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Discover Kissimmee Villas

Escape to sunny Florida with our vast collection of Kissimmee villas! Perfect for families, couples, or groups, discover a region rich in theme parks, lakes, and adventure.

Villas in Kissimmee

Ref 112. Family villa near Disney in Kissimmee. Pet friendly
£93  night
6
3
2
Details View Offers
Lakeview, massage spa, tropical classic decor, quiet and secure neighborhood!
4.6/5
£102  night
8
4
4
Details View Offers
Orlando Villa 6254 – Relax and Unwind in Style at Storey Lake
£153  night
18
4
4
Details View Offers
Spacious Villa 8bd at Storey Lake
£427  night
18
8
6
Details View Offers
Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #55443
£536  night
19
9
5
Details View Offers
Really Close to Disney World
£463  night
25
12
12
Details View Offers
Disney vacation
5.0/5
£95  night
7
3
2
Details View Offers
Fantastic Villa wFantastic Villa w/ Private Pool - Amenities, Large Pool, Fitness Center, Parks/ Private Pool - Amenities, Large Pool, Fitness Center, Parks
2.0/5
£186  night
16
7
5
Details View Offers
The Ultimate New 15 Bedroom 16 Bathroom Vernada Palms Resort Villa Only Minutes To Disney
2.4/5
£753  night
30
15
15
Details View Offers
Luxury 6BR Luxury 6BR / 3.5 Bathroom villa near Disney. Pool, Hot Tub, Games Room, etc./ 3.5 Bathroom villa near Disney. Pool, Hot Tub, Games Room, etc.
4.8/5
£204  night
12
6
4
Details View Offers
Luxury magnificent South Facing PoolLuxury magnificent South Facing Pool/Spa Lakefront View Free WiFi Game Room/Spa Lakefront View Free WiFi Game Room
4.6/5
£183  night
15
7
5
Details View Offers
Resort Villa 15BR Veranda Palms
£747  night
39
15
16
Details View Offers
6 Bed Amazing Pool6 Bed Amazing Pool/Spa Combo With Privacy In Back/Spa Combo With Privacy In Back
£243  night
14
6
4
Details View Offers
Skylight Ceiling Cinema! Brand New Luxury 12BRSkylight Ceiling Cinema! Brand New Luxury 12BR/11.5BA Pool Villa Near Disney/11.5BA Pool Villa Near Disney
1.0/5
£506  night
28
12
12
Details View Offers
8BR Family Villa | Pool, Game Room & Themed Rooms
£256  night
21
9
5
Details View Offers
Disney Area Executive Pool & Spa Modern Villa Private Garden !!!!!!
4.2/5
£98  night
8
3
2
Details View Offers
Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #31498
£550  night
24
9
5
Details View Offers
Spacious Sanctuary | 6BD Luxury Retreat for Groups
£219  night
16
6
5
Details View Offers
Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #119761
£316  night
16
8
7
Details View Offers
A beautiful single storey 4 bed, 3 bathroom villa situated in a gated community
4.7/5
£145  night
8
4
3
Details View Offers

Why a holiday villa in Kissimmee

Kissimmee is a paradise for those seeking a relaxing and exciting Florida getaway. Our villas are perfect for families, couples, and groups of friends looking to experience the best of what this beautiful region has to offer. With our vast collection of villas, you can choose from a range of properties that cater to your every need, whether it's a comfortable stay for a family of four or a luxurious retreat for two.

Imagine waking up each morning in a spacious villa, surrounded by lush greenery and the warm sunshine of Florida. Spend your days exploring the nearby theme parks, such as Disney World and Universal Studios, or take a leisurely stroll around Lake Tohopekaliga (Lake Toho). In the evenings, return to your villa and enjoy a home-cooked meal in the comfort of your own private space. Our villas offer all the amenities you need to feel right at home, from fully-equipped kitchens to comfortable living areas and beautifully landscaped gardens.

When to rent a villa in Kissimmee

When it comes to planning a villa holiday in Kissimmee, the timing is everything. If you're looking for warm and sunny weather without the crowds, consider visiting during the spring (March to May) or autumn (September to November). These shoulder seasons offer comfortable temperatures, averaging highs of 75-85°F (24-29°C), making them perfect for outdoor activities like hiking, biking, or simply lounging by the pool. The summer months (June to August) are peak tourist season, with schools on break and families flocking to theme parks and beaches. If you don't mind the heat and humidity, this is a great time to visit if you're looking for an action-packed vacation.

However, if you prefer milder weather and smaller crowds, autumn is an excellent choice. The temperatures are pleasant, the days are filled with sunshine, and the evenings are cool enough to enjoy the local festivals and events that take place during this time. Winter (December to February) is also a great option if you're looking for a relaxing getaway without the heat. Although it's the coolest season in Kissimmee, temperatures rarely drop below 50°F (10°C), making it an ideal time to explore the region's natural beauty, visit museums, or simply enjoy some quality time indoors with your loved ones.

Where to go in Kissimmee

Kissimmee is a vast and diverse region, offering something for everyone. If you're looking for a lively atmosphere and access to world-class theme parks, consider staying in the heart of Kissimmee itself or nearby Davenport. Here, you'll find an abundance of restaurants, bars, and shops catering to families and thrill-seekers alike. In contrast, if you prefer a more relaxed pace, head to Lake Tohopekaliga (Lake Toho), where you can enjoy peaceful walks, fishing, and boating. Our villas in this area offer stunning views and a serene atmosphere perfect for couples or families looking to unwind.

For those seeking the ultimate beach experience, look no further than our coastal properties in nearby Orlando, just 30 minutes from Kissimmee's city center. Here, you can soak up the sun on pristine beaches, take part in water sports, and enjoy fresh seafood at one of the many excellent restaurants. Alternatively, if budget is a concern, consider staying in the charming town of St. Cloud, where our villas offer great value for money without sacrificing comfort or amenities. Wherever you choose to stay, rest assured that our villas are designed to provide the perfect base for your Florida adventure.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Image of a woman swimming in a pool at a holiday home
Private pool villas
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Picture of a Titleist golf ball on the edge of the hole on a golfing green
Villas near golf course
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Villas in Kissimmee

Ref 112. Family villa near Disney in Kissimmee. Pet friendly
£93  night
6
3
2
Details View Offers
Lakeview, massage spa, tropical classic decor, quiet and secure neighborhood!
4.6/5
£102  night
8
4
4
Details View Offers
Orlando Villa 6254 – Relax and Unwind in Style at Storey Lake
£153  night
18
4
4
Details View Offers
Spacious Villa 8bd at Storey Lake
£427  night
18
8
6
Details View Offers
Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #55443
£536  night
19
9
5
Details View Offers
Really Close to Disney World
£463  night
25
12
12
Details View Offers
Disney vacation
5.0/5
£95  night
7
3
2
Details View Offers
Fantastic Villa wFantastic Villa w/ Private Pool - Amenities, Large Pool, Fitness Center, Parks/ Private Pool - Amenities, Large Pool, Fitness Center, Parks
2.0/5
£186  night
16
7
5
Details View Offers
The Ultimate New 15 Bedroom 16 Bathroom Vernada Palms Resort Villa Only Minutes To Disney
2.4/5
£753  night
30
15
15
Details View Offers
Luxury 6BR Luxury 6BR / 3.5 Bathroom villa near Disney. Pool, Hot Tub, Games Room, etc./ 3.5 Bathroom villa near Disney. Pool, Hot Tub, Games Room, etc.
4.8/5
£204  night
12
6
4
Details View Offers
Luxury magnificent South Facing PoolLuxury magnificent South Facing Pool/Spa Lakefront View Free WiFi Game Room/Spa Lakefront View Free WiFi Game Room
4.6/5
£183  night
15
7
5
Details View Offers
Resort Villa 15BR Veranda Palms
£747  night
39
15
16
Details View Offers
6 Bed Amazing Pool6 Bed Amazing Pool/Spa Combo With Privacy In Back/Spa Combo With Privacy In Back
£243  night
14
6
4
Details View Offers
Skylight Ceiling Cinema! Brand New Luxury 12BRSkylight Ceiling Cinema! Brand New Luxury 12BR/11.5BA Pool Villa Near Disney/11.5BA Pool Villa Near Disney
1.0/5
£506  night
28
12
12
Details View Offers
8BR Family Villa | Pool, Game Room & Themed Rooms
£256  night
21
9
5
Details View Offers
Disney Area Executive Pool & Spa Modern Villa Private Garden !!!!!!
4.2/5
£98  night
8
3
2
Details View Offers
Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #31498
£550  night
24
9
5
Details View Offers
Spacious Sanctuary | 6BD Luxury Retreat for Groups
£219  night
16
6
5
Details View Offers
Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #119761
£316  night
16
8
7
Details View Offers
A beautiful single storey 4 bed, 3 bathroom villa situated in a gated community
4.7/5
£145  night
8
4
3
Details View Offers