Vacation Rentals in Kissimmee, FL
Comfortable home with themed bedroom near Disney
No reviews
·
Kissimmee
·
2 br
·
Sleeps 5
·
Balcony · On Site Laundry · Wifi ·
From
$115/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Balcony, Kitchen
NEW! Family Resort Home w/ Lanai, Pool & Lake View
10
Excellent
·
Kissimmee
·
6 br
·
Sleeps 12
·
Ceiling Fan · Outdoor Space · Fitness Center ·
From
$321/nightProperty
House · 6 Beds · 4 baths
Amenities
Ceiling Fan
Fitness Center
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
Townhome w/ Resort Perks, Near Disney & Universal!
10
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
Toiletries · Cable · Microwave ·
From
$79/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Toiletries
Cable
Microwave
Free Parking
Fitness Center
Wifi
Dishwasher
Oven
Other spaces
Kitchen
Lovely Condo w/ Pool Access, ~ 6 Miles to Disney!
8.3
Very good
·
Kissimmee
·
4 br
·
Sleeps 8
·
Tv · Central Heat · Cable ·
From
$110/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Tv
Central Heat
Cable
Microwave
Fitness Center
Wifi
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Vacation Home 3miles to Disney With Heated Pool, Spa, Fire Pit, & Game Room!
7.6
Very good
·
Kissimmee
·
4 br
·
Sleeps 8
·
Fireplace · Outdoor Space · Hot Tub ·
From
$180/nightProperty
House · 4 Beds · 2 baths
Amenities
Fireplace
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Safari Bowling Mansion 14 BEDS 14.5 BATHS
9.6
Excellent
·
Lakeside Estates
·
14 br
·
Outdoor Space · On Site Laundry · Hot Tub ·
From
$699/nightProperty
House · 14 Beds · 15 baths
Amenities
On Site Laundry
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Windsor Palm Resort Top Floor 2BR Disney Area
10
Excellent
·
Kissimmee
·
2 br
·
Sleeps 5
·
Walk In Closets · Balcony · On Site Laundry ·
From
$92/nightProperty
House · 2 Beds · 2 baths
Amenities
Walk In Closets
On Site Laundry
Wifi
Air Conditioning
Furnished
In Unit Laundry
Pool
Fitness Center
Other spaces
Balcony
New Emerald Island 3 Bedroom town home 5 Minutes from Disney
9
Excellent
·
Kissimmee
·
3 br
·
Sleeps 6
·
Assigned Parking · Balcony · On Site Laundry ·
From
$169/nightProperty
House · 3 Beds · 3 baths
Amenities
Assigned Parking
On Site Laundry
Fitness Center
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Balcony, Kitchen
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Spectacular townhome with private pool & resort amenities - near theme parks
9.1
Excellent
·
Kissimmee
·
4 br
·
Sleeps 11
·
Ceiling Fan · Fitness Center · Private Pool ·
From
$137/nightProperty
House · 4 Beds · 3 baths
Amenities
Ceiling Fan
Fitness Center
Private Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
VB006 Affordable Venetian Bay Townhouse With Room For Ten
9.3
Excellent
·
Kissimmee
·
4 br
·
Sleeps 10
·
Fitness Center · Wifi · Air Conditioning ·
From
$78/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Fitness Center
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
Beautiful villa in popular Indian Creek
9.9
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
Outdoor Space · Hot Tub · Private Pool ·
From
$163/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Brand new villa in amazing resort
8.7
Very good
·
Kissimmee
·
4 br
·
Sleeps 8
·
Ceiling Fan · Fitness Center · Private Pool ·
From
$259/nightProperty
House · 4 Beds · 4 baths
Amenities
Ceiling Fan
Fitness Center
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Luxury Newly Upgraded Disney Themed Vacation Home w/ Private Pool!
10
Excellent
·
Kissimmee
·
5 br
·
Sleeps 12
·
Private Pool · Wifi · Air Conditioning ·
From
$340/nightProperty
House · 5 Beds · 5 baths
Amenities
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
RB203: A Luxury STAR WARS Experience - Poolside!
10
Excellent
·
Kissimmee
·
3 br
·
Sleeps 6
·
Workspace · Lake · Waterfront ·
From
$236/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Fitness Center
Hot Tub
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
The Suite Life Awaits
No reviews
·
Kissimmee
·
1 br
·
Sleeps 6
·
Outdoor Space · Private Pool · Wifi ·
From
$223/nightProperty
House · 1 Bed · 2 baths
Amenities
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
This 5 bedroom home is ideal for an elegant memorable family vacation
9.3
Excellent
·
Kissimmee
·
5 br
·
Sleeps 10
·
Lake · Waterfront · Private Pool ·
From
$320/nightProperty
House · 5 Beds · 6 baths
Amenities
Lake
Waterfront
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Bella Vida Resort 5 Bedroom Home with Pool (1870)
6.3
Good
·
Kissimmee
·
5 br
·
Sleeps 15
·
Workspace · On Site Laundry · Private Pool ·
From
$157/nightProperty
House · 5 Beds · 5 baths
Amenities
On Site Laundry
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Kissimmee townhouse 3 miles to Disney!
10
Excellent
·
Kissimmee
·
3 br
·
Sleeps 6
·
Wifi · Air Conditioning · Furnished ·
From
$129/nightProperty
House · 3 Beds · 3 baths
Amenities
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Swimming Pool
Other spaces
Kitchen
Multi TVs – Splash Pool – Well Furnished – Paradise Palms Resort
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Smoking Allowed · Workspace · Outdoor Space ·
From
$139/nightProperty
House · 4 Beds · 3 baths
Amenities
Smoking Allowed
On Site Laundry
Private Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Great Vacation Home Ideal Retreat in the Heart of the Disney area
9.5
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
Outdoor Space · Fitness Center · Hot Tub ·
From
$144/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Charming condo with Mickey themed room near Disney
9.4
Excellent
·
Kissimmee
·
2 br
·
Sleeps 6
·
Lake · Waterfront · Balcony ·
From
$154/nightProperty
Condo · 2 Beds · 3 baths
Amenities
Lake
Waterfront
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Kitchen
4 Bedroom Storey Lake Townhome With Pool 5045WA
No reviews
·
Kissimmee
·
4 br
·
Sleeps 10
·
Lake · Waterfront · Fitness Center ·
From
$169/nightProperty
House · 4 Beds · 3 baths
Amenities
Lake
Waterfront
Fitness Center
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
Beautiful and Stylish Townhome at Storey Lake Resort
9.4
Excellent
·
Kissimmee
·
4 br
·
Outdoor Space · Fitness Center · Hot Tub ·
From
$220/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
*Special Offer* Golf View/Pool/SPA/Game room 8801CB
No reviews
·
Kissimmee
·
8 br
·
Sleeps 16
·
Hot Tub · Private Pool · Wifi ·
From
$339/nightProperty
Apartment · 8 Beds · 5 baths
Amenities
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Luxury 4 Bedroom Home near Disney World, Florida South-Facing Pool, Lakeside
9.6
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
Carpet · Ceiling Fan · Lake ·
From
$220/nightProperty
House · 4 Beds · 3 baths
Amenities
Carpet
Ceiling Fan
Lake
Waterfront
Private Pool
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Soaring Eagle at Eagle Point by Shine Villas #102
10
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
Walk In Closets · On Site Laundry · Private Pool ·
From
$122/nightProperty
House · 4 Beds · 2 baths
Amenities
Walk In Closets
On Site Laundry
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Ultimate 5 Star Villa with Private Pool on Encore Resort at Reunion, Orlando Villa 4391
No reviews
·
Kissimmee
·
11 br
·
Sleeps 22
·
Hardwood Floor · Fireplace · Balcony ·
From
$745/nightProperty
Apartment · 11 Beds · 10 baths
Amenities
Hardwood Floor
Fireplace
Hot Tub
Private Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Balcony, Kitchen
2 Masters, Hot Tub, Games Room, Stunning Lake Views, Disney Only 4 Miles!!
9.8
Excellent
·
Kissimmee
·
5 br
·
Sleeps 10
·
Ceiling Fan · Walk In Closets · Lake ·
From
$292/nightProperty
House · 5 Beds · 4 baths
Amenities
Ceiling Fan
Walk In Closets
Lake
Waterfront
Hot Tub
Private Pool
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
Luxury Private Villa with Large Pool on Encore Resort at Reunion, Orlando Villa 4353
No reviews
·
Kissimmee
·
9 br
·
Sleeps 20
·
Hot Tub · Private Pool · Wifi ·
From
$498/nightProperty
Apartment · 9 Beds · 9 baths
Amenities
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
10 MINS TO DISNEY WORLD - SOUTH-FACING POOL - FREE WI-FI AND CALLS - GAMES ROOM
9.3
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
On Site Laundry · Private Pool · Wifi ·
From
$139/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
On Site Laundry
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Rent Your Own Orlando Villa with Large Private Pool on Encore Resort at Reunion, Orlando Villa 4489
No reviews
·
Kissimmee
·
6 br
·
Sleeps 13
·
Hot Tub · Private Pool · Air Conditioning ·
From
$390/nightProperty
Apartment · 6 Beds · 6 baths
Amenities
Hot Tub
Private Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
Luxury Villa with Private Pool on Encore Resort at Reunion, Orlando Villa 4498
No reviews
·
Kissimmee
·
10 br
·
Sleeps 20
·
Fireplace · Hot Tub · Private Pool ·
From
$509/nightProperty
Apartment · 10 Beds · 10 baths
Amenities
Fireplace
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Good value 1650sqft 4br/3ba condo,2 miles to Disney,Next to the mall,restaurants
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Smoking Allowed · Lake · Waterfront ·
From
$113/nightProperty
Condo · 4 Beds · 3 baths
Amenities
Smoking Allowed
Lake
Waterfront
Fitness Center
Hot Tub
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Exclusive 5 Star Villa with Private Pool on Encore Resort at Reunion, Orlando Villa 4482
No reviews
·
Kissimmee
·
8 br
·
Sleeps 16
·
Hot Tub · Private Pool · Air Conditioning ·
From
$758/nightProperty
Apartment · 8 Beds · 6 baths
Amenities
Hot Tub
Private Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
Rent Your Own Orlando Villa with Large Private Pool on Encore Resort at Reunion, Orlando Villa 4454
No reviews
·
Kissimmee
·
5 br
·
Sleeps 12
·
Hot Tub · Private Pool · Air Conditioning ·
From
$409/nightProperty
Apartment · 5 Beds · 4 baths
Amenities
Hot Tub
Private Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
Beautiful 5 Star Villa with Private Pool on the Prestigious Encore Resort at Reunion
10
Excellent
·
Kissimmee
·
10 br
·
Sleeps 26
·
Balcony · On Site Laundry · Hot Tub ·
From
$636/nightProperty
Apartment · 10 Beds · 10 baths
Amenities
On Site Laundry
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Balcony, Kitchen
The Formosa Grand Mansion! Lakefront! Infinity Pool & Spa! Cinema! Pure Luxury!
9.6
Excellent
·
Kissimmee
·
9 br
·
Sleeps 26
·
High Ceilings · Workspace · Walk In Closets ·
From
$975/nightProperty
Apartment · 9 Beds · 10 baths
Amenities
High Ceilings
Walk In Closets
Lake
Waterfront
On Site Laundry
Fitness Center
Hot Tub
Private Pool
Other spaces
Workspace, Balcony, Kitchen
Prestige 1:Modern home away from home, South Facing Pool/Spa, Game Rm
9.5
Excellent
·
Kissimmee
·
8 br
·
Sleeps 20
·
Free Parking · Outdoor Space · Fitness Center ·
From
$359/nightProperty
Apartment · 8 Beds · 6 baths
Amenities
Free Parking
Fitness Center
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
NEW! Kissimmee Home w/ Pool
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
High Ceilings · Central Heat · Walk In Closets ·
From
$256/nightProperty
House · 4 Beds · 3 baths
Amenities
High Ceilings
Central Heat
Walk In Closets
On Site Laundry
Private Pool
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Modern & Spacious Private Pool 4804
9
Excellent
·
Kissimmee
·
4 br
·
Sleeps 12
·
Private Pool · Wifi · Air Conditioning ·
From
$209/nightProperty
House · 4 Beds · 3 baths
Amenities
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
Beautiful Townhome w/Free Resort Access at Paradise Palms
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Balcony · On Site Laundry · Fitness Center ·
From
$200/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Fitness Center
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
The Pixie Nest: Fun & Relaxation
9.3
Excellent
·
Kissimmee
·
1 br
·
Sleeps 4
·
Walk In Closets · Outdoor Space · On Site Laundry ·
From
$130/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Walk In Closets
On Site Laundry
Fitness Center
Hot Tub
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
Next to mall(restaurants)! 2 miles to Disney. 1650 sqft 4br condo with lake view
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Smoking Allowed · Lake · Waterfront ·
From
$128/nightProperty
Condo · 4 Beds · 3 baths
Amenities
Smoking Allowed
Lake
Waterfront
Fitness Center
Hot Tub
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Laguna Bay 007
No reviews
·
Kissimmee
·
3 br
·
Sleeps 6
·
Hot Tub · Private Pool · Air Conditioning ·
From
$117/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Pool
Other spaces
Kitchen
Laguna Bay 030
No reviews
·
Kissimmee
·
3 br
·
Sleeps 6
·
On Site Laundry · Hot Tub · Private Pool ·
From
$128/nightProperty
Condo · 3 Beds · 2 baths
Amenities
On Site Laundry
Hot Tub
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Runaway Beach Resort - Minutes to Disney
No reviews
·
Kissimmee
·
1 br
·
Sleeps 2
·
On Site Laundry · Private Pool · Wifi ·
From
$99/nightProperty
Condo · 1 Bed · 1 bath
Amenities
On Site Laundry
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Gerald's Club Cortile Condo
No reviews
·
Kissimmee
·
3 br
·
Sleeps 6
·
Carpet · Balcony · On Site Laundry ·
From
$97/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Carpet
On Site Laundry
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Kitchen
James' Runaway Beach Condo
No reviews
·
Kissimmee
·
3 br
·
Sleeps 1
·
On Site Laundry · Fitness Center · Wifi ·
From
$127/nightProperty
Condo · 3 Beds · 2 baths
Amenities
On Site Laundry
Fitness Center
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Marcia's Somerset Condo
No reviews
·
Kissimmee
·
3 br
·
Sleeps 8
·
On Site Laundry · Private Pool · Wifi ·
From
$131/nightProperty
Condo · 3 Beds · 2 baths
Amenities
On Site Laundry
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Runaway Beach Condo
6
Good
·
Kissimmee
·
2 br
·
Sleeps 5
·
On Site Laundry · Fitness Center · Private Pool ·
From
$107/nightProperty
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Showing 1 - 50 of 13,532 results
Updated: March 17, 2023
Learn about vacation rentals in
Kissimmee
Explore 13541 vacation rentals near Kissimmee, Florida. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Kissimmee, you can see photos of Kissimmee vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Kissimmee vacation rentals in specific areas. Whether you’re looking for a Kissimmee staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Kissimmee is $78 per night and the highest price is $975 per night.
2294 of the vacation rentals near Kissimmee are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $117 per night. There are
currently 524 vacation units under this
price. 8829 of the vacation rentals near Kissimmee are houses.
The average bathroom count for a vacation house near Kissimmee is
4. The average price for vacation houses near Kissimmee is $227 per night. There are 4388 vacation homes under this price. The most common
amenities for vacation rentals near Kissimmee are: furnished, swimming pool, and pool. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
657 available
2 bed rentals
1307 available
3 bed rentals
2491 available
4+ bed rentals
8939 available
Vacation Rentals in Kissimmee, FL FAQ
How many vacation rentals in Kissimmee are available?
There are currently 13541 vacation rentals in Kissimmee available. Our vacation rentals in Kissimmee include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Kissimmee?
Yes, right now there are 1793 pet friendly vacation rentals in Kissimmee. A pet friendly vacation rental in Kissimmee means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Kissimmee with a pool?
Yes there are vacation rentals with a pool available in Kissimmee, FL. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Kissimmee with internet access?
As of March 17, 2023, there are vacation rentals with internet access available in Kissimmee, Florida. Check out more enjoyable destinations on Vacations by Zumper.
