Vacation Rentals in Kissimmee, FL

PRICE PER NIGHT

ACCOMMODATION TYPES

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.
Kissimmee Home: Hot Tub, 6 Mi to Disney World
10

Excellent

·
Kissimmee
·
4 br
·
Sleeps 8
·
Garage Parking · Walk In Closets · Microwave ·
From
$145/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Garage Parking
Walk In Closets
Microwave
Toiletries
Air Conditioning
Tv
Swimming Pool
Private Pool
Other spaces
Kitchen
Kissimmee Getaway ~ 4 Mi to Walt Disney World
10

Excellent

·
Kissimmee
·
4 br
·
Sleeps 10
·
Outdoor Space · Free Parking · Wifi ·
From
$100/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Free Parking
Wifi
Air Conditioning
Cable
Pool
Toiletries
Oven
Ceiling Fan
Other spaces
Kitchen
Stunning Kissimmee Retreat ~ 6 Mi to Disney!
10

Excellent

·
Kissimmee
·
3 br
·
Sleeps 9
·
Tv · Oven · Ceiling Fan ·
From
$85/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Tv
Oven
Ceiling Fan
Garage Parking
Swimming Pool
Wifi
Toiletries
Pool
Other spaces
Garden, Kitchen
Cozy Kissimmee Condo ~ 6 Mi to Disney World!
10

Excellent

·
Kissimmee
·
3 br
·
Sleeps 7
·
Wifi · Fitness Center · Outdoor Space ·
From
$65/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Wifi
Fitness Center
Microwave
Ceiling Fan
Air Conditioning
Dishwasher
Toiletries
Swimming Pool
Other spaces
Balcony, Kitchen
Sun-Soaked Kissimmee Escape
9.6

Excellent

·
Kissimmee
·
3 br
·
Sleeps 6
·
Toiletries · Kitchen · Air Conditioning ·
From
$125/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Toiletries
Air Conditioning
Oven
Walk In Closets
Microwave
Cable
Free Parking
Wifi
Other spaces
Kitchen
Kissimmee Abode w/ Community Pool & Hot Tub!
8

Very good

·
Kissimmee
·
2 br
·
Sleeps 6
·
On Site Laundry · Dishwasher · Tv ·
From
$65/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
On Site Laundry
Dishwasher
Tv
Toiletries
Fitness Center
Ceiling Fan
Walk In Closets
Free Parking
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.
Price drop
Emerald Oasis~Private Pool~Resort Access

No rating

·
Kissimmee
·
5 br
·
Sleeps 1
·
Central Heat · On Site Laundry · In Unit Laundry ·
From
$151/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Central Heat
On Site Laundry
In Unit Laundry
Swimming Pool
Dishwasher
Free Parking
Pool
Microwave
Other spaces
Kitchen, Garden, Workspace
Price drop
Opulent Oasis~Private Pool~Games~Resort Access

No rating

·
Kissimmee
·
5 br
·
Sleeps 14
·
Free Parking · Air Conditioning · Dishwasher ·
From
$254/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Free Parking
Air Conditioning
Dishwasher
Concierge Service
Tv
On Site Laundry
In Unit Laundry
Cable
Other spaces
Garden, Kitchen, Workspace
Price drop
Sunset Retreat~Private Pool~Hot Tub~Near Universal

No rating

·
Kissimmee
·
10 br
·
Sleeps 1
·
Swimming Pool · Outdoor Space · Tv ·
From
$322/night
Check availability
Property
House · 10 Beds · 8 baths
Amenities
Swimming Pool
Tv
Free Parking
Hot Tub
In Unit Laundry
Concierge Service
Central Heat
Air Conditioning
Other spaces
Garden, Workspace, Kitchen
Price drop
Exquisite Estate Haven~Pool~ HotTub~Near Universal

No rating

·
Kissimmee
·
10 br
·
Sleeps 1
·
Concierge Service · In Unit Laundry · Microwave ·
From
$185/night
Check availability
Property
House · 10 Beds · 8 baths
Amenities
Concierge Service
In Unit Laundry
Microwave
Dishwasher
Air Conditioning
Swimming Pool
Residents Lounge
Central Heat
Other spaces
Kitchen, Garden, Workspace
Price drop
Tranquil Sunset Escape~Pool~Hot Tub~Resort Access

No rating

·
Kissimmee
·
13 br
·
Sleeps 1
·
Hot Tub · Residents Lounge · Concierge Service ·
From
$230/night
Check availability
Property
House · 13 Beds · 10 baths
Amenities
Hot Tub
Residents Lounge
Concierge Service
Air Conditioning
Waterfront
On Site Laundry
Oven
Pool
Other spaces
Workspace, Garden, 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 $23. Use the price filter at the top of the page to search for more specific prices.
Econo Lodge Inn & Suites Maingate Central
5.6

Good

·
Kissimmee
·
1 br
·
Sleeps 4
·
Workspace · On Site Laundry · Smoking Allowed ·
From
$23/night
Check availability
Property
Hotel · 1 Bed
Amenities
On Site Laundry
Smoking Allowed
Residents Lounge
Wheelchair Accessible
Furnished
Wifi
Free Parking
Pool
Other spaces
Workspace
Near Disney Vacation Private Room in shared Villa
7.9

Very good

·
Kissimmee
·
1 br
·
Sleeps 2
·
Outdoor Space · Furnished · In Unit Laundry ·
From
$29/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Wheelchair Accessible
Oven
Private Pool
Pool
Free Parking
Air Conditioning
Other spaces
Kitchen, Workspace
Developer Inn Highway
8.7

Very good

·
Kissimmee
·
1 br
·
Sleeps 4
·
Swimming Pool · Business Center · Wheelchair Accessible ·
From
$30/night
Check availability
Property
Hotel · 1 Bed
Amenities
Swimming Pool
Business Center
Wheelchair Accessible
Storage
Residents Lounge
Elevator
Furnished
Assigned Parking
Other spaces
Workspace
COMFORTABLE AND QUIET...

No rating

·
Kissimmee
·
1 br
·
Sleeps 2
·
Wifi · Air Conditioning · Furnished ·
From
$30/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
Furnished
Price drop
Boutique hotel room near Disney

No rating

·
Kissimmee
·
1 br
·
Sleeps 4
·
Free Parking · Air Conditioning · In Unit Laundry ·
From
$32/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Free Parking
Air Conditioning
In Unit Laundry
Wifi
Pool
Fireplace
On Site Laundry
Furnished
Clarion Inn & Suites Kissimmee-Lake Buena Vista South
5.5

Good

·
Kissimmee
·
1 br
·
Sleeps 4
·
Workspace · Free Parking · Pool ·
From
$34/night
Check availability
Property
Hotel · 1 Bed
Amenities
Free Parking
Pool
Swimming Pool
Wifi
Concierge Service
Furnished
On Site Laundry
Business Center
Other spaces
Workspace

Furnished Vacation Rentals in Kissimmee, FL

We've collected furnished vacation rentals in Kissimmee so you can spend more time relaxing and enjoying your trip.
Resort-style Townhome near Disney | Private Pool

No rating

·
Kissimmee
·
10 br
·
Swimming Pool · On Site Laundry · High Ceilings ·
From
$100/night
Min stay: 30 nights
Property
House · 10 Beds · 3 baths
Amenities
Swimming Pool
On Site Laundry
High Ceilings
In Unit Laundry
Fitness Center
Fireplace
Dishwasher
Garage Parking
Amazing 3 bedrooms and 2 baths 5 miles from Disney

No rating

·
Kissimmee
·
Studio
·
Sleeps 8
·
Oven · Fitness Center · Free Parking ·
From
$212/night
Check availability
Property
Apartment · Studio · 2 baths
Amenities
Oven
Fitness Center
Free Parking
Pool
On Site Laundry
Air Conditioning
Furnished
Dishwasher
Other spaces
Kitchen
Amazing 3 bedrooms and 2 baths 5 miles from Disney

No rating

·
Kissimmee
·
Studio
·
Sleeps 8
·
Outdoor Space · Oven · Wheelchair Accessible ·
From
$212/night
Check availability
Property
Apartment · Studio · 2 baths
Amenities
Oven
Wheelchair Accessible
Pool
Free Parking
Dishwasher
Air Conditioning
Wifi
On Site Laundry
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.
Price drop
Kissimmee Cottage w/ Resort-Style Amenities!
10

Excellent

·
Kissimmee
·
1 br
·
Sleeps 4
·
Central Heat · Oven · Wifi ·
From
$45/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Central Heat
Oven
Wifi
Cable
Ceiling Fan
Dishwasher
Toiletries
Tv
Other spaces
Workspace, Kitchen
Ground-Floor Lakeview Condo ~ 6 Mi to Disney World
10

Excellent

·
Kissimmee
·
1 br
·
Sleeps 2
·
Cable · Kitchen · Fitness Center ·
From
$70/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Cable
Fitness Center
Free Parking
Wifi
Walk In Closets
Central Heat
Toiletries
Microwave
Other spaces
Kitchen, Workspace
Luxury Resort w/ Balcony 6 Mi to Magic Kingdom
9.1

Excellent

·
Kissimmee
·
1 br
·
Sleeps 4
·
Free Parking · Wifi · Kitchen ·
From
$74/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Wifi
Oven
Cable
Microwave
Air Conditioning
Pool
Tv
Other spaces
Kitchen, Balcony
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Updated: October 4, 2023