This HoliStays managed townhome is situated in the quiet Summer Flowers community of Kissimmee, a mere 2-minute drive (approximately 1.6 kilometres) from Walmart and conveniently close to Walt Disney World Resort and Disney's Hollywood Studios. This family-friendly property accommodates up to 10 guests across 5 bedrooms, featuring a Lego-themed games room, a Mickey-themed children's bedroom with bunk beds, a fully equipped kitchen, a private patio, and access to a shared community swimming pool, all within a gated entrance.
9.9 14 reviews
Kissimmee, FL
15/07 – 27/08
SG$243/nighttotal: SG$10449 (43 )
4 Bd/ 3 Ba Sleeps 8! Storey Lake (4295 Pd)
1 4
house , Kissimmee
This family-friendly holiday home in Kissimmee's Storey Lake community is conveniently located 11.1 kilometres from Walt Disney World Resort, 27.7 kilometres from Universal Studios Florida, and 19.8 kilometres from Epic Universe. This spacious 176 square metre villa offers four bedrooms, three bathrooms, and sleeps up to eight guests, featuring a private screened pool with a child safety fence and access to extensive resort amenities including lazy rivers and splash parks.
9.6 111 reviews
Kissimmee, FL
10/07 – 13/07
SG$524/nighttotal: SG$1572 (3 )
The Villa At Terra Verde
6 8
house , Kissimmee
The Villa at Terra Verde is situated in Kissimmee, just nine miles from both Gatorland and Disney's Wide World of Sports, making it a convenient base for exploring the area's attractions. This property has consistently received excellent ratings for location, cleanliness, and overall user experience. This spacious six-bedroom villa can comfortably accommodate up to 13 guests, offering plenty of room for families or groups of friends. The villa boasts a private pool and patio, a fully equipped kitchen, and a range of wellness amenities including a sauna, hot tub, and fitness room, ensuring a relaxing and enjoyable stay.
9.4 28 reviews
Kissimmee, FL
15/07 – 27/08
SG$143/nighttotal: SG$6149 (43 )
Once Upon A Stay
3 4
house , Kissimmee
This holiday home in the gated Fiesta Key community, Kissimmee, is conveniently located just a short drive from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld. This pet-friendly villa accommodates up to seven guests across three bedrooms, featuring resort-style amenities such as a swimming pool and fitness centre, alongside a screened patio overlooking a pond and themed rooms including a Mario-themed bedroom with a slide.
10 2 reviews
Kissimmee, FL
26/07 – 30/07
SG$265/nighttotal: SG$1060 (4 )
Spacious Family Townhouse Sleeps 8
4 8
house , Kissimmee
This four-bedroom Kissimmee townhouse, sleeping up to eight guests, is conveniently located approximately 11.6km from Gatorland and within 13-14km of Disney's Wide World of Sports Complex and Disney's Hollywood Studios. The 152 square metre property boasts a private patio, a fully equipped kitchen including a dishwasher, a private swimming pool and jacuzzi, plus on-site access to a spa and fitness centre; free Wi-Fi is also provided.
Kissimmee, FL
03/07 – 05/07
SG$538/nighttotal: SG$1076 (2 )
Magical 5-bedroom Villa Near Universal's Wizarding
5 10
house , Kissimmee
This five-bedroom Kissimmee holiday home, located in the Indian Point neighbourhood, is approximately 6-16km from Walt Disney World Resort and Universal Orlando Resort's Wizarding World of Harry Potter. The 251-square-metre property boasts a Harry Potter theme throughout, sleeps twelve guests, includes a private pool, and offers a games room with a Nintendo Switch; free parking for two cars is available.
9.6 111 reviews
Kissimmee, FL
10/07 – 13/07
SG$482/nighttotal: SG$1446 (3 )
Free Resort Access, Private Pool Near Disney 2966
4 8
house , Kissimmee
This four-bedroom house is located in Kissimmee, just 13 kilometres from Gatorland and 13 kilometres from Disney Springs. The 178 square metre property offers a private pool, a Jacuzzi, a bar and a fitness centre, perfect for families or groups of friends.
9.6 249 reviews
Kissimmee, FL
02/07 – 05/07
SG$581/nighttotal: SG$1743 (3 )
South Facing Pool With Stunning Lake View - Family Friendly Home - Nr Disney
1 7
house , Kissimmee
This family-friendly house is located in the Seasons district of Kissimmee, just under 2 kilometres from Medieval Times and the 192 Flea Market, making it a great base for exploring the area. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This spacious property has four bedrooms, comfortably accommodating large families or groups of friends. The house is equipped with a range of amenities, including a private pool, a water park, a spa, a restaurant, a fitness centre, and a garden, offering both relaxation and entertainment options.
9.7 70 reviews
Kissimmee, FL
21/07 – 31/07
SG$162/nighttotal: SG$1620 (10 )
3br/3ba Townhouse+parking
1 4
house , Kissimmee
This Kissimmee holiday home, perfect for families, offers three bedrooms and three bathrooms sleeping six, and boasts a private pool, fitness centre, and ample parking. The property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher; its precise location within Kissimmee requires further clarification to specify proximity to theme parks and other attractions.
10 3 reviews
Kissimmee, FL
24/07 – 26/07
SG$260/nighttotal: SG$520 (2 )
New Home 3 Bedrooms Water View Disney Universal
1 6
house , Kissimmee
This Kissimmee dwelling offers a water view and is located approximately 16 kilometres from major Disney attractions and Universal Studios, with close proximity to Disney's Wide World of Sports, Disney Springs, and Disney's Hollywood Studios (all within 16 kilometres), Gatorland (9.3 miles), and the Boardwalk and Blizzard Beach Water Park (11 miles). This residence accommodates up to 7 guests and features a private swimming pool, complimentary Wi-Fi, free on-site parking, and a fully equipped kitchen, with modern amenities including a flat-screen television.
9.5 63 reviews
Kissimmee, FL
28/08 – 10/09
SG$312/nighttotal: SG$4056 (13 )
Sunny South Facing Pool With Hot Tub And Lake View Near Disney
1 6
house , Kissimmee
This Kissimmee villa is situated approximately 12.2 km from Gatorland, 14.3 km from Disney's Wide World of Sports, and within 14.5 km of Disney's Hollywood Studios and Blizzard Beach. The 232 square metre property boasts six bedrooms, three bathrooms, a private pool, a hot tub, and a well-equipped kitchen; ideal for large families or groups enjoying the many attractions of Kissimmee.
9.7 99 reviews
Kissimmee, FL
24/07 – 26/07
SG$282/nighttotal: SG$564 (2 )
Beautiful 3 Bedroom Townhome In A Resort Community
3 6
house , Kissimmee
This three-bedroom, two-bathroom Kissimmee townhome is ideally located in a resort-style community near Walt Disney World Resort, offering convenient access to shopping malls and major attractions such as Universal Orlando Resort, SeaWorld, and Aquatica. Sleeping up to seven guests, this spacious property boasts a private swimming pool, Jacuzzi, and fitness centre, alongside a fully equipped kitchen and free internet access; enjoy the relaxed atmosphere of the community and explore the many family-friendly activities in the area.
Best Kissimmee, FL villas and holiday homes with a pool
Among the 8901 accommodations in Kissimmee, FL, here are the 4 best villas and holiday homes with a pool
9.4 33 reviews
Kissimmee, FL
02/07 – 05/07
SG$391/nighttotal: SG$1173 (3 )
Dream Stay Near Magic Of Disney: 4bd W/ Pool&bbq!
1 8
house , Kissimmee
This detached residence is situated within the gated Le Reve Resort in Kissimmee, offering excellent access to Walt Disney World Resort, Universal Studios Florida, dining establishments, and shops, with the closest theme park attractions approximately 3.2 kilometres away. This family-friendly property accommodates up to eight guests with four bedrooms and three bathrooms, featuring a modern kitchen, a private screened swimming pool with a grill, on-site laundry facilities, and air conditioning, with optional pool heating available for an additional daily charge.
9.8 7 reviews
Kissimmee, FL
27/06 – 04/07
SG$583/nighttotal: SG$4081 (7 )
Bright & Airy 5br Resort Home With Pool
5 12
house , Kissimmee
This spacious five-bedroom resort home is located in Kissimmee, 6.9 kilometres from Gatorland and 16.1 kilometres from SeaWorld Orlando, SeaWorld's Discovery Cove, and Disney Springs. Guests can enjoy a private patio with city views, complimentary WiFi, on-site parking, a fitness room, a spa and wellness centre, an outdoor swimming pool, an indoor pool, a garden, and a hot tub, with a fully equipped kitchen and living room for comfort.
9.4 7 reviews
Kissimmee, FL
04/07 – 10/07
SG$204/nighttotal: SG$1224 (6 )
3 Bedrooms / 2.5 Bathrooms / Bella Vida (1030)
1 2
house , Kissimmee
This Kissimmee holiday home, situated in the Bella Vida community, is conveniently located 11km from Walt Disney World Resort, 18km from SeaWorld Orlando, and 55km from LEGOLAND Florida Resort. The three-bedroom property sleeps eight guests and boasts a private screened-in pool with a child safety fence, a fully equipped kitchen, access to Bella Vida's amenities (including a fitness centre and community pools), and free parking.
10 93 reviews
Kissimmee, FL
26/07 – 30/07
SG$389/nighttotal: SG$1556 (4 )
New Resort Home + Free Water Park Close To Disney!
1 8
house , Kissimmee
This four-bedroom townhome in Storey Lake Resort, Kissimmee, offers a lake view and is situated within 11-19km of Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando. The property boasts a private home theatre, outdoor living area, swimming pool, parking, and sleeps up to 10 guests, adhering to CDC cleaning guidelines.
Best family friendly Kissimmee, FL villas and holiday home
Among the 8901 accommodations in Kissimmee, FL, here are the 4 best family friendly villas and holiday homes
10 1 review
Kissimmee, FL
02/07 – 05/07
SG$390/nighttotal: SG$1170 (3 )
New Listing - Modern Decoration 4 Br Townhouse
4 7
house , Kissimmee
This four-bedroom, three-bathroom Kissimmee townhouse, situated approximately 11-21 km from Disney Springs, Hollywood Studios, and Gatorland, offers convenient access to major Orlando attractions. The 153 square metre property boasts a fully equipped kitchen with dishwasher and microwave, in-unit laundry, free Wi-Fi, a private patio, and comfortably accommodates up to 15 guests.
Kissimmee, FL
25/12 – 03/01
SG$499/nighttotal: SG$4491 (9 )
3 Bedroom Resort Condo 8 Miles To Disney Pool Free Parking
6 11
house , Kissimmee
This Kissimmee condo is conveniently located within 3.2 kilometres of Kissimmee Go-Karts and Capone's Dinner Theatre, and within 4.8 kilometres of Give Kids the World Village and the 192 Flea Market. This three-bedroom, two-bathroom holiday apartment boasts 113 square metres of space, sleeps up to 11 guests, and features a full kitchen, private terrace, swimming pool, Jacuzzi, tennis court, and free Wi-Fi.
Kissimmee, FL
24/07 – 29/07
SG$2963/nighttotal: SG$14815 (5 )
Headline
12 25
house , Williamsburg
This twelve-bedroom, eleven-bathroom villa is situated in the International Drive area of Orlando, Florida, a short drive from Disney World and other popular attractions, not Williamsburg as initially stated. The property boasts a private pool, fitness centre, and fully equipped kitchen, comfortably accommodating large groups with ample space and on-site parking.
9.9 104 reviews
Kissimmee, FL
31/07 – 03/08
SG$340/nighttotal: SG$1020 (3 )
Cozy Home Near Disney Free Resort Access 4463
1 9
house , Kissimmee
This four-bedroom, three-bathroom townhouse is located in the Story Lake Resort community in Kissimmee, Florida, a short distance from Walt Disney World Resort. The property, sleeping up to 10 guests, boasts a private screened pool, access to resort amenities including water slides and a lazy river, plus a fully equipped kitchen and Smart TVs; optional pool heating and a grill are available for an extra charge.
Frequently asked questions about villa rentals in Kissimmee, FL
What indoor activities for families are available in Kissimmee on rainy days?
On a rainy day, head to the Museum of Illusions, which is fun for all ages. You can also check out the indoor activities at the WonderWorks or the Orlando Science Center, which is just a short drive away.
Kissimmee is a great place for all sorts of activities. Of course, the theme parks are a big draw, but you can also enjoy a round of golf at one of the many courses, go on a airboat ride through the Everglades, or visit the Osceola County Welcome Center and Museum, which tells the story of the area.
What are the best villa rentals with a pool in Kissimmee, FL?
What are the advantages of renting a house or a villa in Kissimmee
Renting a villa or house gives you more space and privacy than a hotel. They often have a private pool, which is perfect for families, and you can save money by cooking some of your own meals. There are some great villa rentals near the Celebration area, which is a lovely, planned community.
What are the best villa rentals with a jacuzzi in Kissimmee, FL?
What food festivals or culinary events take place in and around Kissimmee?
Kissimmee has a great food scene! There's the annual Florida Strawberry Festival in Plant City, which is a bit of a drive, but worth it. You can also check out the Kissimmee Restaurant Week, which happens twice a year, and features special menus and deals at local restaurants.
What are the best villa rentals for families and kids in Kissimmee, FL?
What exclusive experiences are available when visiting Kissimmee?
For a truly exclusive experience, you can book a private dinner at Victoria & Albert's at Disney's Grand Floridian Resort & Spa. It's a world-class restaurant with a prix fixe menu. You could also try a private tour of the theme parks, which gives you a chance to see everything without the crowds.
What are the best pet friendly villa rentals in Kissimmee, FL?
Which part of Kissimmee would be ideal for a villa rental?
The Celebration area is a popular choice for villa rentals. It's a beautiful, planned community with a lot of family-friendly amenities. The area around Disney's Animal Kingdom is also a good option, as it's close to the theme park and has a lot of restaurants and shops.
What are the best villa rentals with parking in Kissimmee, FL?
Best Kissimmee, FL villas and holiday homes with parking
9.0 3 reviews
Kissimmee, FL
26/07 – 30/07
SG$243/nighttotal: SG$972 (4 )
Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks
3 8
house , Kissimmee
This Kissimmee apartment, situated approximately 11.3 kilometres from Disney Springs and Gatorland, offers easy access to major theme parks. This three-bedroom, two-bathroom property boasts 139 square metres of living space, accommodating up to 14 guests and featuring a fully equipped kitchen, swimming pool, spa, and tennis court.
10 1 review
Kissimmee, FL
24/07 – 29/07
SG$2470/nighttotal: SG$12350 (5 )
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #120843
12 25
house , Kissimmee
This spacious 12-bedroom, 11-bathroom villa, named "Bella Vida Resort", is located in Kissimmee, approximately 12.8 kilometres from Walt Disney World Resort and 22.5 kilometres from Universal Studios Florida. This 447 square metre residence, capable of hosting up to 36 guests, boasts a private swimming pool with a safety fence, an in-ground spa, a home cinema, a games room, and is wheelchair accessible, offering a family-friendly retreat with access to communal resort amenities.
10 1 review
Kissimmee, FL
03/07 – 05/07
SG$402/nighttotal: SG$804 (2 )
5 Mi To Wdw! Spacious Resort Escape W/ Pool Access
1 10
house , Kissimmee
This Kissimmee villa is situated a mere 8 kilometres from Walt Disney World, with Hollywood Studios 12 kilometres away and the Wide World of Sports 11.5 kilometres distant, also offering convenient access to Disney Springs (10.8 kilometres) and Gatorland (11.5 kilometres). This 155 square metre holiday home accommodates up to 27 guests across 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, complimentary WiFi, air conditioning, a private entrance, and access to a shared swimming pool and hot tub, all located 24 kilometres from Orlando International Airport.
9.9 37 reviews
Kissimmee, FL
04/07 – 01/08
SG$232/nighttotal: SG$6496 (28 )
Minutes To Disney Parks W/ Private Pool & Spa
1 4
house , Kissimmee
This Crystal Cove villa in Kissimmee, Florida, is ideally located within a gated community, approximately 14 km from Walt Disney World Resort, 17 km from SeaWorld Orlando, and 22 km from Universal Orlando Resort. The four-bedroom, three-bathroom property sleeps eight guests and boasts a private screened pool and jacuzzi, a fully equipped kitchen, free Wi-Fi, and a covered lanai; nearby amenities include a lake, walking trails, and a children's play area.
Best Kissimmee, FL villas and holiday homes with a garden
8.4 5 reviews
Kissimmee, FL
15/07 – 27/08
SG$147/nighttotal: SG$6321 (43 )
3 Bd/ 2.5 Ba Sleeps 6! Lake Berkley (1109 Pr)
1 4
house , Kissimmee
This family-friendly villa in Kissimmee is situated within the secure Lake Berkley gated community, offering convenient access to major attractions including Walt Disney World at 12.3 kilometres, SeaWorld at 17.9 kilometres, and Universal Studios Florida at 24 kilometres. This 119.9 square metre holiday home features three bedrooms and two and a half bathrooms, accommodating up to six guests with individual televisions in each bedroom, and provides access to community amenities such as a gym, hot tub, swimming pool, and playground, alongside a covered balcony and patio for enjoying the Florida climate.
8.5 2 reviews
Kissimmee, FL
03/07 – 05/07
SG$609/nighttotal: SG$1218 (2 )
Lion King Affordable Home & Free Waterpark 4913
4 10
house , Hunters Creek
This four-bedroom holiday villa is situated in Kissimmee, 9.8 kilometres from Gatorland and 10.6 kilometres from Disney Springs, offering convenient access to major Orlando attractions. This spacious 182 square metre property accommodates up to 15 guests and features a fully equipped kitchen, air conditioning, complimentary Wi-Fi, indoor and outdoor swimming pools, a hot tub, a garden, and an on-site bar, ensuring a comfortable and entertaining stay.
9.0 63 reviews
Kissimmee, FL
01/01 – 08/01
SG$347/nighttotal: SG$2429 (7 )
Cozy Family 4-bedroom Bella Vida Home Near Disney World
4 2
house , Kissimmee
This spacious villa is located in the Bella Vida Resort, just 6 kilometres from Walt Disney World and within walking distance of a shopping centre with restaurants and a Walmart. It has received excellent ratings for location, cleanliness and user experience. The property spans 191 square metres and comfortably accommodates up to 12 guests in its four bedrooms. The villa boasts a private pool and spa, a fully equipped kitchen, a games room, a patio with sun loungers and an outdoor table, a covered lanai and a private screened-in pool area.
9.8 113 reviews
Kissimmee, FL
31/10 – 07/11
SG$261/nighttotal: SG$1827 (7 )
Storey Lake Home Close To Disney And Other Parks
4 4
house , Kissimmee
This Storey Lake residence is situated approximately 13 kilometres from Gatorland and around 13 kilometres from Disney Springs and Disney's Wide World of Sports in Kissimmee, Florida. This four-bedroom, three-bathroom property boasts a private pool, free Wi-Fi, private parking, and on-site amenities including a children's playground, snack bar, and bar, perfect for families visiting the area's theme parks.