Kissimmee Vacation Rentals With Private Pool
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/nightProperty
House · 4 Beds · 3 baths
Amenities
Garage Parking
Walk In Closets
Microwave
Toiletries
Air Conditioning
Tv
Swimming Pool
Private Pool
Other spaces
Kitchen
Kissimmee Retreat with Private Pool & Spa
10
Excellent
·
Kissimmee
·
8 br
·
Sleeps 18
·
Cable · Wifi · Private Pool ·
From
$699/nightProperty
House · 8 Beds · 6 baths
Amenities
Cable
Wifi
Private Pool
Fitness Center
Assigned Parking
Business Center
Swimming Pool
Air Conditioning
Other spaces
Kitchen
Kissimmee Escape w/ Golf Course Views & Pool!
10
Excellent
·
The Oaks
·
3 br
·
Sleeps 6
·
Toiletries · Lake · Private Pool ·
From
$85/nightProperty
House · 3 Beds · 2 baths
Amenities
Toiletries
Lake
Private Pool
Ceiling Fan
Wifi
Pool
Walk In Closets
Assigned Parking
Other spaces
Kitchen, Garden
Disney Escape with Arcade, Pool & Themed Rooms!
10
Excellent
·
Kissimmee
·
4 br
·
Sleeps 10
·
Microwave · Air Conditioning · Walk In Closets ·
From
$165/nightProperty
House · 4 Beds · 3 baths
Amenities
Microwave
Air Conditioning
Walk In Closets
Cable
Wifi
Residents Lounge
Oven
Private Pool
Other spaces
Workspace, Kitchen
Price drop
Luxury 4BR Home - Private Pool BBQ - Near Disney
10
Excellent
·
Kissimmee
·
4 br
·
Sleeps 8
·
On Site Laundry · Oven · Swimming Pool ·
From
$280/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
On Site Laundry
Oven
Swimming Pool
Private Pool
Wifi
Air Conditioning
Pool
Free Parking
Other spaces
Kitchen
Price drop
Bright Kissimmee Home
9.9
Excellent
·
Kissimmee
·
7 br
·
Sleeps 14
·
Swimming Pool · Walk In Closets · Garage Parking ·
From
$100/nightProperty
House · 7 Beds · 6 baths
Amenities
Swimming Pool
Walk In Closets
Garage Parking
Air Conditioning
Central Heat
Private Pool
Tv
Free Parking
Other spaces
Workspace, 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.
Sunny Kissimmee Resort Townhome w/ Pool!
No rating
·
Kissimmee
·
4 br
·
Sleeps 8
·
Residents Lounge · Microwave · Central Heat ·
From
$150/nightProperty
House · 4 Beds · 3 baths
Amenities
Residents Lounge
Microwave
Central Heat
Assigned Parking
Wifi
Free Parking
Private Pool
Dishwasher
Other spaces
Kitchen
Encantada Resort Home w/ Lanai Near Disney!
No rating
·
Kissimmee
·
3 br
·
Sleeps 8
·
Dishwasher · Pool · Swimming Pool ·
From
$115/nightProperty
House · 3 Beds · 3 baths
Amenities
Dishwasher
Pool
Swimming Pool
Microwave
Free Parking
Private Pool
Oven
Assigned Parking
Other spaces
Kitchen, Workspace
Kissimmee Townhouse w/ Private Pool & Grill!
6
Good
·
Kissimmee
·
4 br
·
Sleeps 8
·
Tv · Air Conditioning · Wifi ·
From
$99/nightProperty
House · 4 Beds · 3 baths
Amenities
Tv
Air Conditioning
Wifi
Cable
Pool
Fitness Center
Assigned Parking
Private Pool
Other spaces
Kitchen
Upscale Kissimmee Villa: 3 Mi to Disney World
No rating
·
Kissimmee
·
6 br
·
Sleeps 14
·
Garden · Private Pool · Wifi ·
From
$175/nightProperty
House · 6 Beds · 5 baths
Amenities
Private Pool
Wifi
Pool
Air Conditioning
Assigned Parking
Residents Lounge
Tv
Toiletries
Other spaces
Garden, Kitchen, Workspace
Magnificent Kissimmee Home w/ Water Views!
8
Very good
·
Kissimmee
·
5 br
·
Sleeps 10
·
Garage Parking · Oven · On Site Laundry ·
From
$150/nightProperty
House · 5 Beds · 3 baths
Amenities
Garage Parking
Oven
On Site Laundry
Assigned Parking
Microwave
Toiletries
Dishwasher
Walk In Closets
Other spaces
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 $29. Use the price filter at the top of the page to search for more specific prices.
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/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Wheelchair Accessible
Oven
Private Pool
Pool
Free Parking
Air Conditioning
Other spaces
Kitchen, Workspace
Price drop
Lovely 5 Bedroom Disney Themed Home, Family Favorite!
10
Excellent
·
Kissimmee
·
5 br
·
Sleeps 10
·
Pool · Residents Lounge · Package Service ·
From
$54/nightProperty
House · 5 Beds · 5 baths
Amenities
Pool
Residents Lounge
Package Service
Furnished
Swimming Pool
In Unit Laundry
Private Pool
Other spaces
Kitchen
Price drop
Ocean Lavish 2 BR on Golf Course Champions Gate
10
Excellent
·
Kissimmee
·
2 br
·
Sleeps 8
·
Wifi · Oven · Swimming Pool ·
From
$56/nightProperty
House · 2 Beds · 2 baths
Amenities
Wifi
Oven
Swimming Pool
Dishwasher
Pool
In Unit Laundry
Furnished
Garage Parking
Other spaces
Kitchen
Near Disney|Bella Vida Resort|3BR|Pool & BBQGrill
10
Excellent
·
Kissimmee
·
3 br
·
Sleeps 10
·
Dishwasher · Air Conditioning · Lake ·
From
$58/nightProperty
House · 3 Beds · 4 baths
Amenities
Dishwasher
Air Conditioning
Lake
Wifi
Pool
Swimming Pool
Furnished
On Site Laundry
Other spaces
Balcony, Kitchen
Price drop
5BR| Near Disney| Windsor Westside Resort| BBQ Grill
10
Excellent
·
Kissimmee
·
5 br
·
Sleeps 13
·
Balcony · In Unit Laundry · Swimming Pool ·
From
$62/nightProperty
House · 5 Beds · 4 baths
Amenities
In Unit Laundry
Swimming Pool
Dishwasher
Fitness Center
Air Conditioning
Oven
On Site Laundry
Lake
Other spaces
Balcony, Workspace, Kitchen
Price drop
BEST VALUE Encantada Townhouse! Close to Multiple Main Pools and Amenities!
10
Excellent
·
Kissimmee
·
3 br
·
Sleeps 8
·
Wifi · On Site Laundry · Oven ·
From
$64/nightProperty
House · 3 Beds · 3 baths
Amenities
Wifi
On Site Laundry
Oven
In Unit Laundry
Swimming Pool
Air Conditioning
Furnished
Private Pool
Other spaces
Kitchen
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/nightMin 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/nightProperty
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/nightProperty
Apartment · Studio · 2 baths
Amenities
Oven
Wheelchair Accessible
Pool
Free Parking
Dishwasher
Air Conditioning
Wifi
On Site Laundry
Other spaces
Kitchen
Vacation Rentals With Wi-fi in Kissimmee, FL
Internet access can be important. We've gathered rentals in Kissimmee to help you stay connected while on vacation.
Price drop
Emerald Oasis~Private Pool~Resort Access
No rating
·
Kissimmee
·
5 br
·
Sleeps 1
·
Central Heat · On Site Laundry · In Unit Laundry ·
From
$149/nightProperty
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
$119/nightProperty
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
Exquisite Estate Haven~Pool~ HotTub~Near Universal
No rating
·
Kissimmee
·
10 br
·
Sleeps 1
·
Concierge Service · In Unit Laundry · Microwave ·
From
$185/nightProperty
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
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
Aladin Cozy Bella Vida Kissimmee Close Disney
No rating
·
Kissimmee
·
Studio
·
Sleeps 7
·
Swimming Pool · Furnished · Dishwasher ·
From
$179/nightProperty
Apartment · Studio · 2 baths
Amenities
Swimming Pool
Furnished
Dishwasher
Private Pool
Air Conditioning
In Unit Laundry
Wifi
Assigned Parking
Other spaces
Kitchen
Price drop
Oasis Hideaway: Relax in Style
No rating
·
Kissimmee
·
1 br
·
Sleeps 16
·
Outdoor Space · Furnished · Private Pool ·
From
$339/nightProperty
Apartment · 1 Bed · 4 baths
Amenities
Furnished
Private Pool
Wifi
Free Parking
Oven
Assigned Parking
Hot Tub
Fitness Center
Other spaces
Kitchen
Price drop
New Home Close To Disney Bliss!
No rating
·
Kissimmee
·
1 br
·
Sleeps 5
·
Pool · Furnished · Swimming Pool ·
From
$140/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Pool
Furnished
Swimming Pool
Air Conditioning
Wifi
Free Parking
Private Pool
On Site Laundry
Other spaces
Kitchen
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Home > Florida Vacation Rentals > Kissimmee Vacation Rentals > Kissimmee private pool Vacation Rentals
Updated: October 4, 2023
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