heart of Kissimmee. This enchanting retreat offers a perfect blend of comfort and excitement, making it an… More

From US$ 507 Book Now

Family Escape W Splash Pool And Themed Kids Room

4455 Le Reve Court, Kissimmee, United States View map

Along with proximity to the themed Give Kids The World Village Resort, located about a 5-minute stroll away, the 4-bedroom Family Escape W Splash Pool And Themed Kids Room Kissimmee villa provides… More

From US$ 233 Book Now

Upstay - Modern Family Home W Pool Solara Resort

1979 Tropical Palms Circle, Kissimmee, United States View map

Welcome to Upstay - Modern Family Home W Pool Solara Resort, a delightful retreat located just 32 kilometers from the vibrant heart of Kissimmee. This contemporary sanctuary is designed to cater to… More

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Outstanding 4 Bdr Near Disney 16108

Lucayan Harbour Circle, Kissimmee, United States View map

**Experience the Magic Near Mickey Mouse at Outstanding 4 Bdr Near Disney 16108** Nestled just 13 kilometers from the enchanting Walt Disney World Resort, Outstanding 4 Bdr Near Disney 16108 in… More

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New Resort Lifestyle Escape

7808 Whitemarsh Way, Kissimmee, United States View map

**New Resort Lifestyle Escape Kissimmee** invites guests to indulge in an exquisite blend of comfort and luxury, situated just 27 kilometers from the vibrant heart of Kissimmee and a mere 45… More

From US$ 157 Book Now

Upstay Championsgate 9Br Villa With Pool & Cinema

8824 Cruden Bay Court, Kissimmee, United States View map

Welcome to the Upstay Championsgate 9Br Villa With Pool & Cinema, a captivating retreat nestled just 29 kilometers from the vibrant heart of Kissimmee. This luxurious villa is an exceptional choice… More

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Wonderfull 4Bd With Pool At Champions Gate Resort 8945

8945 Cabot Cliffs Drive, Kissimmee, United States View map

Welcome to Wonderfull 4Bd With Pool At Champions Gate Resort 8945, your perfect retreat situated just a picturesque 50-minute drive from the vibrant city of Kissimmee. This oasis offers a perfect… More

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Lakeview Villa Near Disney With Pool & Resort

2900 Simile Street, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Lakeview Villa Near Disney With Pool & Resort Kissimmee is located 3.1 km from the family-friendly Kissimmee Go-Karts. This 5-bedroom villa features… More

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Gorgeous 5Bd W Private Pool Windsor Westside 8893

8893 Rhodes Street, Kissimmee, United States View map

Positioned just an hour by car from the vibrant settings of Kissimmee, Gorgeous 5Bd W Private Pool Windsor Westside 8893 is an exquisite retreat that promises both relaxation and adventure. More

From US$ 264 Book Now

Super Giant - 12Bd 12Bas - Sleep 38 & Near Disney

2551 Shanti Drive, Kissimmee, United States View map

Positioned just 9 km from the magical realm of Disney, the Super Giant - 12Bd 12Bas - Sleep 38 & Near Disney Kissimmee offers an extraordinary retreat for families and large gatherings. More

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1969An Villa 6 Beds 4.5 Baths With Private Pool & Spa

1969 Tropical Palms Cir, Kissimmee, United States View map

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From US$ 248 Book Now

Modern Home Near Disney With Private Pool, Media, Game & Themed Rooms With Waterpark & Resort Access At Encore Resorts Reunion - 384Sf

384 Southfield Street, Orlando, United States View map

Immerse yourself in a magical getaway at the Modern Home Near Disney With Private Pool, which beautifully combines luxury with comfort. Nestled within the enchanting community of Celebration-a master… More

From US$ 612 Book Now

3 Bedroom Condo In Fabulous Resort Near Disney World

303 Rum Run, Kissimmee, United States View map

Experience an unforgettable stay at the 3 Bedroom Condo In Fabulous Resort Near Disney World, where luxury meets convenience in an enchanting paradise just 33 km from Kissimmee. This thoughtfully… More

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9 Bedrooms 5 Bathrooms Storey Lake 2846 Sc

2846 Storey Cove Avenue, Kissimmee, United States View map

### Welcome to Storey Lake Strategically located just 35 kilometers from Orlando International Airport, **9 Bedroom-5 Bathroom Storey Lake 2846 Sc** provides easy access to both the airport and the… More

From US$ 663 Book Now

2244 Wyndham Palms

2244 Wyndham Palms Way, Kissimmee, United States View map

**2244 Wyndham Palms: Your Ideal Gateway to the Sunshine State** Nestled just 28 kilometers from the vibrant heart of Kissimmee, 2244 Wyndham Palms presents a welcoming escape for travelers wanting… More

From US$ 221 Book Now

Disney Themed 10Br Majestic Villa Pool/Spa/Games

1158 Drop Ln, Kissimmee, United States View map

Situated 4.7 km from the Rum Run, the 5-bedroom Disney Themed 10Br Majestic Villa Pool/Spa/Games Kissimmee invites guests to relax at a patio. Guests can enjoy cycling, billiards, and fishing at the… More

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Family Home In Davenport W/ Pool ~ 8 Mi To Disney

420 Rochester Loop, Kissimmee, United States View map

Staying at the 2-bedroom Family Home In Davenport W/ Pool ~ 8 Mi To Disney Kissimmee, guests can visit Northeast Regional City Park, which is nearly a 25-minute walk away. More

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Gorgeous 2Bd Close To Disney At Storey Lake Resort

3121 Paradox Circle, Kissimmee, United States View map

**Experience the Magic of Kissimmee at Gorgeous 2Bd Close To Disney At Storey Lake Resort** Conveniently located, Gorgeous 2Bd is a mere stone's throw from Kissimmee's major attractions, making… More

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Villa 6Bd 5Bath Close To Disney Pool And Spa Home 328

695 Whistling Straits Blvd, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Villa 6Bd 5Bath Close To Disney Pool And Spa Home 328 offers an exquisite escape for families and friends seeking comfort and luxury. Just 29 kilometers from… More

From US$ 320 Book Now

Pool, Themed Rooms & Arcade: Disney Escape

2256 Wyndham Palms Way, Kissimmee, United States View map

The welcoming Pool, Themed Rooms And Arcade Disney Escape Kissimmee villa is located 4.6 km from the Windsor Hills and provides a Jacuzzi. Located about 10 minutes' drive from the Indian Ridge, the… More

From US$ 602 Book Now

S1840Spt - Solara Dream

1840 Sandy Park Trail, Kissimmee, United States View map

Situated just 33 km from the bustling Kissimmee area, the S1840Spt - Solara Dream offers an enchanting escape infused with luxury and tranquility. This exquisite oasis serves as a perfect base for… More

From US$ 487 Book Now

Family Spacious 3Br Townhouse With Bbq N' Pool Access

Shine Drive 8930, Kissimmee, United States View map

**Welcome to Family Spacious 3Br Townhouse With Bbq N' Pool Access**, a serene retreat where comfort meets convenience. Nestled just 35 kilometers from Kissimmee and a short 45 kilometers from… More

From US$ 146 Book Now

1712 Caribbean View

1712 Caribbean View Terrace, Kissimmee, United States View map

**Welcome to 1712 Caribbean View Villa, an idyllic retreat in Kissimmee that offers a luxurious blend of comfortable accommodations and stunning vistas, all set within striking distance of Florida's… More

From US$ 303 Book Now

Updated 2Br Modern Ground Floor Condo In Bahama Bay

New Providence Promenade 501, Kissimmee, United States View map

**Welcome to Bahama Bay Resort, a tropical oasis nestled just a short drive from Orlando's vibrant attractions.** This updated two-bedroom modern ground floor condo offers an idyllic getaway for… More

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Luxury 7 Bedroom 5 Bath Pool Home 210

761 Sticks Street, Kissimmee, United States View map

In a serene enclave just 29 km from the bustling heart of Kissimmee and only 50 km from Orlando International Airport, the Luxury 7 Bedroom 5 Bath Pool Home 210 offers an idyllic retreat for families… More

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Once Upon A Stay

4908 Coral Castle Dr, Kissimmee, United States View map

**Discover the Charm of Once Upon A Stay Kissimmee** Once Upon A Stay Kissimmee effortlessly combines the enchantment of fairy-tale living with contemporary comforts, making it a perfect destination… More

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Kid Approved! Resort, Game Room, Pool, Hot Tub

1828 Gobi Drive, Kissimmee, United States View map

Located about a 10-minute ride from Northeast Regional City Park, the 6-bedroom Kid Approved! Resort, Game Room, Pool, Hot Tub Kissimmee villa boasts a private pool with a Jacuzzi. Featuring a shared… More

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Spacious 8Br Family Villa With Pool, Game Room & Bbq, Kissimmee, Near Disney!

1941 Nice Court, Kissimmee, United States View map

Situated around a 10-minute ride from Northeast Regional City Park, Spacious 8Br Family Villa With Pool, Game Room & Bbq, Kissimmee, Near Disney! features a terrace with views of the garden. Offering… More

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7 Mi To Disney: Davenport Townhome W/ Patio & Pool

8131 Roseville Blvd, Kissimmee, United States View map

The 3-bedroom 7 Mi To Disney: Davenport Townhome W/ Patio & Pool Kissimmee villa is located about 10 minutes by car from Orlando Tree Trek Adventure Amusement Park Zip Line and provides a Jacuzzi. More

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Cute Condo In Bahama Bay With Big Balcony

107 New Providence Promenade, Kissimmee, United States View map

Welcome to the enchanting Cute Condo In Bahama Bay With Big Balcony, a serene retreat nestled just 33 km from the vibrant heart of Kissimmee. Perfectly situated to explore the wonders of Central… More

From US$ 133 Book Now

Dluxx Top Dream House Pool At Windsor Resort 1704

1704 Lima Avenue, Kissimmee, United States View map

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Luxury 6 Bedroom 5 Bath Pool Home 201

680 Sticks Street, Kissimmee, United States View map

Nestled in the serene surroundings of Kissimmee, the Luxury 6 Bedroom 5 Bath Pool Home 201 invites guests into an oasis of relaxation and comfort. With a mere 50-minute drive from the vibrant city of… More

From US$ 585 Book Now

Newly Built Villa With Pool, Cinema & Games Room

7899 Poplin Street, Kissimmee, United States View map

Located approximately 25 minutes' walk from Publix Super Market at Champions Gate Village, Newly Built Villa With Pool, Cinema & Games Room Kissimmee offers a patio with views of the city. Offering a… More

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Spacious Home With Private Pool Near Disney With Waterpark & Resort Access At Encore Resort - 7720Ff

7720 Fairfax Drive, Orlando, United States View map

**Welcome to Encore Resort - 7720Ff, your idyllic retreat just moments away from the magic of Disney.** Nestled in the charming town of Celebration, a creation of The Walt Disney Company, this… More

From US$ 776 Book Now