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2026-04-23
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Luxury accommodations in Kissimmee

Beautiful 4 Bedroom 3 Bath Pool Townhome 280

4287 Paragraph Dr, Kissimmee, United States View map

**Welcome to the Beautiful 4 Bedroom 3 Bath Pool Townhome 280**, a serene retreat just 10 km from the vibrant heart of Kissimmee. Nestled in a peaceful community, this exquisite accommodation blends… More

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Great Townhouse In Gated Community West Lucaya

3211 Wish Avenue, Kissimmee, United States View map

Welcome to the Great Townhouse in Gated Community West Lucaya, an exquisite villa that offers an elegant retreat in the heart of Florida's vibrant Kissimmee. Nestled within a secure and serene… More

From US$ 193 Book Now

4321 Qs - Magical Haven Townhome W Pool

4321 Quote Street, Kissimmee, United States View map

Welcome to the enchanting 4321 Qs - Magical Haven Townhome W Pool, a tranquil getaway located just a 20-minute drive from the heart of Kissimmee. Nestled within the vibrant surroundings of Central… More

From US$ 105 Book Now

8867-103Fu Champions Gate,Condo + Game Room

8867 Cabot Cliffs Dr Unit 103, Kissimmee, United States View map

The spacious 8867-103Fu Champions Gate,Condo + Game Room Kissimmee is located a 10-minute drive from the Rum Run and 4 km from Highlands Reserve GC. Also, there is an outdoor swimming pool to ensure… More

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2776Lo Villa 5 Bed/5 Ba

2776 Bookmark Dr, Kissimmee, United States View map

2776Lo Villa is a luxurious retreat nestled in the heart of Kissimmee, just 20 minutes by car from Orlando's enchanting theme parks. This stunning vacation home combines comfort and sophistication… More

From US$ 218 Book Now

2820 Rocella Court

2820 Rocella Court, Kissimmee, United States View map

Set in the enchanting surroundings of Kissimmee, the 2820 Cozy Gem In Kissimmee With Pool offers a sanctuary of comfort and relaxation just 33 km from the vibrant attractions of Kissimmee and 50 km… More

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Beautiful Royal Palm Bay Condo Near Disney

2014 Royal Bay Boulevard, Kissimmee, United States View map

Set in the enchanting landscape of Kissimmee, the Beautiful Royal Palm Bay Condo Near Disney is a delightful retreat for families and adventure seekers alike. This inviting destination places guests… More

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Relaxing 3Br Haven For 8 At Seven Dwarfs Sd2610

2610 Lodi Circle, Unit #105 - Building 1, Kissimmee, United States View map

**Welcome to Relaxing 3Br Haven For 8 At Seven Dwarfs Sd2610**-a serene retreat in Kissimmee that perfectly balances comfort and convenience. Nestled just a 10-minute drive from the bustling heart of… More

From US$ 179 Book Now

Upstay Home W Pool Hot Tub & Patio - Pet Friendly

5445 Dahlia Reserve Drive, Kissimmee, United States View map

**Welcome to Your Oasis in Kissimmee** The prime location provides easy access to the attractions of Kissimmee and beyond, making Upstay Home W Pool Hot Tub & Patio - Pet Friendly a convenient base… More

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Five-Bedroom House

1890 Summer Drive, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Five-Bedroom House Kissimmee villa is located 25 minutes' walk from the Rum Run. More

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Bsv_Villa8912

8912 Bengal Ct, Kissimmee, United States View map

The 10-room Bsv_Villa8912 Kissimmee villa is located 2.9 km from the Rum Run and boasts a swimming pool provided on a terrace for a pleasant stay. Nestled in the West Kissimmee district of Kissimmee,… More

From US$ 619 Book Now

3Br Disney Home With Pool , Arcade And Hot Tub

2735 North Poinciana Boulevard 95, Kissimmee, United States View map

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600 Pebble Beach Drive

600 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to 600 Pebble Beach Drive**, an exquisite retreat nestled in the enchanting Kissimmee region, just 29 kilometers from the heart of Kissimmee and conveniently located 50 kilometers from the… More

From US$ 202 Book Now

Casa 4Q | Piscina Privativa | 10 Min Da Disney

4815 Dedication St, Kissimmee, United States View map

Situated 4.9 km from the World of Disney, the 3-bedroom Casa 4Q | Piscina Privativa | 10 Min Da Disney Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 206 Book Now

Sweet Suite Sleeps 6 Storey Lake By Shine Villas Apts

3171 Paradox Circle Unit 202 # 903, Kissimmee, United States View map

Welcome to the enchanting Sweet Suite Sleeps 6 Storey Lake By Shine Villas Apts, a perfect retreat for families and friends seeking comfort and relaxation. Nestled just 20 minutes from the vibrant… More

From US$ 126 Book Now

1531 Carey Palm

1531 Carey Palm Circle, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the 1531 Carey Palm Villa boasts an unparalleled blend of luxury and comfort. This exquisite retreat is conveniently located just 32 km from the captivating… More

From US$ 367 Book Now

Edwin Island - Luxury Home, Excellent Location, Gated-Community

2626 Emerald Island Boulevard, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the Edwin Island - Luxury Home, Excellent Location, Gated-Community offers an unparalleled escape for discerning travelers. This exquisite property serves as a… More

From US$ 252 Book Now

Red Brick House

1045 Partin Drive, Kissimmee, United States View map

Situated approximately a 25-minute walk from Osceola Center for the Arts, Red Brick House Apartment Kissimmee also boasts easy access to Kissimmee train station which is 4.5 km away. Wi-Fi and… More

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Dog-Friendly Townhome Wsplashpool -3201Pp

8930 Majesty Palm Road,, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and 3.3 km from Polo Park Golf Course, the 3-bedroom Dog-Friendly Townhome Wsplashpool -3201Pp Kissimmee villa provides guests with a Jacuzzi and… More

From US$ 309 Book Now

Free Water Park Walking Distance! Chg108

1069 Splash Shot Place, Kissimmee, United States View map

Offering a location 10 minutes by car from the Rum Run, Free Water Park Walking Distance! Chg108 Villa Kissimmee gives access to various tourist spots in the area. More

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2738We Villa 5 Bed/5 Ba

2738 Bookmark Dr, Kissimmee, United States View map

**Welcome to 2738We Villa 5 Bed/5 Ba in Kissimmee, the ultimate home-away-from-home destination.** This exquisite villa redefines comfort and luxury with its expansive living spaces, featuring five… More

From US$ 287 Book Now

Modern 5Br Twnhome W Private Pool Near Disney 358

8894 Geneve Ct, Kissimmee, United States View map

### Welcome to Modern 5Br Twnhome W Private Pool Near Disney 358 Conveniently located, Modern 5Br Twnhome W Private Pool Near Disney 358 offers easy access to major attractions, making it perfect for… More

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Magical 7Br Resort Pool Home Near Disney & Orlando Attractions

4693 Golden Beach Court, Kissimmee, United States View map

**Welcome to the Magical 7Br Resort Pool Home Near Disney & Orlando Attractions**, a perfect retreat blending comfort and convenience for families and groups seeking an unforgettable stay. Located… More

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Magical Kissimmee Retreat With Themed Rooms Pool Near Disney

8952 Adriatico Lane, Kissimmee, United States View map

**Indulge in the Enchantment of Magical Kissimmee Retreat** With its prime location near the enchantment of Disney and other attractions, Magical Retreat serves as a perfect base for exploring the… More

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Fireworks Night -Storey Lake By Shine Villas #709

3111 Paradox Circle Unit 405, Kissimmee, United States View map

The 2-room Fireworks Night -Storey Lake By Shine Villas #709 Kissimmee apartment is located approximately 25 minutes' walk from the Museum of Military History and offers spa facilities such as a… More

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1517 Reunion

1517 Fairview Cir, Kissimmee, United States View map

**1517 Reunion Villa is your perfect sanctuary in the heart of Kissimmee's Patriot's Landing.** This charming home boasts stunning front lake views and an inviting rear private pool featuring a… More

From US$ 323 Book Now

Resort-Style Condo Near Disney World

8103 Coconut Palm Way Unit 301, Kissimmee, United States View map

**Welcome to Resort-Style Condo Near Disney World**, a premier destination nestled in the serene Windsor Palms district of Kissimmee. This stunning resort-style condo offers a perfect base for… More

From US$ 131 Book Now

Shvpc3 - Paradise Cay #3 - 3 Bed 2.5 Baths Townhome

5273 Paradise Cay Cir, Kissimmee, United States View map

This delightful residence provides a serene retreat while keeping you close to the attractions of Central Florida. The interior is beautifully designed, offering a perfect blend of modern aesthetics… More

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6Br W Heated Pool + 9Mi To Disney + Sleeps 14

210 Ballo Drive, Kissimmee, United States View map

**Welcome to 6Br W Heated Pool + 9Mi To Disney + Sleeps 14, your ultimate family escape close to the magical allure of Disney.** Nestled in the heart of Kissimmee, this inviting residence offers not… More

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Disney-Area Kissimmee 3Br | Community Pool

Royal Bay Blvd 2040, Kissimmee, United States View map

Situated approximately a 10-minute ride from the Dare 2 Escape|the Dare 2 Escape escape room, the spacious 1000 m² Disney-Area Kissimmee 3Br | Community Pool apartment also boasts easy access to… More

From US$ 101 Book Now

3 Bedroom Townhouse In Luxury Resort, Sleeps 8, 10 Min To Disney!

8933 Shine Drive, Kissimmee, United States View map

**Experience Luxury Living at the 3 Bedroom Townhouse in Luxury Resort, Sleeps 8, 10 Min to Disney!** More

From US$ 194 Book Now

4 Bedroom Townhome Free Access To Amazing Resort Chg109

1082 Splash Shot Place, Kissimmee, United States View map

**Welcome to the 4 Bedroom Townhome with Free Access to Amazing Resort CHG109, nestled in the vibrant heart of Kissimmee.** This charming townhouse presents an ideal escape for families and groups… More

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Family-Friendly Oasis With Game Room & Pool

1651 Lima Ave, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and 4.7 km from The Legends Golf Course, the 6-bedroom Family-Friendly Oasis With Game Room & Pool Kissimmee villa provides guests with a Jacuzzi… More

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Family Escape Close To Disney

1541 Carey Palm Circle, Kissimmee, United States View map

**Welcome to Family Escape Close To Disney, where the magic of Orlando meets the comfort of home. Located just 32 kilometers from the enchanting world of Kissimmee, this family-oriented retreat… More

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Enjoy Life And Fun At Orlandos Best Location

308 New Providence Promenade 308 Building 11 Second Floor, Kissimmee, United States View map

**Welcome to Enjoy Life And Fun At Orlando's Best Location, where thrilling experiences and exceptional hospitality await.** Nestled just 33 km from the vibrant Kissimmee area, this exquisite haven… More

From US$ 122 Book Now

8Br Near Disney Heatedpool Free Waterpark

1626 Lima Avenue, Kissimmee, United States View map

Situated 2.9 km from the Rum Run, 8Br Near Disney Heatedpool Free Waterpark Kissimmee villa provides access to numerous tourist attractions in the area. Offering parking as well as Wi-Fi, this… More

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4337 Qs - Charming Hideaway

4337 Quote Street, Kissimmee, United States View map

### Welcome to the 4337 Qs - Charming Hideaway Nestled just 13 kilometers from the heart of Kissimmee, the 4337 Qs - Charming Hideaway is a perfect retreat for families and couples alike seeking a… More

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Mario Bros Game Room 8Bd Pool Movie Room 2622

2622 Calistoga Ave, Kissimmee, United States View map

**Welcome to the Mario Bros Game Room 8Bd Pool Movie Room 2622, where family-friendly adventure meets elegant comfort in the heart of Kissimmee.** Just 7 km from the bustling attractions of Kissimmee… More

From US$ 348 Book Now

Bsv_Villa8856

8856 Bengal Ct, Kissimmee, United States View map

Situated 4.9 km from the Windsor Hills, the 10-room Bsv_Villa8856 Kissimmee villa provides yoga classes, as well as a fitness room for active guests. Featuring access to a terrace, this family… More

From US$ 279 Book Now

Spacious Family Villa Pool Parking Near Disney World

1732 Lima Avenue, Kissimmee, United States View map

Offering a hot tub and an indoor pool for a relaxing experience, Spacious Family Villa Pool Parking Near Disney World Kissimmee is located a 10-minute ride from the Emerald Island Boulevard. More

From US$ 423 Book Now

Picturesque Home With Theme Rooms, Theater And Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 7652Ff

7652 Fairfax Drive, Orlando, United States View map

**Welcome to Picturesque Home With Theme Rooms, Theater And Game Room Near Disney | Encore Resort - 7652Ff**, your ideal family getaway nestled in the charming Celebration district of Orlando. This… More

From US$ 849 Book Now

Luxury Villa W Pool, Home Cinema, Bbq & Near Disney Parks

2627 Calistoga Ave, Kissimmee, United States View map

Situated around a 25-minute walk from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, the 8-bedroom Luxury Villa W Pool, Home Cinema, Bbq & Near Disney Parks Kissimmee provides… More

From US$ 1418 Book Now

Terra Verde Lakeview Escape

154 Hideaway Beach Lane, Kissimmee, United States View map

**Welcome to the Terra Verde Lakeview Escape Kissimmee**, a picturesque retreat designed for serenity and luxury. Nestled just a 20-minute drive from the lively city of Kissimmee, this enchanting… More

From US$ 288 Book Now

Amazing 07 Bedrooms At Solara Resort

8923 Coconut Breeze Dr, Kissimmee, Fl 34747, Kissimmee, United States View map

Amazing 07 Bedrooms At Solara Resort Kissimmee villa is located a 10-minute drive from Tuscan Hills Boulevard and provides a private swimming pool, ensuring a relaxing stay. More

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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

Casa Em Orlando Perto Da Disney Com Piscina House In Area Disney

4669 Prairie Point Blvd, Kissimmee, United States View map

Welcome to Casa Em Orlando Perto Da Disney Com Piscina, a charming retreat located just 9 km from the heart of Kissimmee. This inviting getaway is perfect for families and groups visiting the magical… More

From US$ 138 Book Now

Fantastic 5Br Themed Pool Home Near Disney World

1165 Seasons Boulevard, Kissimmee, United States View map

Situated just a delightful 10 minutes' drive from the magical gates of Disney World, the Fantastic 5Br Themed Pool Home Near Disney World Kissimmee offers families an enchanting retreat infused with… More

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Veranda Palms 8 Bedroom Home With Pool 1722

4414 Shiva Loop, Kissimmee, United States View map

**Discover the Veranda Palms 8 Bedroom Home with Pool - 1722, a perfect retreat for families and friends seeking a memorable getaway in the heart of Kissimmee.** Nestled in the scenic Golden Palms… More

From US$ 331 Book Now

Magical Themed 3Br Townhouse Near The Parks

5006 Mangrove Alley, Kissimmee, United States View map

**Welcome to Magical Themed 3Br Townhouse Near The Parks Villa**, where enchantment meets comfort, just a stone's throw from the excitement of Florida's theme parks. Nestled in the heart of Kissimmee… More

From US$ 269 Book Now

Veranda Sunshine Escape - 5 Bdr

2664 Santosh Cove, Kissimmee, United States View map

**Welcome to Veranda Sunshine Escape - 5 Bdr** Nestled just 9 km from the lively heart of Kissimmee, Veranda Sunshine Escape - 5 Bdr offers a serene retreat with luxurious amenities and modern… More

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