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2026-04-23
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Luxury accommodations in Kissimmee

Summer Getaway - 7Br With Private Pool By Disney!

Amelia Downs Trail 8947, Kissimmee, United States View map

Nestled a 25-minute walk from Highlands Reserve Boulevard, Summer Getaway - 7Br With Private Pool By Disney! Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Four Bedroom W/ Gameroom 5152A

5152 Adelaide Drive, Kissimmee, United States View map

**The Four Bedroom w/ GameRoom 5152A is your ideal family escape in Kissimmee!** Nestled just 7 km from the vibrant 192 Flea Market and a short drive from the renowned Kissimmee Value Outlet Shops… More

From US$ 196 Book Now

Family Solara Resort Private Pool Near Disney

1553 Carey Palm Cir, Kissimmee, United States View map

Located around 10 minutes' drive from Mystic Dunes Golf Club at Mystic Dunes Resort, Family Solara Resort Private Pool Near Disney Kissimmee villa provides access to various tourist attractions in… More

From US$ 314 Book Now

Beautiful Modern Home Wprivate Pool Near Wdw

4825 Dedication Street, Kissimmee, United States View map

**Beautiful Modern Home Wprivate Pool Near WDW** offers a luxurious retreat in the heart of Kissimmee, just a stone's throw away from renowned attractions such as Epcot(R) and Disney's Animal… More

From US$ 713 Book Now

Casa 4 Quartos - 20Min Disney - Seven Dwarfs

2605 Gala Road South #29-101, Kissimmee, United States View map

**Discover the Charm of Casa 4 Quartos - 20Min Disney - Seven Dwarfs** Nestled just 10 km from the vibrant heart of Kissimmee, Casa 4 Quartos - 20Min Disney - Seven Dwarfs offers a spacious and… More

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Beautiful House With Pool In Reunion Orlando 10 Minutes From Disney

1117 Castle Pines Court, Kissimmee, United States View map

The 6-bedroom Beautiful House With Pool In Reunion Orlando 10 Minutes From Disney Kissimmee villa is located around 20 minutes' walk from Publix Super Market at Champions Gate Village and offers… More

From US$ 498 Book Now

Amazing 3 Bedrooms At Lucaya- 7 Miles From Disney

5374 Diplomat Ct, Unit 102, Kissimmee, United States View map

Situated approximately a 10-minute drive from local amusement parks, the 2-bedroom Amazing 3 Bedrooms At Lucaya- 7 Miles From Disney Kissimmee villa entices guests with a Jacuzzi, ensuring a more… More

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5 Mi To Disney World Retreat With Pool And Lanai!

8070 King Palm Cir, Kissimmee, United States View map

During the stay at 5 Mi To Disney World Retreat With Pool And Lanai! Kissimmee villa, guests can indulge in table tennis or visit the 145-foot Tree of Life Sculpture, located 4.6 km away. Nestled in… More

From US$ 241 Book Now

15Br Mansion Near Disney Private Pool Hot Tub

Rama Drive 2493, Kissimmee, United States View map

**Welcome to 15Br Mansion Near Disney Private Pool Hot Tub**, a splendid retreat just 10 minutes from the enchantment of Kissimmee and a short drive from the excitement of Walt Disney World. This… More

From US$ 881 Book Now

Minnie'S Marvel

2523 Oneida Loop, Kissimmee, United States View map

Welcome to Minnie's Marvel Kissimmee, a stunning retreat designed for families and friends alike, seamlessly blending spacious comfort with modern amenities. Located just a short drive from the… More

From US$ 190 Book Now

Modern 5Br - Reunion Resort - Pool Table

7760 Sandy Ridge Drive, Kissimmee, United States View map

The spacious 4-bedroom Modern 5Br - Reunion Resort - Pool Table Kissimmee is also located approximately a 5-minute walk from the Reunion Resort Water Park. 4.7 km from the Windsor Hills, this 251 m²… More

From US$ 205 Book Now

☀️12Br Disney Villa Paradise W/ Game Room & Pool/Spa☀️

2476 Shanti Drive, Kissimmee, United States View map

The 11-bedroom 12Br Disney Villa Paradise W/ Game Room & Pool/Spa offers accommodation in Kissimmee, about a 25-minute walk from the miniature Pirates Island Adventure Golf and 3.1 km from the… More

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Gorgeous Home With Golf Course View Championsgate

731 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to the Gorgeous Home With Golf Course View Championsgate, a serene retreat nestled just 29 km from the vibrant heart of Kissimmee and a mere 50 km from the bustling Orlando International… More

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Themed Luxury Apartment With Pools And Jacuzzi

7615 Heritage Crossing Way 301, Kissimmee, United States View map

**Themed Luxury is a unique escape nestled in the heart of Kissimmee, where opulence meets whimsical charm.** This remarkable destination is just a short 40-minute drive from the vibrant city of… More

From US$ 199 Book Now

Beautiful Hollywood Style Home Next To Disney

3081 Seaview Castle Drive, Kissimmee, United States View map

**Discover the Enchantment of Beautiful Hollywood Style Home Next to Disney** Nestled just 13 kilometers from the vibrant heart of Kissimmee, Beautiful Hollywood Style Home Next to Disney offers an… More

From US$ 120 Book Now

7646 Recife

7646 Recife Dr, Kissimmee, United States View map

Situated within the enchanting confines of Celebration, a meticulously crafted community by Walt Disney Company, 7646 Recife stands as your ideal retreat just minutes away from the magical realm of… More

From US$ 169 Book Now

3Bd Townhome In Fiesta Key - 4732Th

4732 Coral Castle Dr, Kissimmee, United States View map

3Bd Townhome In Fiesta Key - 4732Th Kissimmee villa provides easy access to various city attractions, such as Eagle Pointe South, situated approximately a 5-minute walk away. More

From US$ 115 Book Now

Grand Home Near Disney With Private Pool, Air Hockey Table And Waterpark & Resort Access At Encore Resorts Reunion - 401Sf

401 Southfield Street, Kissimmee, United States View map

**Welcome to the Grand Home Near Disney With Private Pool, Air Hockey Table And Waterpark & Resort Access At Encore Resorts Reunion - 401Sf** in Celebration, a vibrant, master-planned community… More

From US$ 190 Book Now

Amazing Villa 5Br Heated Pool Themed Rooms - 5 Miles Disney

2873 Simile Street, Kissimmee, United States View map

Amazing Villa 5Br Heated Pool Themed Rooms - 5 Miles Disney Kissimmee boasts a hot tub and is nearly a 15-minute ride from entertainment sites such as Hawks Landing Golf Club. More

From US$ 283 Book Now

Star Wars Themed Home At Windsor Palms

Butterfly Palm Way 2307, Kissimmee, United States View map

Experience an intergalactic getaway at the Star Wars Themed Home at Windsor Palms. Nestled just 30 km from bustling Kissimmee and a convenient 45 km from Orlando International Airport, this unique… More

From US$ 150 Book Now

Amazing 5 Bedrooms4 Bathspool At Storey Lake Resort

4813 Brier Rose Ln, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

During the stay at Amazing 5 Bedrooms4 Bathspool At Storey Lake Resort Kissimmee villa, guests can indulge in a Jacuzzi or visit Medieval Times Dinner & Tournament, located 4.3 km away. More

From US$ 317 Book Now

Storey Lake Dream Villa With Private Pool

4558 Narrative Lane, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Storey Lake Dream Villa With Private Pool provides a luxurious escape just 11 km from the charming downtown area. This stunning retreat, located… More

From US$ 417 Book Now

7679 Sir Kaufman

7679 Sir Kaufmann Court, Kissimmee, United States View map

Welcome to the exquisite 7679 Sir Kaufman Villa, nestled in the heart of Celebration, Florida. This beautifully designed retreat offers an unparalleled experience for guests seeking both luxury and… More

From US$ 178 Book Now

Holiday Villas Of Kissimmee

West Irlo Bronson Highway (Office Address Only; Not Check-In Location), Kissimmee, United States View map

**Welcome to Holiday Villas of Kissimmee** Dining options abound nearby, encouraging families to explore local cuisine or stay in and enjoy home-cooked meals. More

From US$ 162 Book Now

Dream Vacation Home!

3241 Cupid Place, Kissimmee, United States View map

**Welcome to Dream Vacation Home! Kissimmee** Set in a picturesque locale, Dream Vacation Home! Kissimmee is strategically positioned for ease of access, with vibrant entertainment options… More

From US$ 157 Book Now

Minutes To Mickey At Tuscana Resort

8020 Tuscany Way 4408, Kissimmee, United States View map

The enchanting Minutes To Mickey At Tuscana Resort is ideally situated for both fun and relaxation, this exquisite haven is perfect for families and adventurers alike. Nestled just 25 km from the… More

From US$ 179 Book Now

Stay Close To Disney In Your 3-Bedroom Haven

3185 Yellow Lantana Lane, Kissimmee, United States View map

Staying at the 2-bedroom Stay Close To Disney In Your 3-Bedroom Haven Kissimmee villa, guests can visit the Dinosaur attraction, which is nearly a 10-minute ride away. More

From US$ 90 Book Now

Bright Family Home! Sleeps 21 Ww107

1690 Lima Ave, Kissimmee, United States View map

**Discover the Enchantment of Bright Family Home! Sleeps 21 Ww107** Conveniently situated, the Bright Family Home! More

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Your Home Away From Home!

1092 Park Ridge Circle, Kissimmee, United States View map

**Welcome to Your Home Away From Home!**, A perfect retreat nestled just 8 km from the charming city center of Kissimmee and a mere 35 km from Orlando International Airport. This inviting sanctuary… More

From US$ 81 Book Now

Gorgeous 4Bd With Pool At Storey Lake Resort 4475

Scene Lane 4475, Kissimmee, United States View map

Positioned in the heart of Florida's vibrant Kissimmee area, the Gorgeous 4Bd With Pool At Storey Lake Resort 4475 offers an exquisite retreat for families and friends alike. This stunning residence… More

From US$ 216 Book Now

2921Dh Townhouse 4 Bedrooms & 3 Bathrooms + Pool

2921 Simile St, Kissimmee, United States View map

**2921Dh Townhouse: A Luxurious Escape in Kissimmee** Nestled just 13 kilometers from the vibrant heart of Kissimmee, the 2921Dh Townhouse offers an exquisite retreat for those seeking both… More

From US$ 157 Book Now

Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes

901 Emerald Green Court, Kissimmee, United States View map

**Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes** Discover the epitome of elegance and seclusion at Luxurious With Privacy In 5 Bedroom With Private Pool By Florida… More

From US$ 247 Book Now

Storey Lake Resort, Private Pool, And Much More!!

2827 Bookmark Drive, Kissimmee, United States View map

Offering a hot tub, the 5-bedroom Storey Lake Resort, Private Pool, And Much More!! Kissimmee villa is located 3 km from the Osceola County Welcome Center and History Museum. More

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Stunning 3Bd Apto Close To Disney 201P

3131 Paradox Circle, Kissimmee, United States View map

**Welcome to Stunning 3Bd Apto Close To Disney 201P,** your ideal haven just a stone's throw from the magic of Kissimmee. Nestled approximately 12 kilometers from the enchanting wonders of Disney… More

From US$ 133 Book Now

4313Sl Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4313 Quote St, Kissimmee, United States View map

Welcome to the serene oasis of the 4313Sl Townhouse, where comfort meets sophistication. Nestled just 11 km from the vibrant heart of Kissimmee, this exceptional townhouse offers a perfect blend of… More

From US$ 286 Book Now

Lovely 5Br4Ba W Private Heated Pool & Bbq Grill

2414 Dubai Street, Kissimmee, Fl 34747, Kissimmee, United States View map

Situated 7 km from the Avatar Flight of Passage, Lovely 5Br4Ba W Private Heated Pool & Bbq Grill Kissimmee villa invites guests to relax at a patio. Located in the West Kissimmee district, the 4… More

From US$ 237 Book Now

Four Bedrooms Townhome 5108K

5108 Killarney Way, Kissimmee, United States View map

Kissimmee is just 13 km from the bustling attractions of the city. Offering an inviting retreat, this spacious townhome is perfect for families or groups seeking a tranquil getaway while remaining… More

From US$ 152 Book Now

Esprit-3 Bedrooms House Wpool-4100Es

603 Jaybee Avenue,, Kissimmee, United States View map

Located about 5 minutes' walk from Lake Davenport, the 2-bedroom Esprit-3 Bedrooms House Wpool-4100Es Kissimmee villa offers fishing for active guests. More

From US$ 186 Book Now

Upstay Spacious 3Br Home W Resort Access

3023 Bird Of Paradise Lane, Kissimmee, United States View map

Located about a 10-minute drive from Dinoland U.S.A., the 3-bedroom Upstay Spacious 3Br Home W Resort Access Kissimmee offers a patio with views of the garden. More

From US$ 135 Book Now

Modern Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 393Sf

393 Southfield Street, Kissimmee, United States View map

**Welcome to Modern Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion** More

From US$ 693 Book Now

Encantada Rose - A 4 Bed Townhouse Near Disney

3056 Secret Lake Drive, Kissimmee, United States View map

**Welcome to Encantada Rose - A 4 Bed Townhouse Near Disney**, a premier destination that perfectly blends luxury and comfort just a stone's throw from Walt Disney World. Nestled in the heart of… More

From US$ 658 Book Now

Spacious & Cozy Home- Near All Disney Parks

8207 Roseville Boulevard, Kissimmee, United States View map

Located just 8 minutes' stroll from Publix Super Market at Champions Gate Village, the 4-bedroom Spacious & Cozy Home- Near All Disney Parks Kissimmee offers a patio with views of the pool. More

From US$ 250 Book Now

Four Bedroom Close To Disney 5149A

5149 Adelaide Drive, Kissimmee, United States View map

**Four Bedroom Close to Disney 5149A is a charming retreat in the heart of Kissimmee, perfectly positioned for family adventures in Florida's iconic theme park region. Situated just 9.5 km from the… More

From US$ 247 Book Now

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

Bsv_Villa1773

1773 Caribbean View Terrace, Kissimmee, United States View map

The 6-bedroom Bsv_Villa1773 Kissimmee villa is located about 5 minutes' drive from Highlands Reserve GC and offers guests to enjoy their evening on a terrace with a swimming pool. The family-friendly… More

From US$ 332 Book Now

Ic8090Icb - Indian Creek Oasis

8090 Indian Creek Blvd, Kissimmee, United States View map

**Indian Creek Oasis** offers a serene getaway in Kissimmee, just a 60-minute drive from the vibrant heart of Orlando. Nestled in a tranquil neighborhood, this exquisite villa provides an ideal base… More

From US$ 154 Book Now

Summer Escape - Spacious 8Br Home With Private Pool!

4565 Cabello Loop, Kissimmee, United States View map

The 5-bedroom Summer Escape - Spacious 8Br Home With Private Pool! Kissimmee is located nearly a 10-minute ride from the miniature Congo River Golf and provides a hot tub. The accommodation features… More

From US$ 404 Book Now

4 Bedrooms Pool Home On Golf Course Fairways Estates

132 Jaybee Ave, Kissimmee, United States View map

**Welcome to 4 Bedrooms Pool Home On Golf Course Fairways Estates**-a luxurious retreat nestled in the serene landscape of Kissimmee, just 35 km from the vibrant heart of the city. This stunning… More

From US$ 199 Book Now

1300 - Seven Eagles At Reunion3 Bed Condo

1300 Seven Eagles Court, Kissimmee, United States View map

Situated within the vibrant heart of Reunion, the 1300 Seven Eagles At Reunion 3 Bed Condo offers an unforgettable blend of luxury and comfort. Just a 40-minute drive from Kissimmee and only 50 km… More

From US$ 1050 Book Now

5 Bedrooms With In-Law Suite Reunion Resort Villa Pool, Spa, No Water Park

1522 Euston Drive, Kissimmee, United States View map

**Discover Tranquility at the Reunion Resort Villa** With free private parking available, accessibility to key attractions is effortless. More

From US$ 314 Book Now