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2026-02-14
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Kissimmee holiday rentals

1112 Luxurious Champions Gate Family Townhouse With Private Pool & Theme Park Access

1112 Challenge Drive, Kissimmee, United States View map

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Luxery 5 Bed 5 Bath Home Near Disney With Resort Amenities

9115 Sommerset Hills Drive, Kissimmee, United States View map

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5Br Homeprivate Poolclose To Disney 8890Gc

8890 Geneve Ct, Kissimmee, United States View map

Welcome to the idyllic retreat of 5Br Home Private Pool Close to Disney 8890Gc, where comfort meets convenience just 32 kilometers from the vibrant town of Kissimmee. Nestled in a strategic location,… More

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W451J - Glamorous Getaway With Themed Bedrooms At Reunion

614 Muirfield Loop, Kissimmee, United States View map

Welcome to the W451J - Glamorous Getaway With Themed Bedrooms At Reunion, an enchanting retreat nestled just 24 kilometers from the vibrant Kissimmee area and a convenient 45 kilometers from Orlando… More

From US$ 2735 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 2621 Ss

2621 Scrapbook St, Kissimmee, United States View map

Set within the enchanting grounds of Storey Lake, the 4 Bedrooms-3 Bathrooms-Storey Lake 2621 Ss offers a perfect blend of comfort and modern living, making it an ideal retreat for families and… More

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New King Bed Disney Contemporary Townhouse

2637 Scrapbook Street, Kissimmee, United States View map

**Welcome to New King Bed Disney Contemporary Townhouse**, an exquisite retreat just a short 10-minute drive from the vibrant heart of Kissimmee. Perfectly situated near the enchanting attractions of… More

From US$ 605 Book Now

Resort 9Mi From Disney Free Clubhouse Pool

8416 Blue Lagoon Drive, Kissimmee, United States View map

Welcome to the captivating Resort 9 Mi From Disney Free Clubhouse Pool, an inviting getaway perfectly situated just 60 minutes' drive from the enchanting attractions of Disney. Nestled in the vibrant… More

From US$ 151 Book Now

Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8052Dr

8052 Dreamsicle Dr, Orlando, United States View map

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8 Bedroom 6 Bathroom Windsor At Westside 8904Bc

8904 Bengal Court, Kissimmee, United States View map

**Welcome to the Windsor At Westside 8904Bc, an inviting retreat nestled just 33 kilometers from the vibrant heart of Kissimmee and offering effortless access to Orlando International Airport… More

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4415Rh Townhouse 5 Bedrooms & 4 Bathrooms + Pool

4415 Scene Lane, Kissimmee, United States View map

Staying at 4415Rh Townhouse 5 Bedrooms & 4 Bathrooms + Pool Kissimmee villa, guests can visit the Dare 2 Escape|the Dare 2 Escape escape room, which is approximately 3 km away. More

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4718 Sleepy Hollow Drive

4718 Sleepy Hollow Drive, Kissimmee, United States View map

**Welcome to 4718 Sleepy Hollow Drive** Nestled in the heart of Kissimmee, just 12 kilometers from the vibrant pulse of downtown, 4718 Sleepy Hollow Drive is an idyllic retreat for families and… More

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780Pb Luxury 5Bd Home

780 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to the 780Pb Luxury 5Bd Home, a magnificent getaway nestled just 29 km from the vibrant heart of Kissimmee**. This luxurious residence epitomizes elegance and comfort, seamlessly combining… More

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Mickey'S Retreat /Pool With Water Slide/ Game Room

3033 Parentheses Ave Kissimmee, Fl, 34746, Us, Kissimmee, United States View map

Welcome to Mickey's Retreat, an enchanting getaway nestled just 10 km from the heart of Kissimmee and a short drive from the bustling attractions of Orlando. This family-friendly oasis offers… More

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Orlando Oasis Homeaway Steps From Disney

2105 Malta Terrace, Kissimmee, United States View map

The 5-bedroom Orlando Oasis Homeaway Steps From Disney Kissimmee villa is located approximately 5 km from ChampionsGate Golf Club and offers guests to enjoy their evening on a terrace with outdoor… More

From US$ 376 Book Now

2920 Banana Palm

2920 Banana Palm Dr, Kissimmee, United States View map

**Welcome to the 2920 Banana Palm Villa, your idyllic retreat nestled just 34 kilometers from Kissimmee and 45 kilometers from the vibrant Orlando International Airport. This charming haven is… More

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6Br Fun Villa - Game Room, Pool, Near Parks

910 Marcello Blvd, Kissimmee, United States View map

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Exquisite, Spacious And Close To Disney 6 Bd Home #6Ws483

Dubai Street, Kissimmee, United States View map

**Experience Luxurious Leisure at Exquisite, Spacious And Close To Disney 6 Bd Home #6Ws483** Nestled just 32 kilometers from the vibrant heart of Kissimmee, Exquisite, Spacious And Close To Disney 6… More

From US$ 290 Book Now

W456 - Gleaming Retreat With Private Pool At Reunion

1222 Molona Street, Kissimmee, United States View map

The Gleaming Retreat is a luxurious sanctuary nestled in the popular Reunion neighborhood, only 23 kilometers from the vibrant attractions of Kissimmee. This exquisite villa, part of the W456… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw3

2470 Santorini Dr, Kissimmee, United States View map

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Fiesta Siesta Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8068Dr

8068 Dreamsicle Drive, Kissimmee, United States View map

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From US$ 387 Book Now

Sandy Cottage! 3 Miles From Disney With Margaritaville Resort & Island H2O Access - 8080Dr

8080 Dreamsicle Drive, Kissimmee, United States View map

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From US$ 387 Book Now

Extravagant Home With Movie Theater, Private Pool And Waterpark & Resort Access At Encore Resort - 241Fl

241 Falls Dr, Kissimmee, United States View map

Situated in the enchanting community of Celebration, the Extravagant Home With Movie Theater, Private Pool And Waterpark & Resort Access At Encore Resort - 241Fl beckons those seeking a serene and… More

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Storey Lake Resort 1107 - Hosted By Top Villas

Memories Lane 4829, Kissimmee, United States View map

**Welcome to the Luxurious Top Villas - Storey Lake Resort 1107, a tranquil oasis nestled in the heart of Kissimmee.** This exquisite retreat is perfectly situated just 13 km from the bustling… More

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Kissimmee Paradise

290 Marcello Boulevard, Kissimmee, United States View map

**Discover Kissimmee Paradise: A Serene Retreat Near Orlando** Nestled just 8 km from the vibrant heart of Kissimmee, Kissimmee Paradise offers guests the perfect blend of tranquility and… More

From US$ 175 Book Now

First Floor Resort Condo Poolside Oasis

7631 Heritage Crossing Way, Kissimmee, United States View map

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Flash 20 Off Townhome At Emerald Island Resort

2743 Sun Key Place, Kissimmee, United States View map

Positioned in the heart of Central Florida, the Flash 20 Off Townhome at Emerald Island Resort offers an inviting retreat just 32 km from the vibrant Kissimmee area. Surrounded by lush landscapes and… More

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8008 King Palm

8008 King Palm Circle, Kissimmee, United States View map

**Welcome to 8008 King Palm Villa Kissimmee, where luxury meets convenience in the heart of Florida's vibrant entertainment landscape.** Situated just 28 kilometers from the lively attractions of… More

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Glorious Home Near Disney With Private Pool, Media Room And Waterpark & Resort Access At Encore Resorts Reunion - 741La

741 Lasso Drive, Kissimmee, United States View map

**Welcome to Glorious Home Near Disney With Private Pool, Media Room And Waterpark & Resort Access At Encore Resorts Reunion - 741La** More

From US$ 475 Book Now

Vibrant Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8032Dr

8032 Dreamsicle Drive, Kissimmee, United States View map

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From US$ 503 Book Now

Sandy Shores Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8077Kd

8077 Knee Deep Road, Kissimmee, United States View map

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From US$ 432 Book Now

Reunion Retreat Home

17845 North Shore Drive, Kissimmee, United States View map

**Welcome to Reunion Retreat Home, an idyllic sanctuary located just 21 km from the vibrant Kissimmee area and 50 km from Orlando International Airport.** Nestled within a lush landscape, this… More

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Pxc3180-303

3180 Paradox Circle, Kissimmee, United States View map

**Welcome to Pxc3180-303 Villa Kissimmee**, an exquisite retreat that seamlessly combines luxury with the charm of Central Florida. This splendid villa is just a short 20-minute drive from the… More

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The Island Life! Near Disney With Margaritaville Resort & Island H2O Access - 8055Kd

8055 Knee Deep Road, Kissimmee, United States View map

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From US$ 495 Book Now

Beautiful 2Bed 2Bath Condo Close To Disney Parks 331

873 Ocean Course Ave, Kissimmee, United States View map

Welcome to the Stunning Beautiful 2Bed 2Bath Condo Close To Disney Parks 331, a serene retreat nestled just moments away from the magic of Disney. This enchanting space pairs modern elegance with… More

From US$ 183 Book Now

1832 Tropical Palms Circle

1832 Tropical Palms Circle, Kissimmee, United States View map

**Welcome to the Enchantment of 1832 Tropical Palms Circle** Nestled in the heart of Kissimmee, just 32 kilometers away from the bustling town, 1832 Tropical Palms Circle offers an idyllic retreat… More

From US$ 304 Book Now

Neptunes Retreat - 4 Bed Close To Disney

2622 Oneida Loop, Kissimmee, United States View map

**Welcome to Neptunes Retreat - 4 Bed Close To Disney, a family-friendly haven strategically located just a delightful 60-minute drive from the enchantment of Kissimmee.** This splendid retreat is… More

From US$ 474 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw46

2470 Santorini Dr, Kissimmee, United States View map

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3 Bedrooms2 Bathrooms Lucaya Village 20-107

2904 Edenshire Way 20-107, Kissimmee, United States View map

**Experience Luxurious Comfort in Celebration** The prime location of the 3 Bedrooms-2 Bathrooms-Lucaya Village 20-107Lv means you're never far from the action. More

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Stunning 6Br Home, Private Pool & Spa - 14 Guests - 4507 Nl

4507 Narrative Lane, Kissimmee, United States View map

Welcome to the Stunning 6Br Home, Private Pool & Spa - 14 Guests - 4507 Nl, where luxury meets comfort in the heart of Kissimmee. This exceptional residence is designed to accommodate up to 14 guests… More

From US$ 317 Book Now

3 Bedrooms 2 Bathrooms Lucaya Village 16-102

2905 Edenshire Way # 102, Kissimmee, United States View map

**Welcome to Your Oasis in Kissimmee** Situated strategically close to major attractions, guests can easily access the excitement of Kissimmee, including theme parks and recreational activities. More

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Pr462B Patriots Eden

1462 Reunion Boulevard, Kissimmee, United States View map

**Welcome to Pr462B Patriots Eden, a sumptuous retreat just 21 kilometers from the heart of Kissimmee.** This enchanting villa combines modern luxury with a touch of Floridian charm, providing guests… More

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5Br Family Haven Near Disney With Private Pool

4367 Rhyme Street, Kissimmee, United States View map

**Welcome to the 5Br Family Haven Near Disney With Private Pool**-your perfect retreat in the enchanting surroundings of Kissimmee. Just 7 kilometers from the vibrant heart of Kissimmee and a short… More

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Elsa'S Enchanting Escape Just 15 Minutes To Disney

2602 Tranquility Way, Kissimmee, United States View map

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Disney Getaway Private Pool Themed Bedrooms. Book Now Eir67

2739 Sun Key Pl, Kissimmee, United States View map

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Champions Retreat

8898 Cabot Cliffs Dr, Kissimmee, United States View map

**Welcome to Champions Retreat**, an exquisite haven just a short drive from the excitement of Orlando and Kissimmee. Nestled 29 kilometers from the heart of Kissimmee and 50 kilometers from Orlando… More

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Magical Lake View Escape

7762 Linkside Loop, Kissimmee, United States View map

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Pf469C Patriots Palm

1469 Fairview Circle, Kissimmee, United States View map

**Welcome to Pf469C Patriots Palm, a serene retreat nestled just 24 km from the vibrant Kissimmee area.** This charming villa offers a perfect mix of luxury and comfort, making it an ideal choice for… More

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Lc561T Liberty Hall

1561 Corolla Court, Kissimmee, United States View map

**Unwind in Elegance at Lc561T Liberty Hall Kissimmee** Nestled just 24 kilometers from the vibrant heart of Kissimmee, Lc561T Liberty Hall presents an enchanting retreat for travelers seeking a… More

From US$ 2210 Book Now

326 Ocean Course

326 Ocean Course Ave, Kissimmee, United States View map

**Welcome to 326 Ocean Course, a luxurious haven nestled just 29 kilometers from the vibrant heart of Kissimmee.** Offering a seamless blend of comfort and sophistication, this exquisite villa… More

From US$ 277 Book Now