Kissimmee Villas Rentals

Top-Rated Vacation Rentals in Kissimmee, FL

Book a vacation rental in Kissimmee that has the highest visitor rating. Here are 6 of the best vacation rentals in Kissimmee.
Magical Disney Vacation Home, 5 bedrooms
10

Excellent

·
Kissimmee
·
5 br
·
Sleeps 12
·
Air Conditioning · Free Parking · Hot Tub ·
From
$279/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
Air Conditioning
Free Parking
Hot Tub
Wifi
Private Pool
On Site Laundry
Swimming Pool
Furnished
Other spaces
Kitchen
Waterfront Brand New Modern Luxury 8 BR pool house! Sleeps 16
10

Excellent

·
Kissimmee
·
8 br
·
Sleeps 16
·
Dishwasher · In Unit Laundry · Air Conditioning ·
From
$345/night
Check availability
Property
Apartment · 8 Beds · 6 baths
Amenities
Dishwasher
In Unit Laundry
Air Conditioning
Business Center
Waterfront
Oven
Carpet
Lake
Other spaces
Workspace, Kitchen
Price drop
Amazing 6BR Villa @ Storey Lake Resort Near Disney
10

Excellent

·
Kissimmee
·
6 br
·
Sleeps 16
·
Free Parking · Pool · Assigned Parking ·
From
$401/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
Free Parking
Pool
Assigned Parking
Private Pool
Furnished
Fitness Center
On Site Laundry
In Unit Laundry
Other spaces
Workspace, Kitchen
Price drop
Luxury 9BR Villa @ Storey Lake Resort Near Disney
10

Excellent

·
Kissimmee
·
9 br
·
Sleeps 26
·
Pool · Carpet · Private Pool ·
From
$638/night
Check availability
Property
Apartment · 9 Beds · 5 baths
Amenities
Pool
Carpet
Private Pool
Dishwasher
Oven
Wifi
Swimming Pool
Free Parking
Other spaces
Kitchen, Workspace
Price drop
Awesome Villa 5Beds 5Bath Pool Jacuzzi 5 Min From Disney
9.7

Excellent

·
Kissimmee
·
5 br
·
Sleeps 15
·
Kitchen · Outdoor Space · Furnished ·
From
$376/night
Check availability
Property
Apartment · 5 Beds · 5 baths
Amenities
Furnished
Assigned Parking
Air Conditioning
Dishwasher
Free Parking
Private Pool
Swimming Pool
In Unit Laundry
Other spaces
Kitchen
Spacious 3BR near Disney: Magic!
9.5

Excellent

·
Kissimmee
·
3 br
·
Sleeps 6
·
Kitchen · Fitness Center · Furnished ·
From
$207/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Fitness Center
Furnished
Swimming Pool
Hardwood Floor
Oven
On Site Laundry
Wifi
In Unit Laundry
Other spaces
Kitchen

Our Recommended Vacation Rentals in Kissimmee, FL

We analyzed vacation rentals in Kissimmee from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Kissimmee to help you find a deal for your next trip.
Amazing resort home near disney and other parks

No rating

·
Kissimmee
·
6 br
·
Sleeps 16
·
Fitness Center · Private Pool · Outdoor Space ·
From
$318/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
Fitness Center
Private Pool
On Site Laundry
Oven
Swimming Pool
Dishwasher
Free Parking
Residents Lounge
Other spaces
Kitchen, Workspace
Price drop
Gorgeous Home with Golf Course View Championsgate

No rating

·
Kissimmee
·
8 br
·
Sleeps 20
·
Furnished · Wifi · Workspace ·
From
$353/night
Check availability
Property
Apartment · 8 Beds · 5 baths
Amenities
Furnished
Wifi
Assigned Parking
Air Conditioning
Free Parking
Hot Tub
Dishwasher
On Site Laundry
Other spaces
Workspace, Kitchen
Price drop
Family Friendly Themed Storey Lake Villa villa

No rating

·
Kissimmee
·
4 br
·
Sleeps 10
·
On Site Laundry · Wifi · Kitchen ·
From
$270/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
On Site Laundry
Wifi
Private Pool
Free Parking
Air Conditioning
Pool
In Unit Laundry
Furnished
Other spaces
Kitchen
Price drop
Magical Family Villa Minutes from Disney villa

No rating

·
Kissimmee
·
4 br
·
Sleeps 8
·
Workspace · Private Pool · Furnished ·
From
$257/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Private Pool
Furnished
Oven
Dishwasher
Pool
Air Conditioning
Free Parking
Assigned Parking
Other spaces
Workspace, Kitchen
Price drop
Family Friendly Villa Minutes From Disney World villa
6

Good

·
Kissimmee
·
4 br
·
Sleeps 8
·
In Unit Laundry · Assigned Parking · Outdoor Space ·
From
$251/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
In Unit Laundry
Assigned Parking
Air Conditioning
Furnished
Dishwasher
Wifi
Free Parking
Private Pool
Other spaces
Kitchen
Price drop
Stunning Villa 5Beds 5Bath Pool Jacuzzi 5Min From Disney
7.6

Very good

·
Kissimmee
·
5 br
·
Sleeps 15
·
Free Parking · Swimming Pool · Outdoor Space ·
From
$399/night
Check availability
Property
Apartment · 5 Beds · 5 baths
Amenities
Free Parking
Swimming Pool
Pool
Dishwasher
In Unit Laundry
Furnished
Oven
Private Pool
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Kissimmee, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Kissimmee starting at $50. Use the price filter at the top of the page to search for more specific prices.
Orlando House Disney Area
8.3

Very good

·
Kissimmee
·
3 br
·
Sleeps 6
·
Hardwood Floor · Waterfront · Dishwasher ·
From
$50/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Hardwood Floor
Waterfront
Dishwasher
Hot Tub
Air Conditioning
Fitness Center
Lake
Wifi
Other spaces
Workspace, Kitchen
VB010 Cozy Home Away From Home In Quiet Location In Venetian Bay
10

Excellent

·
Kissimmee
·
3 br
·
Sleeps 8
·
Dishwasher · Onsite Management · Wifi ·
From
$73/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Dishwasher
Onsite Management
Wifi
Furnished
Air Conditioning
Oven
Swimming Pool
Fitness Center
Other spaces
Kitchen
VB028 4BR 3 Bath Corner Unit Close To Clubhouse And Pool
10

Excellent

·
Kissimmee
·
4 br
·
Sleeps 8
·
Lake · Fitness Center · Dishwasher ·
From
$77/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Lake
Fitness Center
Dishwasher
Wifi
Pool
In Unit Laundry
Oven
Furnished
Other spaces
Kitchen
Lakeside Villa with Private Pool
10

Excellent

·
Kissimmee
·
3 br
·
Sleeps 6
·
Dishwasher · Oven · Swimming Pool ·
From
$78/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Dishwasher
Oven
Swimming Pool
Wifi
Pool
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Villa with Private Pool
10

Excellent

·
Kissimmee
·
3 br
·
Sleeps 6
·
In Unit Laundry · Swimming Pool · Pool ·
From
$78/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
In Unit Laundry
Swimming Pool
Pool
Furnished
Oven
Wifi
Air Conditioning
Private Pool
Other spaces
Kitchen
Villa On Quiet Residential Estate Overlooking Lake
10

Excellent

·
Kissimmee
·
3 br
·
Sleeps 6
·
Wifi · Pool · Waterfront ·
From
$78/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Wifi
Pool
Waterfront
Furnished
Private Pool
Oven
Lake
Swimming Pool
Other spaces
Kitchen

Vacation Rentals With AC and/or Heat in Kissimmee, FL

Whether you need air conditioning or central heating, these vacation rentals are for you.
Emerald Island Villa w/ Pool: 7 Mi to Disney!
10

Excellent

·
Kissimmee
·
4 br
·
Sleeps 8
·
Swimming Pool · Pool · Garage Parking ·
From
$145/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Swimming Pool
Pool
Garage Parking
Air Conditioning
Wifi
Lake
Fitness Center
Furnished
Other spaces
Kitchen
Ref 26. 4 Bed villa with own pool with beautiful lake view.
10

Excellent

·
Kissimmee
·
4 br
·
Sleeps 8
·
Kitchen · Private Pool · Dishwasher ·
From
$213/night
Check availability
Property
Apartment · 4 Beds · 6 baths
Amenities
Private Pool
Dishwasher
Central Heat
Air Conditioning
On Site Laundry
Wifi
Free Parking
Swimming Pool
Other spaces
Kitchen
Ref 31. 4 Bed Villa with Pool and Games Room, near Disney

No rating

·
Kissimmee
·
4 br
·
Sleeps 8
·
Oven · Swimming Pool · Wifi ·
From
$214/night
Check availability
Property
Apartment · 4 Beds · 6 baths
Amenities
Oven
Swimming Pool
Wifi
Dishwasher
Central Heat
Furnished
Free Parking
Pool
Other spaces
Kitchen

Family-Friendly Vacation Rentals in Kissimmee, FL

Heading to Kissimmee for your next family vacation? Check out these family-friendly vacation rentals, which have more bedrooms and more space for you and your loved ones. Use the filters at the top of the page to narrow your search and find what you need.
NEW LISTING SPECIAL PRICING! Pool home near DISNEY

No rating

·
Kissimmee
·
1 br
·
Sleeps 10
·
Free Parking · Workspace · Outdoor Space ·
From
$336/night
Check availability
Property
Apartment · 1 Bed · 4 baths
Amenities
Free Parking
Swimming Pool
Furnished
Private Pool
Wifi
Dishwasher
Assigned Parking
Pool
Other spaces
Workspace, Balcony, Kitchen
Resort Villa Near Disney World and Universal Studios, Florida

No rating

·
Kissimmee
·
1 br
·
Sleeps 4
·
Swimming Pool · Oven · Outdoor Space ·
From
$273/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Swimming Pool
Oven
In Unit Laundry
Furnished
Wheelchair Accessible
Lake
Air Conditioning
Dishwasher
Other spaces
Balcony, Kitchen
This villa is a 4 bedroom(s), 3 bathrooms, located in Kissimmee, FL.

No rating

·
Kissimmee
·
Studio
·
Sleeps 8
·
Kitchen · Wifi · Furnished ·
From
$155/night
Check availability
Property
Apartment · Studio · 3 baths
Amenities
Wifi
Furnished
Pool
On Site Laundry
Air Conditioning
Dishwasher
Garage Parking
Private Pool
Other spaces
Kitchen
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Updated: October 4, 2023