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2026-04-22
2026-04-23
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Kissimmee holiday rentals

Luxury Family Retreat Walkable To The Waterpark

1068 Leader Street, Kissimmee, United States View map

**Welcome to Luxury Family Retreat Walkable To The Waterpark**, the ultimate getaway for families seeking both relaxation and adventure. Nestled just a short 50-minute drive from Kissimmee, this… More

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9 Bedroom 5 Bathroom Storey Lake 2905 Ps

2905 Protagonist Street, Kissimmee, United States View map

**Welcome to the 9 Bedroom-5 Bathroom Storey Lake 2905 Ps**, an exquisite retreat nestled just 10 km from the lively attractions of Kissimmee, making it the perfect base for families and groups… More

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Cheerful Home Near Disney With Private Pool, Themed Rooms And Waterpark & Resort Access At Encore Resorts Reunion - 7394Mr

7394 Marker Avenue, Kissimmee, United States View map

**Welcome to Your Enchanting Retreat Near Disney** Nestled in the charming town of Celebration, designed by the Walt Disney Company, the Cheerful Home Near Disney with Private Pool sets the stage for… More

From US$ 611 Book Now

14 Mi To Disney Parks Spacious Kissimmee Home

Kissimmee, United States View map

**Welcome to the Spacious Kissimmee Home 14 Mi To Disney Parks**, a charming retreat perfectly positioned for families and travelers looking to explore the wonders of Central Florida. Nestled just 10… More

From US$ 453 Book Now

4 Bedroom Bright Cozy At Storey Lake Sl3113

3113 Pequod Pl, Kissimmee, United States View map

**Welcome to the 4 Bedroom Bright Cozy at Storey Lake Sl3113**, where modern comforts meet exceptional amenities in a picturesque location. Nestled just 12 km from the vibrant heart of Kissimmee… More

From US$ 143 Book Now

Large Pool Deck * All Rooms W/ Private Bathroom

981 Marcello Boulevard, Kissimmee, United States View map

Welcome to the enchanting Large Pool Deck in Kissimmee, a captivating destination that blends comfort with elegance just 8 km from the heart of Kissimmee. This remarkable property invites guests to… More

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Villa W Private Pool Free Resort Access

8832 Macapa Drive, Kissimmee, United States View map

**Villa W Private Pool Free Resort Access** blends modern luxury with convenience, providing an idyllic escape in Kissimmee. Located just minutes from the enchanting Walt Disney World(R) and a mere 5… More

From US$ 1233 Book Now

Lovely Thematic 2Br With 2 Clubhouses & Waterpark

Paradox Circle 3121, Kissimmee, United States View map

The Lovely Thematic 2Br With 2 Clubhouses & Waterpark is a haven for those seeking a delightful escape in the heart of Kissimmee. This charming retreat, located a mere 12 kilometers from the vibrant… More

From US$ 199 Book Now

Charming Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7489Mr

7489 Marker Avenue, Kissimmee, United States View map

**Welcome to Charming Home Near Disney, your gateway to a thrilling family vacation!** Nestled in the whimsical town of Celebration, just a stone's throw from the magic of Disney, this delightful… More

From US$ 535 Book Now

Relaxing Getaway Near Disney With Pool & Themed Rooms

4291 Paragraph Drive, Kissimmee, United States View map

**Welcome to a Serene Escape at Relaxing Getaway Near Disney With Pool & Themed Rooms** Strategically positioned, the Relaxing Getaway Near Disney With Pool & Themed Rooms serves as an ideal base for… More

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Magical Townhome Private Pool In Storey Lake

3062 Gatsby Street, Kissimmee, United States View map

Welcome to the enchanting Magical Townhome Private Pool in Storey Lake, a captivating retreat just 12 kilometers from Kissimmee's vibrant attractions. This exquisite accommodation serves as a perfect… More

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4833Nf Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4833 Lullaby Ln, Kissimmee, United States View map

The 4-bedroom Storey Lake Home 4/3 Private Pool & Free Waterpark is located at a 3.9 km distance from Local amusement Theme Park and 31 minutes' drive to Orlando International airport. Providing free… More

From US$ 183 Book Now

Kid-Approved Stay Pool, Parks & Themed Rooms!

4444 Le Reve Court, Kissimmee, United States View map

Located just 8 minutes' walk from Give Kids The World Village Resort, the 4-bedroom Kid-Approved Stay Pool, Parks & Themed Rooms! Kissimmee villa offers a private pool for guests to relax by. More

From US$ 232 Book Now

Luxury Villa Near Disney And Universal

Tranquil Trail, Kissimmee, United States View map

Discover the ultimate getaway experience at the Luxury Villa Near Disney And Universal, a stunning retreat just 35 km from the vibrant city of Kissimmee. This exquisite accommodation combines luxury… More

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2974 Viscount Villa 3Bed+ Pool&Spa

2974 Viscount Circle, Kissimmee, United States View map

Welcome to the 2974 Viscount Villa 3Bed+ Pool&Spa, a luxurious retreat located just a short drive from the bustling entertainment hubs of Kissimmee and Orlando. With its elegant design and modern… More

From US$ 187 Book Now

Vacation Family Home - Close To Disney

1541 Kelby Road, Kissimmee, United States View map

**Discover the Charm of Vacation Family Home - Close to Disney** Indulge in an unforgettable getaway at the Vacation Family Home - Close to Disney, where comfort meets convenience in the heart of… More

From US$ 141 Book Now

Stylish Villa Near Disney & Universal

3021 Seaview Castle Drive, Kissimmee, United States View map

Situated just 12 kilometers from the vibrant heart of Kissimmee, the Stylish Villa Near Disney & Universal offers an enchanting retreat for families and thrill-seekers alike. With its modern decor… More

From US$ 108 Book Now

Magical Retreat, Spacious Villa 10 Min From Disney

Dedication Street 4824, Kissimmee, United States View map

**Magical Retreat, Spacious Villa 10 Min From Disney** invites you to immerse yourself in comfort just moments away from the enchantment of Disney. Nestled conveniently, this charming villa is only… More

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Luxurious 6Bd Resort No Fee Pool Disney

8932 Takeaway Way, Kissimmee, United States View map

The 5-bedroom Luxurious 6Bd Resort No Fee Pool Disney Kissimmee villa is located 4.7 km from the Rum Run and provides a Jacuzzi. Located within 10 minutes' drive of ChampionsGate Golf Club, the… More

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Luxury 5Bd/5Bh Home With Pool/Bbq Disney Universal

2426 Tangier Drive, Kissimmee, United States View map

**Experience Unmatched Luxury at Luxury 5Bd/5Bh Home With Pool/Bbq Disney Universal** Conveniently located, this exquisite home allows guests to explore not only the magic of Disney but also the rich… More

From US$ 247 Book Now

Waterside Villa - Family 4 Bed Emerald Island Resort Pool Home That'S Close To Disney World

8587 La Isla Drive, Kissimmee, United States View map

Positioned in the heart of Kissimmee, Waterside Villa - Family 4 Bed Emerald Island Resort Pool Home is the perfect family retreat just moments from the magic of Disney World. This enchanting villa… More

From US$ 331 Book Now

Amazing Disney Resort Style & Free Waterpark 2481

2481 Reading Trail, Kissimmee, United States View map

Set just 8 kilometers from the vibrant heart of Kissimmee, the Amazing Disney Resort Style & Free Waterpark 2481 offers a remarkable retreat for families and travelers alike. This enchanting… More

From US$ 161 Book Now

New Adremodeled 5Bddisneyresortpool

2426 Dubai Street, Kissimmee, United States View map

Located nearly 25 minutes' walk from the Rum Run, the 4-bedroom New Adremodeled 5Bddisneyresortpool Kissimmee villa boasts a private swimming pool with a Jacuzzi. Featuring a patio, this Kissimmee… More

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Disney Area Condo At Laguna Bay Villas!

5015 Laguna Bay Cir, Apt 87, Kissimmee, United States View map

Welcome to Disney Area Condo at Laguna Bay Villas, your ideal retreat nestled just 10 kilometers from the enchanting streets of Kissimmee. This inviting condominium complex offers a harmonious blend… More

From US$ 166 Book Now

New Disney Golf Private Pool Gym Waterpark Resort

1004 Leader Street, Kissimmee, United States View map

Welcome to the New Disney Golf Private Pool Gym Waterpark Resort, a vibrant oasis located just 29 km from the charming community of Kissimmee. This resort is not only a gateway to the magical world… More

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Exceptional 5Br4.5Ba Townhome With Private Pool Themed Bedrooms Ww8907

8907 Sydney Ave, Kissimmee, Fl 34747, Eua, Kissimmee, United States View map

Offering guests to relax at a spa centre, Exceptional 5Br4.5Ba Townhome With Private Pool Themed Bedrooms Ww8907 Kissimmee villa is located in the West Kissimmee district. More

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Four Bedrooms Townhome 5126K

5126 Killarney Way Kissimmee, Fl, Kissimmee, United States View map

**Welcome to Four Bedrooms Townhome 5126K** - your serene getaway nestled just 13 kilometers from the vibrant heart of Kissimmee, making it a superb choice for both relaxation and adventure. This… More

From US$ 296 Book Now

Standard Four Beds Villas Seven Dwrafs - Close To Disney

2610 Lodi Circle 107. 03, Kissimmee, United States View map

### Welcome to Standard Four Beds Villas Seven Dwarfs - Close to Disney Nestled just 10 kilometers from the charming streets of Kissimmee, the Standard Four Beds Villas Seven Dwarfs provides an… More

From US$ 172 Book Now

Luxury Incredible Themed Home Best Vacation

Quote Street 4388, Kissimmee, United States View map

**Experience Unmatched Comfort at Luxury Incredible Themed Home Best Vacation** Conveniently located just 35 km from Orlando International Airport, getting to this captivating retreat couldn't be… More

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30-Guest Home W Theme Rooms Games Resort Access

Marcello Boulevard 259, Kissimmee, United States View map

Set in the heart of Kissimmee, the 30-Guest Home With Theme Rooms and Games Resort Access is a haven for families and groups seeking both adventure and relaxation. Just 8 km from the enchanting… More

From US$ 529 Book Now

Stunning 5 Bd Home W/ Pool Close To Disney 4822

4822 Love Story Ln, Kissimmee, United States View map

**Welcome to Stunning 5 Bd Home W/ Pool Close To Disney 4822**-your family-friendly retreat perfectly nestled in Kissimmee, just a stone's throw from Orlando's famous attractions. This magnificent… More

From US$ 211 Book Now

3 Bedroom 3 Bathroom The Hub At Westside Reserve 3300 Tt

3300 Tranquil Trail, Kissimmee Fl, 34747, Kissimmee, United States View map

The Hub at Westside Reserve is a serene retreat nestled 35 km from the vibrant heart of Kissimmee and just a short distance from the iconic attractions of Orlando. This captivating sanctuary combines… More

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House In A Resort Near To Disney

2397 Reading Trail, Kissimmee, United States View map

House In A Resort Near To Disney Kissimmee villa is located 4.3 km from the outlet mall "Lake Buena Vista Factory Stores" and provides a swimming pool, ensuring a relaxing stay. This accommodation… More

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Mickey Holiday Home A Windsor Palms Villa

8111 Fan Palm Way, Kissimmee, United States View map

Positioned in the serene surroundings of Kissimmee, the Mickey Holiday Home A Windsor Palms Villa offers an exceptional retreat, perfect for families and travelers seeking comfort and convenience. More

From US$ 223 Book Now

Family-Friendly Disney Getaway

3193 Owassa Court, Kissimmee, United States View map

The 2-bedroom Family-Friendly Disney Getaway is set in the Lake Buena Vista district, nearly a 25-minute walk from Local amusement Theme Park and at a 3.8 km distance from World of Disney. This… More

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392 Oc - 4Br Splendor: Private Pool

392 Ocean Course Av, Kissimmee, United States View map

**Experience the Elegance of Splendor in Kissimmee** When it comes to location, the 392 Oc - 4Br Splendor places you within close proximity to renowned theme parks, shopping centers, and outdoor… More

From US$ 206 Book Now

Brand "New" Oasis Smart Tvs Pool Games 4 Beds

2571 Aster Cove Lane, Kissimmee, United States View map

**Welcome to the Brand "New" Oasis, where luxury meets comfort in the heart of Kissimmee.** Just 16 kilometers from the vibrant city center, this stunning oasis beckons travelers seeking both… More

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Luxury Home, Private Pool, Themed Bedrooms, Prime Location

4246 Paragraph Drive, Kissimmee, United States View map

**Welcome to the Luxury Home, where comfort meets sophistication in a setting designed for both relaxation and adventure. Nestled just a 20-minute drive from the vibrant heart of Kissimmee, this… More

From US$ 434 Book Now

161 Castaway Villa 4 Bed Pool&Spa Resort

161 Castaway Beach Way, Kissimmee, United States View map

Situated just a short 10-minute drive from the charming attractions of Kissimmee, 161 Castaway Villa 4 Bed Pool & Spa Resort offers a serene escape infused with modern comforts. This splendid… More

From US$ 265 Book Now

Splendid Home With Private Pool, Loft Area, Waterpark & Resort Access Near Disney At Encore Resort - 7619Br

7619 Brookhurst Ln,, Kissimmee, United States View map

**Welcome to Splendid Home with Private Pool, Loft Area, and Resort Access Near Disney at Encore Resort - 7619Br** - your perfect getaway in Celebration, Florida, just a stone's throw away from the… More

From US$ 815 Book Now

Upstay Sleeps 26 W Private Pool, Hot Tub, Games

Shanti Drive 2567, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 12-bedroom Upstay Sleeps 26 W Private Pool, Hot Tub, Games Kissimmee villa is located 2.8 km from Medieval Times Dinner & Tournament. Boasting… More

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Gorgeous 5Bdr Family With Pool At Storey Lake 2767 O

2767 Bookmark Drive, Kissimmee, United States View map

Gorgeous 5Bdr Family With Pool At Storey Lake 2767 O offers a delightful retreat for families seeking both relaxation and adventure in sunny Florida. Nestled just a short 20-minute drive from… More

From US$ 333 Book Now

5370 Incredible 8 Mins To Disney Lucaya Village Resort

Diplomat Drive, Kissimmee, United States View map

### Discover the Magic at 5370 Incredible 8 Mins To Disney Lucaya Village Resort In addition to the remarkable accommodations and dining, the resort is known for its exceptional services, which… More

From US$ 201 Book Now

Family Themed 2Br Condo With Clubhouse Access

Splash Shot Place 1037, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 2-bedroom Family Themed 2Br Condo With Clubhouse Access Kissimmee villa is located approximately a 10-minute ride from the Rum Run. More

From US$ 241 Book Now

Stunning Themed Home Private Pool Ideal Location

Paragraph Drive 4208, Kissimmee, United States View map

The Stunning Themed Home Private Pool Ideal Location is a remarkable escape nestled in the heart of Kissimmee, just a short 10 km from the vibrant attractions of Kissimmee. This captivating retreat… More

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15 Mi To Disney Kissimmee Townhome With Patio

3137 Via Otero Dr, Kissimmee, United States View map

The 3-bedroom 15 Mi To Disney Kissimmee Townhome With Patio villa is located within 15 minutes' drive of the Osceola Heritage Park and provides a Jacuzzi. Providing guests with Wi-Fi and parking… More

From US$ 197 Book Now

Four Bedrooms At Compass Bay Resort

5162 Adelaide Drive, Kissimmee, United States View map

**Discover the Charm of Four Bedrooms at Compass Bay Resort** Conveniently located, Four Bedrooms at Compass Bay Resort is only 10 km from Disney's Blizzard Beach Water Park, making it an ideal base… More

From US$ 175 Book Now

2644 Daulby

2644 Daulby Street, Kissimmee, United States View map

**Welcome to 2644 Daulby Villa Kissimmee, a Hidden Gem in Celebration** Nestled in the enchanting master-planned community of Celebration, 2644 Daulby Villa Kissimmee stands as a stunning oasis where… More

From US$ 354 Book Now

Upstay Family Home W Pool, Cinema & Games Room

Shiva Loop 4433, Kissimmee, United States View map

Offering a location 2.9 km from the Osceola County Welcome Center and History Museum, the 8-bedroom Upstay Family Home W Pool, Cinema & Games Room Kissimmee gives access to various tourist spots in… More

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Sherwood Forest Mobile Home

904 Savanna Drive, Kissimmee, United States View map

In the heart of Kissimmee, Sherwood Forest Mobile Home offers an inviting retreat for families and travelers seeking an idyllic getaway. This charming accommodation is located just 13 km from the… More

From US$ 282 Book Now