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2026-06-07
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Luxury accommodations in Kissimmee

Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room

Marcello Boulevard 537, Kissimmee, United States View map

The 8-bedroom Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room Kissimmee entices active guests with access to a fitness club and is located approximately a 10-minute ride from… More

From US$ 279 Book Now

4577 Stunning 7 Bedroom Home

Target Boulevard 4577, Kissimmee, United States View map

**Welcome to the 4577 Stunning 7 Bedroom Home in Kissimmee** Nestled just 11 kilometers from the heart of Kissimmee, the 4577 Stunning 7 Bedroom Home offers a sophisticated escape for families and… More

From US$ 947 Book Now

Four Bedrooms Resort Townhome 5128

5128 Adelaide Drive, Kissimmee, United States View map

Set in the heart of Kissimmee, Four Bedrooms Resort Townhome 5128 presents an inviting getaway for families and groups seeking comfort and convenience. This delightful holiday home combines modern… More

From US$ 175 Book Now

Windsor At Westside Resort Home W Pool Hot Tub

9034 Rhodes St, Kissimmee, United States View map

**Welcome to Windsor at Westside Resort, a luxurious retreat located just a short distance from the vibrant heart of Kissimmee, Florida.** Nestled 32 kilometers from the bustling city, this exquisite… More

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Four Bedrooms Townhome 5126

5126 Adelaide Dr, Kissimmee, United States View map

**Four Bedrooms Townhome 5126 Kissimmee is where comfort meets convenience in the heart of Central Florida's attractions.** Situated just 9.5 km from Disney Springs and a short drive from ESPN Wide… More

From US$ 130 Book Now

Hidden Oasis Near Orlando, Disney, Etc.

614 Rum Run, Kissimmee, United States View map

**-A delightful retreat that perfectly blends comfort and convenience for both families and groups. Situated just 33 km from Kissimmee and an easy drive from renowned attractions, this spacious oasis… More

From US$ 114 Book Now

1 Bd Apt Close To Disney/Universal/Shopping/Dining

921 West Penfield Street C, Kissimmee, United States View map

**Discover the Charm of Kissimmee's 1 Bd Apt Close To Disney/Universal/Shopping/Dining** Convenience is key, with free private parking available, accommodating everything from small boats to RVs… More

From US$ 62 Book Now

Bahama Bay Amazing Condo With Avengers Room

303 Lucaya Loop, Kissimmee, United States View map

Welcome to Bahama Bay Amazing Condo With Avengers Room, a vibrant retreat located just 33 kilometers from the heart of Kissimmee and a convenient 50 kilometers from the bustling Orlando International… More

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~ 6 Mi To Disney: Kissimmee Retreat W/ Pool!

Kissimmee, FL, 34747, Kissimmee, United States View map

The 3-bedroom ~ 6 Mi To Disney: Kissimmee Retreat W/ Pool! villa is located 3.8 km from Fun Spot America Kissimmee and provides a Jacuzzi. The accommodation features opportunities for canoeing in the… More

From US$ 253 Book Now

9 Mi To Disney: Resort Getaway W/ Private Patio!

1093 Park Ridge Cir, Kissimmee, United States View map

The 3-bedroom 9 Mi To Disney Resort Getaway With Private Patio! Kissimmee villa is located a mere 1.8 km from the miniature Pirates Island Adventure Golf and provides guests with a hot tub for a more… More

From US$ 95 Book Now

Spacious Apartment 2Br2Ba • Near Disney • Poollazy River At Storey Lake Resort Sl47317

4731 Clock Tower Dr, Unit 107, Kissimmee, Fl 34746, Eua, Unit 107, Kissimmee, United States View map

The 2-room Spacious Apartment 2Br2Ba • Near Disney • Poollazy River At Storey Lake Resort Sl47317 Kissimmee is located about a 20-minute ride from Kissimmee train station and just moments from Lennar… More

From US$ 104 Book Now

Premium Apartment 2Br2Ba • Near Disney • Poollazy River At Storey Lake Resort Sl47316

4731 Clock Tower Dr, Unit 106, Kissimmee, Fl 34746, Eua, Unit 106, Kissimmee, United States View map

The spacious 2-bedroom Premium Apartment 2Br2Ba • Near Disney • Poollazy River At Storey Lake Resort Sl47316 Kissimmee offers proximity to such tourist attractions as Lennar at Storey Lake, situated… More

From US$ 150 Book Now

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

Toy Story Room At Bahama Bay Sage Vacations

505 Rum Run, Kissimmee, United States View map

Located 2.3 km from the Rum Run, Toy Story Room At Bahama Bay Sage Vacations Kissimmee villa provides an outdoor swimming pool with loungers and bar service. This family-friendly property is nestled… More

From US$ 217 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

Cheerful 4Bed 3Bath With Pool Home Near Disney

2817 Rocella Court, Kissimmee, United States View map

**Welcome to Cheerful 4Bed 3Bath With Pool Home Near Disney** Nestled just 33 km from Kissimmee, Cheerful 4Bed 3Bath With Pool Home Near Disney invites families and travelers alike to experience an… More

From US$ 134 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$ 248 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

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

401 Southfield Street, Orlando, 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

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

G - New 5 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool

4811 Crusoe Street, Kissimmee, United States View map

Welcome to an enchanting retreat, where family-friendly excitement meets modern comfort. Nestled just five miles from the magical realms of Disney, the G - New 5 Bedroom Home - 5 Miles To Disney… More

From US$ 237 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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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

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

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

Amazing 6Br W Pvt Pool Game Room Near Disney

2838 Storey Cove Avenue, Kissimmee, United States View map

**Experience the Extraordinary at Amazing 6Br W Pvt Pool Game Room Near Disney** Strategically located just 35 kilometers from Orlando International Airport, Amazing 6Br W Pvt Pool Game Room Near… More

From US$ 489 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

Resort Townhome With Pool Spa 1123

1123 Park Ridge Cir, Kissimmee, United States View map

Located merely 1.4 km from the nonprofit Give Kids The World Village Resort, the 3-bedroom Resort Townhome With Pool Spa 1123 Kissimmee villa provides access to various tourist attractions in the… More

From US$ 148 Book Now

Gorgeous 4 Bedroom W Screened Pool Close To Disney 2653

Reading Trail 2653, Kissimmee, United States View map

**Experience Unmatched Comfort at Gorgeous 4 Bedroom W Screened Pool Close To Disney** Nestled in the heart of Kissimmee, Gorgeous 4 Bedroom W Screened Pool Close To Disney 2653 offers a vibrant… More

From US$ 205 Book Now

Sonoma Resort 7 Bedroom Home With Pool 1849

3871 Sonoma Boulevard, Kissimmee, United States View map

Situated 4.7 km from the Grassy Kissimmee Lakefront Waterfront Park, the 6-bedroom Sonoma Resort 7 Bedroom Home With Pool 1849 Kissimmee entices guests to explore various tourist attractions in the… More

From US$ 333 Book Now

Joyful 8Bd Single Family W Pool @Champions Gate 9262

9262 Sommerset Hills Drive, Kissimmee, United States View map

Set within the prestigious Champions Gate community, Joyful 8Bd Single Family W Pool @Champions Gate 9262 is an exceptional retreat, ideal for families seeking both relaxation and recreation. Located… More

From US$ 597 Book Now

Cute Lakeview 2Br Condo With 2 Clubhouses

Paradox Circle 3161, Kissimmee, United States View map

**Experience Serene Getaways at the Cute Lakeview 2Br Condo With 2 Clubhouses** Nestled just 12 km from the vibrant heart of Kissimmee, the Cute Lakeview 2Br Condo With 2 Clubhouses offers an idyllic… More

From US$ 184 Book Now

Close To Disney & Other Theme Parks,Private Heated Poolspa, Bbq & Game Rm

591 Sweet Birdie Street, Kissimmee, United States View map

Situated just 29 km from the enchanting world of Disney and other exciting theme parks, Close To Disney & Other Theme Parks, Private Heated Pool, Spa, BBQ & Game Room is the perfect retreat for… More

From US$ 556 Book Now

Family Vacation Villa, Water Park, Endless Amenities

3081 Rosie O Grady Court, Kissimmee, United States View map

Positioned just 12 kilometers from the vibrant heart of Kissimmee, the Family Vacation Villa, Water Park, Endless Amenities invites families and travelers alike to savor the perfect getaway. With its… More

From US$ 225 Book Now

4 Bed Single Level Home In Windsor Palms Sleeps 8

8154 Sun Palm Drive, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, the 3-bedroom 4 Bed Single Level Home In Windsor Palms Sleeps 8 Kissimmee is 4.2 km from The Legends Golf Course and offers a Jacuzzi. More

From US$ 202 Book Now

Five Bedrooms Single Family 4759

4759 Kings Castle Circle, Kissimmee, United States View map

**Welcome to Five Bedrooms Single Family 4759** - your serene retreat in the heart of Kissimmee. This exceptional holiday home offers a blend of modern convenience and comfort, situated just 12 km… More

From US$ 339 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

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

2793 Bookmark Dr, Kissimmee, United States View map

The 5-bedroom Storey Lake Resort, Private Pool, And Much More!! Kissimmee villa is nestled within a 3-km distance of the Give Kids The World Village and provides a hot tub. More

From US$ 280 Book Now

Storey Lake Resort 5 Bedroom Vacation Home With Pool 2307

2735 Bookmark Drive, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, the Storey Lake Resort 5 Bedroom Vacation Home With Pool 2307 offers a luxurious retreat that perfectly blends comfort and convenience. Just a short 20-minute… More

From US$ 168 Book Now

3151Ls Townhouse 4 Bedrooms & 3 Bathrooms + Pool

3151 Pequod Pl, Kissimmee, United States View map

Situated just 12 kilometers from the vibrant heart of Kissimmee, the 3151Ls Townhouse promises an exquisite retreat for families and groups seeking both comfort and convenience. With its modern… More

From US$ 203 Book Now

Four Bedrooms With Screen Poolstoreylake 4910

Windermere Avenue, Kissimmee, United States View map

**Discover Luxurious Comfort at Four Bedrooms With Screen Poolstoreylake 4910** With Orlando International Airport located 30 km away, reaching this tranquil haven is effortless. More

From US$ 174 Book Now

Dream Retreats 5 Charming Rooms

8930 Zurich Ln, Kissimmee, United States View map

**Dream Retreats 5 Charming Rooms is an idyllic haven just 32 km from the vibrant town of Kissimmee and a convenient 50 km from Orlando International Airport.** Nestled in a picturesque setting, this… More

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Casa Economica Cerca A Disney

2604 Lodi Circle Casa 102, Kissimmee, United States View map

**Welcome to Casa Economica Cerca A Disney** - an idyllic retreat that merges comfort and convenience with unparalleled access to Florida's most celebrated attractions. Nestled just 10 km from the… More

From US$ 62 Book Now

La Casa Mediterranean! 3 Bedroom Condo Near Disney!

5006 Laguna Bay Circle 60, Kissimmee, United States View map

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From US$ 148 Book Now

10 Mi To Wdw Gated Townhome With Themed Rooms!

Kissimmee, United States View map

10 Mi To Wdw Gated Townhome With Themed Rooms! Kissimmee villa offers easy access to such tourist spots as Eagle Pointe South, located only 6 minutes' walk away. More

From US$ 121 Book Now