Vacation Homes in Kissimmee

Vacation Homes in Kissimmee

567 properties for Vacation Homes. Compare and book at the best price!

Popular Vacation Homes in Kissimmee

Kissimmee, Osceola County

Vacation home for 24 people, with pool, with pets

Free cancellation

from $269 per night

Kissimmee, Osceola County

10.0

Vacation home for 20 people, with yard and pool

from $544 per night

Kissimmee, Osceola County

10.0

Vacation home for 22 people, with yard and pool

from $544 per night

Kissimmee, Osceola County

9.2

Vacation home for 8 people, with pool and children pool, kid friendly

from $152 per night

Kissimmee, Osceola County

Vacation home for 8 people, with pool

Free cancellation

from $132 per night

Kissimmee, Osceola County

Vacation home for 20 people, with pool, with pets

Free cancellation

from $252 per night

Kissimmee, Osceola County

Vacation home for 10 people, with pool and yard

Free cancellation

from $178 per night

Kissimmee, Osceola County

Vacation home for 16 people

Free cancellation

from $165 per night

Kissimmee, Osceola County

10.0

Vacation home for 22 people, with yard and pool, kid friendly

from $592 per night

Kissimmee, Osceola County

Vacation home for 30 people, with pool, kid friendly

Free cancellation

from $996 per night

Kissimmee, Osceola County

Vacation home for 14 people, with yard and balcony, kid friendly

Free cancellation

from $98 per night

Kissimmee, Osceola County

Vacation home for 9 people, with pool and lake view as well as yard, kid friendly

Free cancellation

from $159 per night

Kissimmee, Osceola County

Vacation home for 10 people, with pool

from $123 per night

Kissimmee, Osceola County

Vacation home for 16 people, kid friendly

Free cancellation

from $113 per night

Kissimmee, Osceola County

Vacation home for 15 people, with pool, with pets

Free cancellation

from $236 per night

Kissimmee, Osceola County

Vacation home for 10 people, with terrace and yard

from $328 per night

Kissimmee, Osceola County

Vacation home for 9 people, with pool, with pets

Free cancellation

from $165 per night

Kissimmee, Osceola County

Vacation home for 21 people, with children pool and balcony/terrace as well as pool

from $463 per night

Kissimmee, Osceola County

Vacation home for 28 people, with pool, kid friendly

Free cancellation

from $280 per night

Kissimmee, Osceola County

Vacation home for 26 people, with pool, with pets

Free cancellation

from $330 per night

Kissimmee, Osceola County

Vacation home for 40 people, with balcony/terrace and pool

from $1,515 per night

Kissimmee, Osceola County

Vacation home for 15 people, with pool and yard

Free cancellation

from $160 per night

Kissimmee, Osceola County

Vacation home for 31 people, with pool, with pets

Free cancellation

from $1,131 per night

Kissimmee, Osceola County

Vacation home for 40 people, with pool and balcony/terrace, kid friendly

from $1,530 per night

Find Vacation Homes in Kissimmee

Best Vacation Homes in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Home for 24 Guests in Kissimmee, Osceola County
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Kissimmee, Osceola County
Vacation Home • 4833 ft² • 12 Bedrooms
Have an amazing holiday in a newly renovated home with everything you need to build wonderful new memories! This spacious 12-bedroom home (crib included) features 11.5 bathrooms and comfortably accommodates up to 24 guests. The home comes with a beautiful private pool, BBQ grill, a Tiki Bar themed Game Room, and more! Located in the prestigious Bella Vida Resort, this property is just a short 15-minute drive from the entrance to Walt Disney World, making it an ideal location for your magical getaway. The resort boasts an impressive Clubhouse featuring 2 resort-style swimming pools, a fully ...
from $306 / night
Vacation Home for 16 Guests in Kissimmee, Osceola County
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Kissimmee, Osceola County
Vacation Home • 16 Guests • 5 Bedrooms
5 BEDROOMS All memory foam mattresses Bottom Floor 1 Bedroom 1. Queen Bedroom Top Floor 4 Bedrooms 2. 5 Single bed room 3. 1 King Bed 4. 1 King Bed 5. 2 Full Beds 10 Total Beds **SUPPLIES STARTER KIT** - Shampoo/Conditioner - Body soap - Toilet paper (2 for each bathroom) - Trash bags for the bathrooms (1 in the basket + 1 extra) - 2 kitchen garbage bags - 1 sponge and 1 detergent - 1 paper towel - 2 dishwasher tablets - 1 washer pod 24/7 AVAILABILITY BEST LOCATION CLOSEST TO DISNEY! SO YOU KNOW WHERE YOU'RE AT..... * DISNEY - Disney Springs 1486 E Buena Vista Drive 7.6 Miles 14 Minutes -Di...
from $79 / night
Vacation Home for 8 Guests in Kissimmee, Osceola County
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Kissimmee, Osceola County
Vacation Home • 1173 ft² • 4 Bedrooms
Welcome to our stunning 4-bedroom home in Bella Vida resort, an unbeatable location near Disney parks. Surrounded by restaurants and just a 2-minute drive from Super Walmart, convenience is at your fingertips. Immerse yourself in comfort and elegance with beautiful decor. This spacious haven accommodates 8 guests and features an incredible outdoor space with a private pool. Your dream vacation awaits, immersed in the magic of Orlando! The Space: Welcome to our inviting 4-bedroom single-level home, meticulously designed to offer your family the utmost comfort. The open-concept living room se...
from $172 / night

Other holiday ideas and property types in Kissimmee that might be interesting

FAQs: Vacation Homes in Kissimmee

When organizing a vacation to Kissimmee, which services are the most essential for travelers?

Judging by the information from Holidu, when vacationers browse for homes in Kissimmee, they regularly select the following amenities: internet (47%), pool (32%), and a air-conditioning (15%). Last year, most of the people searching on Holidu chose at least one of these options when finding the perfect home.

Which types of amenities are available at the homes in Kissimmee?

Among the facilities offered by Holidu, it appears that the homes in Kissimmee offer everything that travelers desire! Here, the homes generally have a variety of amenities, the most popular being: internet (95%), air-conditioning (92%), and pool (91%)...What more could you want?

How are the reviews for the homes in Kissimmee?

Judging by last year, less than 20% of the homes in Kissimmee scored a rating of 4.5 stars. If this criteria is important for your trip, it will be necessary to be a little more attentive towards the scores.

Are the homes in Kissimmee suitable for vacations with children?

Holidu's data reveals that 41% of homes in Kissimmee are suitable for vacations with children, so you won't have a problem finding the perfect home for you and your family.

Are the homes in Kissimmee suitable for travelers and their pets?

Of course! In Kissimmee, 13% of the homes accept pets, 21% even have a garden!

Do the homes in Kissimmee generally come with an internet connection?

Yes! Based on the last year, 95% of homes in Kissimmee include internet connection. So no need to panic, you will be able to browse the internet throughout your stay!

Do the homes in Kissimmee usually have a fireplace or a pool?

Definitely! According to Holidu, 91% of homes in Kissimmee have a pool. It's the ideal destination for you to spend the summer months! 37% even have a barbecue!

Are the homes in Kissimmee suitable for vacations with friends or better for an escape as a small group?

In Kissimmee, according to Holidu's data, 86% of homes accept up to eight travelers, 77% of these homes contain at least four bedrooms. But 100% of homes also have facilities for groups of up to four people, and 97% of the homes are made up of at least two separate bedrooms. Kissimmee is therefore the ideal destination for groups of friends of all sizes!

Are Homes in Kissimmee luxurious?

Some homes are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 91% have a pool, while 92% have air conditioning only 2% have a sauna. However, if it's space you're looking for, 100% of the homes can accommodate large groups, and 21% have a garden.

At the homes in Kissimmee are you able to have a beautiful view and spend time outside?

40% of homes have a balcony or terrace, and 22% have a view, but since this does not represent the majority so availability can be selective. If this is a priority for you, you should anticipate a bit more time for research, and use the filters to be sure to find what you are looking for. However, 21% of homes in Kissimmee have gardens, where you can enjoy the outdoors. If you like to have lunch or dinner outside, and especially if you like barbecues, 37% of the homes have them.