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2026-06-08
2026-06-09
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Kissimmee holiday rentals

Warm Welcoming: Comfortable Orlando Apartment

1356 Centre Court Ridge Drive, Kissimmee, United States View map

Positioned 10 minutes' drive from bustling shopping destinations such as the Champions Gate Downtown Shopping Center, Warm Welcoming: Comfortable Orlando Apartment Kissimmee villa offers guests to… More

From US$ 188 Book Now

Five Bedrooms Home With Pool 4851

4851 Clock Tower Drive, Kissimmee, United States View map

**Welcome to Five Bedrooms Home With Pool 4851, an ideal vacation retreat in the heart of Kissimmee.** This stunning holiday home offers a serene garden escape, making it a perfect choice for… More

From US$ 354 Book Now

Dluxx Cozy Home With A Private Splash Pool 39

4439 Le Reve Court, Kissimmee, United States View map

The 4-bedroom Dluxx Cozy Home With A Private Splash Pool 39 Kissimmee is located nearly 25 minutes on foot from the Plaza del Sol Mall, giving access to various tourist spots nearby. The Kissimmee… More

From US$ 148 Book Now

Wonderfull 4Bd With Pool At Champions Gate 1174

Kingsbarn Street 1174, Kissimmee, United States View map

Welcome to the Wonderfull 4Bd With Pool At Champions Gate 1174, where comfort and convenience come together in a perfect getaway. Nestled just 29 kilometers from the lively city of Kissimmee and… More

From US$ 187 Book Now

Villa Wprivate Pool &Themed Rooms, Near Disney

2833 Bookmark Drive, Kissimmee, United States View map

Welcome to the enchanting Villa Wprivate Pool &Themed Rooms, Near Disney, a perfect retreat designed for families and Disney enthusiasts alike. Located just 11 kilometers from the bustling heart of… More

From US$ 942 Book Now

Mufasa'S Pride

2699 Autumn Creek Circle, Kissimmee, United States View map

**Welcome to Mufasa's Pride Villa, a serene oasis nestled just 30 km from the enchanting attractions of Kissimmee.** This charming retreat combines comfort with elegance, providing an exceptional… More

From US$ 161 Book Now

Villa W Pool Movie Theater Game Roomsleeps 20

8801 Bengal Court, Kissimmee, United States View map

**Welcome to Villa W, your ultimate getaway destination in Kissimmee.** This exquisite villa, designed for relaxation and entertainment, sleeps up to 20 guests, making it an ideal choice for large… More

From US$ 669 Book Now

Four Bedrooms Townhouse 5102

5102 Killarney Way Kissimee, Fl, Kissimmee, United States View map

**Welcome to Four Bedrooms Townhouse 5102 Kissimmee**-a perfect retreat for families or groups seeking both comfort and adventure in central Florida. Ideally situated just 9 km from the enchanting… More

From US$ 112 Book Now

Lakeview Home W Private Pool Free Water Park

4765 Kings Castle Circle, Kissimmee, United States View map

During the stay at Lakeview Home W Private Pool Free Water Park Kissimmee, guests can indulge in mini golf or visit the Disney's Typhoon Lagoon Water Park, located a 15-minute drive away. The 5… More

From US$ 303 Book Now

Winterfield Championsgate 1198

1198 Drop Lane, Kissimmee, United States View map

Escape to the Winterfield Championsgate 1198 Villa, a serene retreat nestled just 28 km from the vibrant heart of Kissimmee. This charming villa offers guests a tranquil oasis combined with easy… More

From US$ 366 Book Now

Luxurious Vacation Townhome With Private Pool At Windsor At Westside Ww8948

8948 Adriatico Lane, Kissimmee, United States View map

**Luxurious Vacation Townhome with Private Pool at Windsor at Westside WW8948** offers a blend of comfort and excitement, perfect for families or groups looking to create unforgettable memories. More

From US$ 183 Book Now

Summer Getaway - 5-Bedroom Home With Private Pool!

153 Barefoot Beach Way, Kissimmee, United States View map

The 3-bedroom Summer Getaway - 5-Bedroom Home With Private Pool! Kissimmee entices active guests with access to a fitness room and is located around a 25-minute stroll from Shingle Creek Regional… More

From US$ 443 Book Now

You'Re Home And Minutes Away From Disney Parks!

2803 Club Cortile Circle, Kissimmee, United States View map

Featuring a private pool, the 4-bedroom You'Re Home And Minutes Away From Disney Parks! Kissimmee is suitable for up to 10 people and is located about 5 km from local amusement parks. Offering a hot… More

From US$ 102 Book Now

Wonderful 5 Bedroom W/ Pool Close To Disney 4801

4801 Dedication Street, Kissimmee, United States View map

**Welcome to Wonderful 5 Bedroom W/ Pool Close To Disney 4801** Nestled in the heart of Kissimmee, the Wonderful 5 Bedroom W/ Pool Close To Disney 4801 offers an enchanting retreat just a stone's… More

From US$ 218 Book Now

Summer Breeze Gated Resort Style Community Championsgate Resort

8936 Cabot Cliffs Drive, Kissimmee, United States View map

In the vibrant region of Championsgate, the Summer Breeze Gated Resort Style Community offers an exquisite retreat just 29 kilometers from the charming city of Kissimmee. The resort's serene ambiance… More

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Townhome Splash Pool Bbq Free Water Park

8920 Sydney Avenue, Kissimmee, United States View map

**Join the Adventure at Townhome Splash Pool BBQ FREE Water Park** Conveniently located just 31 km from the exhilarating parks and only 50 km from Orlando International Airport, travel is seamless. More

From US$ 351 Book Now

Storey Lake Home Close To Disney And Other Parks

3015 Penelope Loop, Kissimmee, United States View map

**Storey Lake Home Close To Disney And Other Parks is a serene retreat nestled just 10 km from the vibrant Kissimmee area. This charming haven offers the ideal getaway for families and fun-seekers… More

From US$ 230 Book Now

Magnificent 5Bd W/ Pool Close To Disney @Storey Lake 4800

4800 Memories Lane, Kissimmee, United States View map

Welcome to the Magnificent 5Bd W/ Pool Close To Disney @Storey Lake 4800, where comfort meets elegance in the heart of Kissimmee. This stunning abode is situated just 13 km from the enchanting world… More

From US$ 190 Book Now

Gorgeous 6-Bedroom House With Private Pool

981 Leader St, Kissimmee, United States View map

The 5-bedroom Gorgeous 6-Bedroom House With Private Pool Kissimmee villa is located 2.6 km from ChampionsGate Golf Club and invites guests to enjoy a patio. The property offers guests a relaxing… More

From US$ 234 Book Now

9183 Sommerset Hills Drive

9183 Sommerset Hills Drive, Kissimmee, United States View map

Welcome to the elegant 9183 Sommerset Hills Drive, a refined retreat nestled comfortably within an hour's journey from the vibrant city of Orlando and just 30 km from the picturesque pleasures of… More

From US$ 703 Book Now

Family Friendly 3Bd Close To Disney @Champions Gate 991

991 Splash Shot Place, Kissimmee, United States View map

Positioned in the heart of Kissimmee, Family Friendly 3Bd Close To Disney @Champions Gate 991 offers an idyllic retreat for families seeking both excitement and relaxation. Located just 30 km from… More

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Wonderful 5 Bd Close To Disney @ Storey Lake Resort 2980

2980 Protagonist Street, Kissimmee, United States View map

Nestled just ten kilometers from the heart of Kissimmee, Wonderful 5 Bd Close To Disney @ Storey Lake Resort 2980 is the ideal vacation retreat for families and friends looking to experience the… More

From US$ 182 Book Now

Private Pool Themed Bedrooms Free Waterpark

640 Pebble Beach Drive, Kissimmee, United States View map

Situated just a scenic 50-minute drive from the enchanting sights of Kissimmee, Private Pool Themed Bedrooms Free Waterpark invites families and travelers seeking an exhilarating escape. This vibrant… More

From US$ 332 Book Now

Luxurious Decor 4 Bd W/ Pool Close To Disney 4820

4820 Lullaby Lane, Kissimmee, United States View map

Luxurious Decor is where opulence meets comfort in the heart of Kissimmee. Just a short 20-minute drive from the enchanting thrills of Disney, this exquisite four-bedroom sanctuary offers an idyllic… More

From US$ 363 Book Now

Seasons Villa 6 Bedrooms, 4 Masters And Water View

1280 Seasons Boulevard, Kissimmee, United States View map

**Welcome to Seasons Villa 6 Bedrooms, 4 Masters And Water View Kissimmee, where luxury meets comfort in the heart of Central Florida.** Nestled just 8 km from the vibrant city of Kissimmee, this… More

From US$ 322 Book Now

Pn Orlando Vacation Home

2653 Emerald Island Boulevard, Kissimmee, United States View map

Discover the enchanting allure of Pn Orlando, a vacation home nestled in the heart of Kissimmee, just 33 kilometers from the vibrant attractions of Kissimmee and a convenient 45 kilometers from… More

From US$ 303 Book Now

Minnies Townhouse In Windsor Palms Resort

2389 Silver Palm Drive, Kissimmee, United States View map

Minnies Townhouse in Windsor Palms Resort is a tropical oasis nestled just 30 kilometers from the vibrant town of Kissimmee, offering an ideal base for your holiday adventures. This charming… More

From US$ 219 Book Now

Family Friendly Four Bedrooms 5145

5145 Adelaide Drive, Kissimmee, United States View map

**Welcome to Family Friendly Four Bedrooms 5145, your ideal getaway in the enchanting world of Kissimmee.** Nestled just 14 km from the vibrant heart of Kissimmee, this charming retreat offers a… More

From US$ 138 Book Now

Pool Villa Wfree Resort Access Great Reviews

1851 Sawyer Palm Place, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Pool Villa Wfree Resort Access Great Reviews offers a sumptuous escape, perfectly suited for both adventurous families and couples seeking tranquility. More

From US$ 249 Book Now

1061 Lake Berkley 4 Bed With Pool&Spa

1061 Lake Berkley Drive, Kissimmee, United States View map

**Welcome to 1061 Lake Berkley 4 Bed With Pool & Spa, a serene escape nestled just 8 km from the vibrant heart of Kissimmee.** This exquisite retreat promises an unforgettable stay, combining the… More

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2442 Sophisticated 5Bd Windsor Resort Home Disney

2442 Dubai Street, Kissimmee, United States View map

Situated 2.9 km from Highlands Reserve Boulevard, 2442 Sophisticated 5Bd Windsor Resort Home Disney Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 186 Book Now

Magic Kingdom Getaway - Dgm Resort

842 Woodland Lane, Kissimmee, United States View map

Welcome to Magic Kingdom Getaway - Dgm Resort, an enchanting retreat located just 13 kilometers from the vibrant heart of Kissimmee. This resort serves as an ideal base for those wanting to explore… More

From US$ 111 Book Now

Renovated 3 Bedroom Home Near All Main Attractions

1675 Judith Drive, Kissimmee, United States View map

Welcome to the Renovated 3 Bedroom Home Near All Main Attractions, a charming escape nestled in the heart of Kissimmee. This delightful residence offers an ideal blend of modern comfort and classic… More

From US$ 225 Book Now

Super Comfy And Spacious 3 Bedroom 15-20 Minutes From Disney, With Major Shopping 4 Minutes Away

8945 Shine Drive West Lucaya Village, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, Super Comfy And Spacious 3 Bedroom 15-20 Minutes From Disney, With Major Shopping 4 Minutes Away Kissimmee villa is 4.9 km from the zoological… More

From US$ 233 Book Now

Stunning 5 Bd W/ Pool Close To Disney 2905

2905 Simile Street, Kissimmee, United States View map

Welcome to Stunning 5 Bd W/ Pool Close To Disney 2905, your idyllic escape just a stone's throw from the magic of Disney. Nestled in Kissimmee, this enchanting retreat offers a perfect blend of… More

From US$ 584 Book Now

New Home Close To Disney Bliss!

8986 Shine Drive, Kissimmee, United States View map

**Welcome to New Home Close To Disney Bliss!**, An enchanting retreat ideally situated just 35 km from the vibrant city of Kissimmee and a mere 45 km from Orlando International Airport. This spacious… More

From US$ 124 Book Now

Perfect For Families And Groups - Enjoy Your Private Pool, Bbq, And Resort Amenities Just Minutes From Disney!

2411 Dubai Street, Kissimmee, United States View map

Situated 2.8 km from Highgate Park Boulevard, the 5-bedroom Perfect For Families And Groups - Enjoy Your Private Pool, Bbq, And Resort Amenities Just Minutes From Disney! Kissimmee villa invites… More

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4929Gc Townhouse 4 Beds & 3 Baths With Private Pool

4929 Windermere Ave, Kissimmee, United States View map

Offering a location 10 minutes' drive from Give Kids The World Village Resort, 4929Gc Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa gives access to various tourist spots in the area. More

From US$ 218 Book Now

Four Bedrooms Townhome 5161

5161 Adelaide Drive, Kissimmee, United States View map

**Discover the Allure of Four Bedrooms Townhome 5161 in Kissimmee** Nestled in the vibrant city of Kissimmee, Four Bedrooms Townhome 5161 provides an inviting escape for both families and friends. More

From US$ 89 Book Now

5 Bedrooms4.5 Bathroomswindsor Westside 8928Sa

8928 Sydney Avenue, Kissimmee, United States View map

More

From US$ 276 Book Now

Beautiful Furnished Townhome W Private Pool

1616 Carey Palm Circle, Kissimmee, United States View map

**Welcome to the Beautiful Furnished Townhome W Private Pool** Nestled just 32 kilometers from the lively attractions of Kissimmee and a convenient 50 kilometers from Orlando International Airport… More

From US$ 584 Book Now

Luxury 9Br Gem- Heated Pool, Theater & Theme Rooms

Penelope Loop 2920, Kissimmee, United States View map

Located around a 10-minute ride from Give Kids The World Village Resort, the 5-bedroom Luxury 9Br Gem- Heated Pool, Theater & Theme Rooms Kissimmee villa offers a patio with views of the lake. More

From US$ 305 Book Now

5 Bedroom Villa With Private Pool, Close To Disney

4710 Ainsdale Walk, Kissimmee, United States View map

**Welcome to 5 Bedroom Villa With Private Pool, Close To Disney**: your luxurious retreat just minutes from one of the world's most beloved parks. This exquisite villa is nestled in Kissimmee, only a… More

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4Br Home W Full Resort Access - Near Disney

Tropical Palms Circle 1676, Kissimmee, United States View map

**Experience the Magic at 4Br Home W Full Resort Access - Near Disney** Conveniently located just 50 kilometers from Orlando International Airport, the residence offers hassle-free transportation… More

From US$ 206 Book Now

Gated Community, Private Pool And Game Room Near Disney!!!

4706 Ruby Red Lane, Kissimmee, United States View map

Gated Community, Private Pool And Game Room Near Disney!!! Kissimmee villa is located 4.2 km from the Museum of Military History and provides a Jacuzzi. The accommodation features opportunities for… More

From US$ 275 Book Now

Emerald Island Diamond On The Island

8578 Sunrise Key Drive, Kissimmee, United States View map

During the stay at Emerald Island Diamond On The Island Kissimmee villa, guests can indulge in a Jacuzzi and a sauna or visit Disney's Blizzard Beach Water Park, located 6 km away. Offering a year… More

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Four Bedrooms W/ Pool Townhome 4841

4841 Romeo Circle, Kissimmee, United States View map

**Welcome to Four Bedrooms W/ Pool Townhome 4841, your family-friendly oasis in the heart of Kissimmee.** This spacious townhome offers luxurious accommodations suitable for both vacationing families… More

From US$ 144 Book Now

Gorgeous 5 Beds Home With Game Room And Pool

2742 Bookmark Dr, Kissimmee, United States View map

During the stay at the 5-bedroom Gorgeous 5 Beds Home With Game Room And Pool Kissimmee, guests can indulge in a Jacuzzi or visit Fun Spot America Kissimmee, located about 6 km away. More

From US$ 126 Book Now

4 Bedroom No Carpet Just Remodeled Unit Sr1205

1205 Seasons Blvd, Kissimmee, United States View map

Welcome to the 4 Bedroom No Carpet Just Remodeled Unit Sr1205, your ideal escape in Kissimmee. Nestled just 8 km from the heart of Kissimmee and a short 35 km drive from Orlando International Airport… More

From US$ 212 Book Now

Relax In Ultimate Comfort With Pool & Bbq Area

4805 Dedication St, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

The 3-bedroom Relax In Ultimate Comfort With Pool & Bbq Area Kissimmee villa is located 3.6 km from Fun Spot America Kissimmee and provides mini golf for active guests. Featuring a hot tub and an… More

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