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

Grh9352 - Paradise Palms Resort - 4 Bed 3 Baths Townhome

8975 Majesty Palm Road, Kissimmee, United States View map

Offering a sauna for a relaxing experience, Grh9352 - Paradise Palms Resort - 4 Bed 3 Baths Townhome Kissimmee villa is located a 15-minute drive from the Avatar Flight of Passage. Offering parking… More

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Luxurious Home Near Disney With Game Room And Waterpark & Resort Access At Encore Resorts Reunion - 371Fl

371 Falls Dr,, Kissimmee, United States View map

Disney-Adjacent with Private Pool & Resort Amenities, a serene oasis nestled in the heart of Central Florida's enchanting Celebration community. This luxurious retreat provides an unforgettable… More

From US$ 359 Book Now

Reunion Dream Oasis-Tt482

1173 Grand Traverse Parkway, Kissimmee, United States View map

The 7-bedroom Reunion Dream Oasis-Tt482 Villa Kissimmee is located 3.7 km from the Indian Ridge and provides a sauna. More

From US$ 1355 Book Now

Grand 15-Bedroom Villa -Magical Themes, Pool & Game Loft, Lakeview

4041 Sonoma Boulevard, Kissimmee, Florida 34741, United States, Kissimmee, United States View map

**Experience the Enchantment of Grand 15-Bedroom Villa - Magical Themes, Pool & Game Loft, Lakeview** More

From US$ 2285 Book Now

Resort Home: Game Room, Pool, Near Disney

2874 Stanza Court, Kissimmee, United States View map

The 5-bedroom Resort Home: Game Room, Pool, Near Disney Kissimmee is located about 10 minutes' drive from Shingle Creek Regional Park and provides cycling, billiards, and fishing for active guests. More

From US$ 402 Book Now

Solara Resort Vacation Home 6Beds

1840 Caribbean View Terrace, Kissimmee, United States View map

Welcome to Solara Resort Vacation Home 6Beds, a captivating retreat situated just 60 minutes' drive from the enchanting city of Kissimmee. This luxurious vacation home seamlessly blends the comfort… More

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Cheerful Villa Near Disney With Margaritaville Resort And Island H20 Waterpark Access - 2913Cs

2913 Caribbean Soul Dr, Orlando, United States View map

Featuring a swimming pool for guests' relaxation, the 3-bedroom Cheerful Villa Near Disney With Margaritaville Resort And Island H20 Waterpark Access - 2913Cs Kissimmee is located within 25 minutes'… More

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Delight Indoor 10Bed Free Acces To Resort

2105 Malta Terrace, Kissimmee, United States View map

**Discover the Allure of Delight Indoor 10Bed Free Access To Resort** Ideally located, this enchanting resort serves as a gateway to the myriad attractions of Central Florida. More

From US$ 264 Book Now

Family Retreat Near Disney With Private Pool

La Isla Drive 8646, Kissimmee, United States View map

Family Retreat Near Disney With Private Pool Kissimmee villa is located 5 km from the Dinosaur attraction and invites guests to enjoy a patio. More

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Best Location In Solara Resort

9001 Egret Mills Terrace, Kissimmee, United States View map

Welcome to the Best Location In Solara Resort Kissimmee, an exquisite retreat that perfectly blends luxury and convenience. Nestled just 32 kilometers from Kissimmee and approximately 50 kilometers… More

From US$ 305 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw12

2470 Santorini Dr, Kissimmee, United States View map

Nestled 2.9 km from Highlands Reserve Boulevard, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw12 Kissimmee villa is boasting beauty services and spa therapy for guests' enjoyment. Located… More

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Brand New House Private Lake View 3009 Protagonist Home

3009 Protagonist, Kissimmee, United States View map

Brand New House Private Lake View 3009 Protagonist Home Kissimmee is located 3.6 km from Fun Spot America Kissimmee and provides a hot tub. More

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Et009 - Artistic Townhouse With Games Room At Reunion

836 Driving Range Ct, Kissimmee, United States View map

**Experience Comfort at the Artistic Townhouse** Welcome to the Artistic Townhouse, a charming retreat perfectly situated in Reunion, just 27 km from the vibrant heart of Kissimmee. More

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Spacious 3Br Home In Champions Gate Near Disney Chg106

1081 Splash Shot Pl, Kissimmee, United States View map

The 2-bedroom Spacious 3Br Home In Champions Gate Near Disney Chg106 Kissimmee is located 3.2 km from Highlands Reserve Boulevard and provides mini golf and ping pong for active guests. Providing… More

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Casa De Kissimmee Sleeps Up To 13 Guests

8925 Cuban Palm Rd, Kissimmee, United States View map

Escape to the enchanting **Casa De Kissimmee Sleeps Up To 13 Guests**, a charming villa located just 34 km from the heart of Kissimmee, Florida. This exquisite retreat caters to families and large… More

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8157 Fan Palm

8157 Fan Palm Way, Kissimmee, United States View map

**Welcome to 8157 Fan Palm Villa, a luxurious retreat nestled in the heart of Kissimmee, just 30 kilometers from the vibrant attractions of the town and a scenic 45 kilometers from Orlando… More

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Daisy'S Den - Five Bedroom Home

8088 Santee Drive, Kissimmee, United States View map

**Welcome to Daisy's Den - Five Bedroom Home, a luxurious retreat nestled just 30 km from the enchanting city of Kissimmee.** This charming property seamlessly combines comfort and elegance, making… More

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Cozy Family Retreat Minutes From Disneyland

7407 Excitement Drive, Reunion Kissimmee, Unit A Fl, 34747, Us, Kissimmee, United States View map

The Cozy Family Retreat Minutes From Disneyland is a charming getaway just 22 km from the heart of Kissimmee. This delightful haven combines comfort and convenience, making it an ideal destination… More

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3 Bd 2 Ba West Lucaya 3214 Cp

3214 Cupid Place, Kissimmee, United States View map

Staying at 3 Bd 2 Ba West Lucaya 3214 Cp Kissimmee villa, guests can visit Disney's Blizzard Beach Water Park, which is approximately a 15-minute ride away. More

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Sun-Filled 7 Bdrm Haven With Sports Themed Game Room At Reunion

325 Muirfield Loop, Kissimmee, United States View map

**Welcome to the Sun-Filled 7 Bdrm Haven with Sports Themed Game Room at Reunion**, a delightful retreat that seamlessly blends luxury and comfort for unforgettable family getaways. Nestled just 27… More

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Windsor At Westside 7Bd Hm Pool-2112Mw Home

2112 Morocco Way, Kissimmee, United States View map

**Experience Luxurious Family Retreat at Windsor at Westside** Ideal for families, the property's location makes it easy to explore the enchanting attractions of Kissimmee and beyond. More

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Stylish Townhome With Splash Pool, Wi-Fi- 8206Sa

1612 Carey Palm Cir, Kissimmee, United States View map

The Stylish Townhome With Splash Pool, Wi-Fi- 8206Sa is an enchanting retreat nestled just 32 km from the vibrant heart of Kissimmee. This charming townhome offers a delightful blend of modern… More

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3070 Gatsby

3070 Gatsby Street, Kissimmee, United States View map

**3070 Gatsby Villa is a charming retreat nestled in the heart of Kissimmee.** Just a short 20-minute drive from the bustling attractions of Kissimmee, this delightful villa offers the perfect… More

From US$ 240 Book Now

Grh9245 - Storey Lake Resort - 4 Bed 3 Baths Townhome

4805 Brier Rose Lane, Kissimmee, United States View map

Offering a location 4.3 km from Medieval Times Dinner & Tournament, Grh9245 - Storey Lake Resort - 4 Bed 3 Baths Townhome Kissimmee villa gives access to various tourist spots in the area. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw51

2470 Santorini Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.9 km from Mystic Dunes Golf Club at Mystic Dunes Resort, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw51 Kissimmee villa comes with… More

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Perfect Retreat With Incredible Resort

1943 Majorca Drive, Kissimmee, United States View map

Perfect Retreat With Incredible Resort Kissimmee villa entices active guests with access to a fitness studio and is located within 25 minutes' walk of Northeast Regional City Park. Featuring a patio,… More

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Fun & Fancy Villa

1209 Challenge Drive, Kissimmee, United States View map

Fun & Fancy Villa Kissimmee is located 4.7 km from the Rum Run and provides cycling for active guests. Located 10 minutes' drive from Highlands Reserve GC, this 5-bedroom villa provides Wi-Fi and… More

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Upscale 8 Bdrm Villa With Home Theater At Reunion

920 Golden Bear Drive, Kissimmee, United States View map

The Upscale 8-Bedroom Villa with Home Theater at Reunion is an exquisite retreat situated in the heart of Kissimmee. This luxurious accommodation is designed to provide guests with an unforgettable… More

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6Br Luxury Home - Private Pool Hot Tub And Bbq

Marcello Boulevard 358, Kissimmee, United States View map

Welcome to 6Br Luxury Home - Private Pool Hot Tub And BBQ, where modern elegance meets the comforts of home. Nestled just 8 km from the vibrant heart of Kissimmee, this exquisite retreat offers an… More

From US$ 399 Book Now

3 Bedrooms 2.5 Bathrooms Lake Berkley 1109Pr

1109 Park Ridge Circle, Kissimmee, United States View map

Located a 16-minute walk from Medieval Times Dinner & Tournament, 3 Bedrooms 25 Bathrooms Lake Berkley 1109Pr Kissimmee villa gives access to various tourist sites in the vicinity. More

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Beautiful Home Close To Theme Parks With Private Pool, Ac & W/D - Dog-Friendly

4958 Castle St E, Kissimmee, United States View map

Beautiful Home Close To Theme Parks With Private Pool, Ac & W/D - Dog-Friendly Kissimmee is located 15 minutes' drive from Kissimmee Oaks Golf Course and invites guests to enjoy a patio. More

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Family 5Br Retreat Near Disney

4451 Scene Ln, Kissimmee, United States View map

Offering an indoor pool for a relaxing experience, Family 5Br Retreat Near Disney Kissimmee villa is located a 10-minute drive from the Museum of Military History. More

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Beautiful 5Bed Home With Free Resort Access 4817

4817 Love Storey Ln, Kissimmee, United States View map

Nestled just a scenic 20-minute drive from the vibrant heart of Kissimmee, the Beautiful 5Bed Home With Free Resort Access 4817 is the perfect retreat for families seeking both comfort and adventure.… More

From US$ 209 Book Now

Wondara Retreat - Golf Sim - Star Wars-Frozen-Lego Batman-Pool W-Slide By Disney

745 Desert Mountain Court, Kissimmee, United States View map

Situated nearly a 10-minute drive from the Windsor Hills, Wondara Retreat - Golf Sim - Star Wars-Frozen-Lego Batman-Pool W-Slide By Disney Kissimmee villa offers a private pool, a spa centre for… More

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Le572X Liberty Plaza

7572 Excitement Drive, Kissimmee, United States View map

**Welcome to Le572X Liberty Plaza**, an exquisite retreat nestled in the enchanting locale of Kissimmee, just 23 kilometers from the vibrant heart of Orlando. This gem offers a blend of contemporary… More

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Modern 7 Bdrm Villa With Games Room At Reunion

1141 Castle Pines Ct., Kissimmee, United States View map

**Experience Luxurious Comfort at the Modern 7 Bdrm Villa with Games Room at Reunion** Nestled just 15 km from the bustling Kissimmee Value Outlet Shops, the Modern 7 Bdrm Villa with Games Room at… More

From US$ 1134 Book Now

Compass Point Villa S

3185 Tocoa Circle, Kissimmee, United States View map

**Welcome to the Compass Point Villa S, a luxurious getaway nestled just 13 km from the vibrant heart of Kissimmee and approximately 35 km from the bustling Orlando International Airport. Velvety… More

From US$ 125 Book Now

Villa Crayson

8800 Crayson Court, Kissimmee, United States View map

Villa Crayson Kissimmee is a luxurious retreat set against the enchanting backdrop of Florida's vibrant attractions. Located just 35 kilometers from the bustling heart of Kissimmee, this exquisite… More

From US$ 262 Book Now

Poolside 5Br Escape With Pool Table & Parking

4683 Cumbrian Lakes Drive, Kissimmee, United States View map

Poolside 5Br Escape With Pool Table & Parking Villa Kissimmee offers quick access to such tourist spots as cumbrian lakes, situated approximately a 5-minute walk away. More

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Villa Crayson Home

8800 Crayson Court, Kissimmee, United States View map

Situated in the West Kissimmee district, 3.6 km from the Rum Run, Villa Crayson Home Kissimmee comes with a private swimming pool for guests to unwind. More

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Last Minute Disney Luxury Townhouse With Private Pool. Book Now Slr557

4184 Paragraph Dr, Kissimmee, United States View map

During the stay at Last Minute Disney Luxury Townhouse With Private Pool. Book Now Slr557 Kissimmee villa, guests can indulge in an indoor pool or visit the Kissimmee Go-Karts, located 2.5 km away. More

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Lake View Pool Home Near Disney - 5Br 4Ba

8855 Candy Palm Road, Kissimmee, United States View map

Welcome to the Lake View Pool Home Near Disney, where the charm of Kissimmee meets modern luxury. Nestled just 34 kilometers from the vibrant heart of Kissimmee, this stunning retreat offers a… More

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Stunning 4Bd W Pool Gameroom Solara Resort 9008

9008 Egret Mills Terrace, Kissimmee, United States View map

During the stay at Stunning 4Bd W Pool Gameroom Solara Resort 9008 Kissimmee villa, guests can indulge in cycling or visit the Emerald Island Boulevard, located 4 km away. Situated in the West… More

From US$ 412 Book Now

Go19 - Champions Gate

1220 Challenge Dr, Kissimmee, United States View map

**Discover the Luxury of Go19 - Champions Gate Villa Kissimmee** Located within close proximity to iconic attractions and theme parks, guests will find themselves perfectly positioned to explore the… More

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7 Mi To Usta Waterfront Tennis House With Yard!

3069 Sangria St, Kissimmee, United States View map

Welcome to the delightful 7 Mi To Usta Waterfront Tennis House With Yard!, A charming retreat just a short 20-minute drive away from Kissimmee. Nestled in a serene setting, this property offers a… More

From US$ 344 Book Now

Tg220T Heritage Rock Spring

1220 Grand Traverse Parkway, Kissimmee, United States View map

**Welcome to Tg220T Heritage Rock Spring** - an enchanting retreat nestled just 25 km from the vibrant heart of Kissimmee, offering a sanctuary amid Florida's natural beauty. This captivating haven… More

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Modern Storey Lake Resort Disney Orlando 3161-305

3161 Paradox Circle Apt 305, Kissimmee, United States View map

**Discover Modern Elegance at Modern Storey Lake Resort Disney Orlando 3161-305** Nestled just 12 km from the vibrant streets of Kissimmee, the Modern Storey Lake Resort Disney Orlando 3161-305… More

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Homestead Holly

7550 Gathering Drive, Kissimmee, United States View map

Set in the enchanting region of Kissimmee, Homestead Holly is a serene escape just a 40-minute drive from Orlando's bustling attractions. This charming haven boasts a captivating retreat designed for… More

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Holiday Home Florida Breeze Mit Whirlpool By Interhome

960 Marcello Blvd, Kissimmee, United States View map

Holiday Home Florida Breeze Mit Whirlpool By Interhome Kissimmee is located a mere 8 minutes' walk from Give Kids The World Village Resort and features a private pool as well as a terrace for guests'… More

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4 Bedrooms 3 Bathrooms Storey Lake 4863 Rc

4863 Romeo Circle, Kissimmee, United States View map

The 3-bedroom 4 Bedrooms 3 Bathrooms Storey Lake 4863 Rc Kissimmee villa offers proximity to nearby tourist spots, such as Fun Spot America Kissimmee, situated 3.6 km away. More

From US$ 172 Book Now