Kissimmee Vacation House Rentals
Upscale, dog-friendly townhome with private pool, lanai, fast WiFi & W/D
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Outdoor Space · Private Pool · Oven ·
From
$201/nightProperty
House · 4 Beds · 3 baths
Amenities
Private Pool
Oven
Dishwasher
Pool
Air Conditioning
Furnished
In Unit Laundry
Swimming Pool
Other spaces
Kitchen
Huge Amazing Arcade Pool Home
No reviews
·
Kissimmee
·
8 br
·
Sleeps 22
·
Outdoor Space · Hot Tub · Private Pool ·
From
$397/nightProperty
House · 8 Beds · 6 baths
Amenities
Hot Tub
Private Pool
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
Fantastic Fully Themed Home w/Private Arcade
10
Excellent
·
Kissimmee
·
6 br
·
Sleeps 12
·
Balcony · Hot Tub · Fitness Center ·
From
$320/nightProperty
House · 6 Beds · 5 baths
Amenities
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Other spaces
Balcony, Kitchen
Florida luxury homes by Veterans! Any Essential workers get 10% discount!!!!!!
10
Excellent
·
Kissimmee
·
5 br
·
Sleeps 10
·
Fireplace · Smoking Allowed · Outdoor Space ·
From
$333/nightProperty
House · 5 Beds · 3 baths
Amenities
Fireplace
Smoking Allowed
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Other spaces
Workspace, Kitchen
Modern townhome with private pool, AC, & WiFi + resort pool/tennis/gym/game room
10
Excellent
·
Kissimmee
·
5 br
·
Sleeps 12
·
On Site Laundry · Fitness Center · Private Pool ·
From
$141/nightProperty
House · 5 Beds · 4 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Vacation home near Disney
No reviews
·
Kissimmee
·
5 br
·
Sleeps 11
·
Beach · Ev Charging · Workspace ·
From
$213/nightProperty
House · 5 Beds · 5 baths
Amenities
Beach
Ev Charging
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Other spaces
Workspace, Kitchen
Sunnyside Cliffs | 4 bed, 4 bath | Private Pool
No reviews
·
Kissimmee
·
4 br
·
Sleeps 10
·
Ceiling Fan · On Site Laundry · Private Pool ·
From
$182/nightProperty
House · 4 Beds · 3 baths
Amenities
Ceiling Fan
On Site Laundry
Private Pool
Wifi
Air Conditioning
Pool
Furnished
In Unit Laundry
Other spaces
Kitchen
*Lakefront Townhome* 4 miles from Disney!
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Lake · Waterfront · Workspace ·
From
$157/nightProperty
House · 4 Beds · 3 baths
Amenities
Lake
Waterfront
On Site Laundry
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
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Regal Oaks Town Home Minutes from Disney
9.1
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
Smoking Allowed · Lake · Waterfront ·
From
$154/nightProperty
House · 4 Beds · 4 baths
Amenities
Smoking Allowed
Lake
Waterfront
On Site Laundry
Fitness Center
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Sonoma Resort, private pool, and much more!!
6.5
Good
·
Kissimmee
·
7 br
·
Sleeps 20
·
Assigned Parking · Fitness Center · Private Pool ·
From
$377/nightProperty
House · 7 Beds · 7 baths
Amenities
Assigned Parking
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Other spaces
Kitchen
3 Bedroom Pool Home in Oak Island Harbor just minutes from Disney
9.2
Excellent
·
Kissimmee
·
3 br
·
Sleeps 6
·
High Ceilings · Walk In Closets · Smoking Allowed ·
From
$148/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Walk In Closets
Smoking Allowed
Ceiling Fan
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Kitchen
6 Bedroom/ 5.5 Bathroom Seasons (1275 SB)
No reviews
·
Kissimmee
·
6 br
·
Free Parking · Private Pool · Oven ·
From
$421/nightProperty
House · 6 Beds · 6 baths
Amenities
Free Parking
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
Other spaces
Kitchen
Storey Lake Home Sleeps 8 With Splash Pool 4834LL
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
On Site Laundry · Fitness Center · Private Pool ·
From
$252/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Story Lake Town Home Sleeps 10 With Splash Pool 4796CTD
No reviews
·
Kissimmee
·
4 br
·
Sleeps 10
·
On Site Laundry · Fitness Center · Private Pool ·
From
$245/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Windsor at Westside 5 Bd with Private Pool, Game Room - "Avengers Avatar"
No reviews
·
Kissimmee
·
5 br
·
Sleeps 12
·
Assigned Parking · Free Parking · Lake ·
From
$482/nightProperty
House · 5 Beds · 6 baths
Amenities
Assigned Parking
Free Parking
Lake
Waterfront
Hot Tub
On Site Laundry
Private Pool
Oven
Other spaces
Workspace, Kitchen
Beautiful 9 Bed Game Spa Pool Home in Champions Gate
10
Excellent
·
Kissimmee
·
8 br
·
Sleeps 16
·
Assigned Parking · Outdoor Space · Private Pool ·
From
$295/nightProperty
House · 8 Beds · 5 baths
Amenities
Assigned Parking
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
Other spaces
Kitchen
Moradda Top Elegancy an Vacation Home 8963
No reviews
·
Kissimmee
·
6 br
·
Sleeps 14
·
Balcony · On Site Laundry · Private Pool ·
From
$275/nightProperty
House · 6 Beds · 5 baths
Amenities
On Site Laundry
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Furnished
Other spaces
Balcony, Kitchen
Newly Renovated, Star Wars, Mickey & Sunset Rooms!
No reviews
·
Kissimmee
·
3 br
·
Sleeps 6
·
Hardwood Floor · Balcony · Workspace ·
From
$132/nightProperty
House · 3 Beds · 3 baths
Amenities
Hardwood Floor
Hot Tub
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
Refurbished Townhome behind Old Town w/private spa
9.1
Excellent
·
Kissimmee
·
3 br
·
Sleeps 8
·
Smoking Allowed · Hot Tub · On Site Laundry ·
From
$110/nightProperty
House · 3 Beds · 3 baths
Amenities
Smoking Allowed
Hot Tub
On Site Laundry
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Kitchen
Handicap Accessible Regal Oaks Townhome with private spa and Conservation view
8.9
Very good
·
Kissimmee
·
3 br
·
Sleeps 6
·
Balcony · Hot Tub · On Site Laundry ·
From
$147/nightProperty
House · 3 Beds · 3 baths
Amenities
Hot Tub
On Site Laundry
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Balcony, Kitchen
⭐️Windsor Palms Resort: Private House with South Facing Pool. 5mi to Disney.
9.9
Excellent
·
Kissimmee
·
5 br
·
Sleeps 10
·
Deck · Outdoor Space · Fitness Center ·
From
$243/nightProperty
House · 5 Beds · 4 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
Other spaces
Deck, Kitchen
Lovely Townhouse near Disney
No reviews
·
Kissimmee
·
3 br
·
Sleeps 6
·
Fitness Center · Oven · Dishwasher ·
From
$105/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
Beautiful Townhome w/Private Pool *7 mi to Disney*
5.6
Good
·
Kissimmee
·
5 br
·
Sleeps 11
·
Lake · Waterfront · Hot Tub ·
From
$205/nightProperty
House · 5 Beds · 5 baths
Amenities
Lake
Waterfront
Hot Tub
Private Pool
Oven
Dishwasher
Wifi
Pool
Other spaces
Kitchen
Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios
10
Excellent
·
Kissimmee
·
10 br
·
Sleeps 28
·
Free Parking · Lake · Waterfront ·
From
$483/nightProperty
House · 10 Beds · 5 baths
Amenities
Free Parking
Lake
Waterfront
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Other spaces
Workspace, Kitchen
7BR Family Resort Mansion Private Pool/BBQ/More!
10
Excellent
·
Kissimmee
·
7 br
·
Sleeps 14
·
Assigned Parking · Balcony · Workspace ·
From
$184/nightProperty
House · 7 Beds · 5 baths
Amenities
Assigned Parking
Hot Tub
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Balcony, Workspace, Kitchen
Near Disney 4BR Family Resort Home - Private Pool!
No reviews
·
Kissimmee
·
4 br
·
Sleeps 10
·
Lake · Waterfront · Balcony ·
From
$113/nightProperty
House · 4 Beds · 3 baths
Amenities
Lake
Waterfront
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Balcony, Workspace, Kitchen
6BR Family Resort Mansion Private Pool/BBQ/More!
9
Excellent
·
Kissimmee
·
6 br
·
Sleeps 14
·
Balcony · Workspace · On Site Laundry ·
From
$200/nightProperty
House · 6 Beds · 5 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Balcony, Workspace, Kitchen
Amazing 5BR Family Resort - Private Pool/BBQ/More!
No reviews
·
Kissimmee
·
5 br
·
Sleeps 10
·
Free Parking · Balcony · Workspace ·
From
$231/nightProperty
House · 5 Beds · 5 baths
Amenities
Free Parking
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
Gorgeous 4Bd TH Pool Windsor at Westside-2018MD
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Outdoor Space · Fitness Center · Private Pool ·
From
$230/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
Other spaces
Kitchen
Large beautiful home by Disney
9.2
Excellent
·
Kissimmee
·
10 br
·
Sleeps 20
·
Balcony · Private Pool · Oven ·
From
$398/nightProperty
House · 10 Beds · 8 baths
Amenities
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Spacious home near Disney
9.3
Excellent
·
Kissimmee
·
10 br
·
Sleeps 20
·
Balcony · Private Pool · Oven ·
From
$413/nightProperty
House · 10 Beds · 10 baths
Amenities
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Stunning house with private pool
9.8
Excellent
·
Kissimmee
·
10 br
·
Sleeps 20
·
Balcony · Private Pool · Oven ·
From
$402/nightProperty
House · 10 Beds · 10 baths
Amenities
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
8 Bedrooms/ 5 Bathrooms/ Storey Lake (2909 PS)
6
Good
·
Kissimmee
·
8 br
·
Fitness Center · Private Pool · Oven ·
From
$550/nightProperty
House · 8 Beds · 5 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
Other spaces
Kitchen
NEW! Kissimmee Getaway w/ Pool - 7 Mi to Disney!
2
Poor
·
Kissimmee
·
4 br
·
Sleeps 10
·
Ceiling Fan · Outdoor Space · On Site Laundry ·
From
$215/nightProperty
House · 4 Beds · 3 baths
Amenities
Ceiling Fan
On Site Laundry
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Luxury Family Villa With Private Pool and Hot Tub
No reviews
·
Kissimmee
·
5 br
·
Sleeps 11
·
Hot Tub · On Site Laundry · Private Pool ·
From
$207/nightProperty
House · 5 Beds · 5 baths
Amenities
Hot Tub
On Site Laundry
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
BSV1607 Amazing 5 Bed 3 Bath Indian Ridge
9
Excellent
·
Kissimmee
·
5 br
·
Sleeps 10
·
Carpet · Workspace · Hot Tub ·
From
$177/nightProperty
House · 5 Beds · 3 baths
Amenities
Carpet
Hot Tub
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Workspace, Kitchen
Fantastic New 5 Bed Town Home on Solara Resort
No reviews
·
Kissimmee
·
5 br
·
Sleeps 11
·
Fitness Center · Private Pool · Oven ·
From
$237/nightProperty
House · 5 Beds · 5 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
Other spaces
Kitchen
Cozy Abode with Private Pool at Encore
No reviews
·
Kissimmee
·
6 br
·
Sleeps 12
·
On Site Laundry · Fitness Center · Private Pool ·
From
$390/nightProperty
House · 6 Beds · 6 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
NEW! Kissimmee Townhome w/ Pool ~ 6 Mi to Parks!
10
Excellent
·
Kissimmee
·
4 br
·
Sleeps 12
·
Ceiling Fan · Hot Tub · Private Pool ·
From
$202/nightProperty
House · 4 Beds · 3 baths
Amenities
Ceiling Fan
Hot Tub
Private Pool
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
NEW! Kissimmee Escape w/ Hot Tub: 7 Mi to Disney!
No reviews
·
Kissimmee
·
3 br
·
Sleeps 6
·
Ceiling Fan · Hot Tub · On Site Laundry ·
From
$133/nightProperty
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
Hot Tub
On Site Laundry
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Kitchen
NEW! Charming Kissimmee Retreat w/ Pool & Lanai!
No reviews
·
Cresent Lakes
·
3 br
·
Sleeps 6
·
Outdoor Space · Private Pool · Oven ·
From
$187/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
4200 Paragraph Drive
10
Excellent
·
Kissimmee
·
5 br
·
Sleeps 11
·
Lake · Waterfront · Hot Tub ·
From
$234/nightProperty
House · 5 Beds · 4 baths
Amenities
Lake
Waterfront
Hot Tub
Private Pool
Oven
Dishwasher
Wifi
Pool
Other spaces
Kitchen
NEW! Kissimmee Sanctuary w/ Lanai & Pool Table!
No reviews
·
Cresent Lakes
·
3 br
·
Sleeps 6
·
Central Heat · Ceiling Fan · Private Pool ·
From
$151/nightProperty
House · 3 Beds · 2 baths
Amenities
Central Heat
Ceiling Fan
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Other spaces
Kitchen
6BR - Family Resort Home - Pool, Hot Tub, and BBQ!
9
Excellent
·
Kissimmee
·
6 br
·
Sleeps 13
·
Fireplace · Free Parking · Hot Tub ·
From
$372/nightProperty
House · 6 Beds · 7 baths
Amenities
Fireplace
Free Parking
Hot Tub
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Other spaces
Kitchen
Gorgeous and Cozy Vacation Home Close To Disney
No reviews
·
Kissimmee
·
5 br
·
Sleeps 12
·
On Site Laundry · Fitness Center · Private Pool ·
From
$180/nightProperty
House · 5 Beds · 4 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
5 bed 3.5 bath pool home with lake view to rear! on terrific Terra Verde Resort!
8.7
Very good
·
Kissimmee
·
5 br
·
Sleeps 10
·
Lake · Waterfront · Hot Tub ·
From
$189/nightProperty
House · 5 Beds · 4 baths
Amenities
Lake
Waterfront
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Kitchen
NEW! Family house,10 minutes to Disney Parks / Private Hot Tub
No reviews
·
Kissimmee
·
4 br
·
Sleeps 8
·
Workspace · On Site Laundry · Oven ·
From
$184/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Furnished
In Unit Laundry
Other spaces
Workspace, Kitchen
15 Beds/Pool/Movies/Game Room/ 15 MIN From Disney!
10
Excellent
·
Kissimmee
·
12 br
·
Sleeps 24
·
Workspace · Private Pool · Oven ·
From
$180/nightProperty
House · 12 Beds · 12 baths
Amenities
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Workspace, Kitchen
(FP4993) SANITIZED Home 4/3 Private Pool & Free Waterpark
10
Excellent
·
Kissimmee
·
4 br
·
Sleeps 10
·
Fitness Center · Private Pool · Oven ·
From
$277/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Pool
Air Conditioning
Furnished
Other spaces
Kitchen
Kissimmee Townhome w/ Splash Pool - Where's Disney!
8.7
Very good
·
Kissimmee
·
3 br
·
Sleeps 8
·
Assigned Parking · Hot Tub · On Site Laundry ·
From
$192/nightProperty
House · 3 Beds · 3 baths
Amenities
Assigned Parking
Hot Tub
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Kitchen
Showing 1 - 50 of 8,854 results
Updated: March 25, 2023
Learn about vacation rentals in
Kissimmee
Explore 13572 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 $105 per night and the highest price is $550 per night.
8859 of the vacation rentals near Kissimmee are houses.
The average bathroom count for a vacation house near Kissimmee is
5. The average price for vacation houses near Kissimmee is $249 per night. There are 4829 vacation homes under this price. The most common
amenities for vacation rentals near Kissimmee are: furnished, swimming pool, and kitchen. 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
1309 available
3 bed rentals
2481 available
4+ bed rentals
8973 available
Kissimmee Vacation House Rentals FAQ
How many house vacation rentals in Kissimmee are available?
As of March 25, 2023, there are 8859 house vacation rentals in Kissimmee available.
Do any Kissimmee house rentals have internet access?
There are 8125 house rentals in Kissimmee that have internet access.
Are there any pet friendly house rentals in Kissimmee?
There are 1214 pet friendly house rentals in Kissimmee. A pet friendly rental allows pets such as dogs or cats. We recommend contacting the listing owner for more specific pet details.
Are there any house rentals in Kissimmee with more than 1 bedroom?
There are 8762 house rentals in Kissimmee with more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific rental properties.
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