Kissimmee Vacation Rentals With Private Pool

· Apartment in Kissimmee
⭐Special Deal⭐Cozy Home w/ Hot Tub/ 10 min to Disney!
8 Beds · 6 baths · Sleeps 20 ·
Lake · Waterfront · Outdoor Space ·
From
$380/night
Check availability
Amenities
Lake
Waterfront
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Other spaces
Kitchen
· Apartment in Kissimmee
Cheerful 5 bedroom home with pool.
5 Beds · 5 baths · Sleeps 10 ·
Fireplace · Smoking Allowed · Wifi ·
From
$357/night
Check availability
Amenities
Fireplace
Smoking Allowed
Wifi
Pool
Air Conditioning
Private Pool
Furnished
In Unit Laundry
Other spaces
Kitchen
· House in Kissimmee
At Margaritaville Resort Luxurious 8 bedroom 8.5 bath Cottage Accommodates up to
7 Beds · 8 baths · Sleeps 22 ·
Beach · Balcony · Waterfront ·
From
$1,572/night
Check availability
Amenities
Beach
Waterfront
Hot Tub
Dishwasher
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Balcony, Kitchen
· House in Kissimmee
Dog-Friendly Home w/ Private Pool, High-Speed WiFi, and Central AC
5 Beds · 3 baths · Sleeps 8 ·
Assigned Parking · Ceiling Fan · Dishwasher ·
From
$207/night
Check availability
Amenities
Assigned Parking
Ceiling Fan
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Kitchen
· House in Kissimmee
Stunning Luxury New Build Resort Pool Villa sleeps 30 near all attractions
12 Beds · 12 baths · Sleeps 26 ·
Lake · Waterfront · Workspace ·
From
$1,026/night
Check availability
Amenities
Lake
Waterfront
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Other spaces
Workspace, Kitchen
· House in Kissimmee
Stylish Villa with Galactic Themed Room in Encore
10 Beds · 9 baths · Sleeps 22 ·
On Site Laundry · Fitness Center · Hot Tub ·
From
$684/night
Check availability
Amenities
On Site Laundry
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Other spaces
Kitchen
· House in Kissimmee
4 Bedrooms / 3 bathrooms / Paradise Palms (8963 CAT)
4 Beds · 3 baths · Sleeps 12 ·
Free Parking · Smoking Allowed · Fitness Center ·
From
$344/night
Check availability
Amenities
Free Parking
Smoking Allowed
Fitness Center
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Kitchen
· House in Kissimmee
Encanto Home- 8 minutes from Disney
4 Beds · 2 baths · Sleeps 8 ·
Deck · Dishwasher · Wifi ·
From
$273/night
Check availability
Amenities
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
In Unit Laundry
Other spaces
Deck, Kitchen

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
· House in Kissimmee
Cheerful 6BR/5BA Home Pool/SPA - Storey Lake 21075
6 Beds · 5 baths · Sleeps 16 ·
Hot Tub · Dishwasher · Wifi ·
From
$303/night
Check availability
Amenities
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Kitchen
· House in Kissimmee
Spacious House with Pool and Jacuzzi close to Disney World!
9 Beds · 9 baths · Sleeps 16 ·
Outdoor Space · Dishwasher · Wifi ·
From
$595/night
Check availability
Amenities
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
In Unit Laundry
Other spaces
Kitchen
· House in Kissimmee
NEW-Resort Home w / Pool and Games Room, Mins to Disney
5 Beds · 5 baths · Sleeps 12 ·
On Site Laundry · Fitness Center · Hot Tub ·
From
$452/night
Check availability
Amenities
On Site Laundry
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Other spaces
Kitchen
· House in Kissimmee
5 Bedroom Home - 18 minutes from Disney!
5 Beds · 5 baths · Sleeps 10 ·
Fitness Center · Dishwasher · Wifi ·
From
$190/night
Check availability
Amenities
Fitness Center
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Kitchen
· House in Kissimmee
DH2921 Storey Lake Condo 4 Beds 3 baths Private Pool and Free Waterpark
4 Beds · 3 baths · Sleeps 10 ·
Fitness Center · Dishwasher · Wifi ·
From
$238/night
Check availability
Amenities
Fitness Center
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Kitchen
· Apartment in Kissimmee
Disney Delight,Sleeps 13,Windsor Hills,5 min.To Disney,Pool&Spa,Billiards/9 t.v.
6 Beds · 4 baths · Sleeps 13 ·
Ceiling Fan · On Site Laundry · Fitness Center ·
From
$192/night
Check availability
Amenities
Ceiling Fan
On Site Laundry
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Air Conditioning
Other spaces
Kitchen
· House in Kissimmee
Deja Blue, City center private villa with pool
3 Beds · 2 baths · Sleeps 8 ·
Smoking Allowed · Dishwasher · Wifi ·
From
$192/night
Check availability
Amenities
Smoking Allowed
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Kitchen
· House in Kissimmee
Sleeps 26♠11 Bedrooms♠Pool♠Sauna♠4800ft²♠
11 Beds · 10 baths · Sleeps 26 ·
Dishwasher · Wifi · Oven ·
From
$467/night
Check availability
Amenities
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
In Unit Laundry
Other spaces
Kitchen
· Apartment in Kissimmee
Near Disney/SPA/Game Rm 19020
9 Beds · 5 baths · Sleeps 22 ·
Hot Tub · Dishwasher · Wifi ·
From
$378/night
Check availability
Amenities
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Kitchen
· House in Kissimmee
Steps from main pool. "Be Our Guest" in Windsor Hills.
3 Beds · 3 baths ·
On Site Laundry · Outdoor Space · Dishwasher ·
From
$211/night
Check availability
Amenities
On Site Laundry
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Private Pool
Furnished
Other spaces
Kitchen
· Apartment in Kissimmee
Unique Kids Game Room, SPA Storey Lake 19025
10 Beds · 5 baths · Sleeps 28 ·
Dishwasher · Wifi · Oven ·
From
$460/night
Check availability
Amenities
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
In Unit Laundry
Other spaces
Kitchen
· House in Kissimmee
7 BR/6 BA With Beds for 18- 3 Miles to Disney-Newly Remodeled!
7 Beds · 6 baths · Sleeps 18 ·
Outdoor Space · Fitness Center · Hot Tub ·
From
$369/night
Check availability
Amenities
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Kitchen
· House in Kissimmee
BSV2487 PROMO Luxury 5 Bed Windsor at Westside
5 Beds · 4 baths · Sleeps 10 ·
On Site Laundry · Workspace · Fitness Center ·
From
$232/night
Check availability
Amenities
On Site Laundry
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Other spaces
Workspace, Kitchen
· House in Kissimmee
Terra Verde 7 Bedroom Private Pool & Spa
7 Beds · 4 baths · Sleeps 14 ·
Fitness Center · Hot Tub · Dishwasher ·
From
$284/night
Check availability
Amenities
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Kitchen
· Apartment in Kissimmee
4 Bed 3 Bath Villa,Emerald Island Resort, Pool Spa and Games Room, Free Wifi
4 Beds · 3 baths · Sleeps 10 ·
Coffee Tea Maker · Heated Indoor Pool · Walk In Closets ·
From
$176/night
Check availability
Amenities
Coffee Tea Maker
Heated Indoor Pool
Walk In Closets
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Other spaces
Kitchen
· House in Kissimmee
Brand New Stylish Townhome - 6 Minutes To Disney - Private heated Pool.
4 Beds · 3 baths · Sleeps 8 ·
Fireplace · Free Parking · Hot Tub ·
From
$332/night
Check availability
Amenities
Fireplace
Free Parking
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Other spaces
Kitchen
· House in Kissimmee
Mickey Mouse shape pool for your kids! 2.5 M from Disney
5 Beds · 4 baths · Sleeps 12 ·
Workspace · Outdoor Space · Fitness Center ·
From
$253/night
Check availability
Amenities
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Workspace, Kitchen
· House in Kissimmee
New Listing! Veranda Palms Resort, 6mi to Disney & 10mi to Universal - BT56262
6 Beds · 6 baths · Sleeps 14 ·
Assigned Parking · Free Parking · Balcony ·
From
$401/night
Check availability
Amenities
Assigned Parking
Free Parking
Fitness Center
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
· House in Kissimmee
Beautiful Pool Home just 4 miles to Disney!
7 Beds · 5 baths · Sleeps 15 ·
Ski In Ski Out · Free Parking · Ceiling Fan ·
From
$298/night
Check availability
Amenities
Ski In Ski Out
Free Parking
Ceiling Fan
On Site Laundry
Fitness Center
Hot Tub
Dishwasher
Wifi
Other spaces
Workspace, Kitchen
· House in Kissimmee
Newly built home with pool, game room, kid's living room, WiFi, W/D, & AC
7 Beds · 7 baths · Sleeps 16 ·
Hot Tub · Dishwasher · Wifi ·
From
$228/night
Check availability
Amenities
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Kitchen
· House in Kissimmee
Charming home with pool, lanai, game room, fast WiFi, & washer/dryer
6 Beds · 4 baths · Sleeps 12 ·
Dishwasher · Oven · Pool ·
From
$247/night
Check availability
Amenities
Dishwasher
Oven
Pool
Air Conditioning
Private Pool
Furnished
In Unit Laundry
Garage Parking
Other spaces
Kitchen
· House in Kissimmee
New Listing! Bella Vida Resort, 7mi to Disney & 11mi to Universal - BT45585
6 Beds · 6 baths · Sleeps 12 ·
Balcony · Workspace · Fitness Center ·
From
$428/night
Check availability
Amenities
Fitness Center
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Balcony, Workspace, Kitchen
· House in Kissimmee
New Listing! Veranda Palms Resort, 6mi to Disney & 10mi to Universal - BT64618
5 Beds · 5 baths · Sleeps 12 ·
Assigned Parking · Balcony · Workspace ·
From
$331/night
Check availability
Amenities
Assigned Parking
Fitness Center
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Balcony, Workspace, Kitchen
· House in Kissimmee
12 Bedroom Luxury Resort Home. 2472
12 Beds · 10 baths · Sleeps 30 ·
Dishwasher · Wifi · Oven ·
From
$329/night
Check availability
Amenities
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
In Unit Laundry
Other spaces
Kitchen
· House in Kissimmee
Stunning - Home within 15 min to Disney Private Pool 3Bed/2Bath Villa Kissimmee
3 Beds · 2 baths · Sleeps 6 ·
Lake · Waterfront · Outdoor Space ·
From
$186/night
Check availability
Amenities
Lake
Waterfront
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Kitchen
· House in Kissimmee
Minions, Star Wars & Frozen Rooms! With Game Room
5 Beds · 3 baths · Sleeps 10 ·
Balcony · Workspace · Hot Tub ·
From
$287/night
Check availability
Amenities
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Balcony, Workspace, Kitchen
· House in Kissimmee
Gleaming Oasis With Home Theater at Encore
9 Beds · 9 baths · Sleeps 18 ·
Balcony · On Site Laundry · Fitness Center ·
From
$604/night
Check availability
Amenities
On Site Laundry
Fitness Center
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Private Pool
Other spaces
Balcony, Kitchen
· Condo in Kissimmee
Headline
5 Beds · 6 baths · Sleeps 13 ·
Fitness Center · Dishwasher · Wifi ·
From
$340/night
Check availability
Amenities
Fitness Center
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Furnished
Other spaces
Kitchen
· Apartment in Kissimmee
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
3 Beds · 2 baths · Sleeps 6 ·
Lake · Waterfront · On Site Laundry ·
From
$142/night
Check availability
Amenities
Lake
Waterfront
On Site Laundry
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Other spaces
Kitchen
· House in Kissimmee
8br/6ba pool villa, Close to Disney,Resort-style heated Pool and Lazy River
8 Beds · 6 baths · Sleeps 18 ·
Smoking Allowed · Outdoor Space · Fitness Center ·
From
$330/night
Check availability
Amenities
Smoking Allowed
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Other spaces
Kitchen
· House in Kissimmee
Modern Home with Themed Games Room at Encore
5 Beds · 5 baths · Sleeps 10 ·
Balcony · Fitness Center · Hot Tub ·
From
$285/night
Check availability
Amenities
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Balcony, Kitchen
· Apartment in Kissimmee
Fabulous Vacation Villa minutes from Disney World with Disney themed bedrooms!!!
5 Beds · 4 baths · Sleeps 10 ·
Workspace · Outdoor Space · Fitness Center ·
From
$200/night
Check availability
Amenities
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Workspace, Kitchen
· Condo in Kissimmee
Remodeled, Stylish & Affordable Royalty close to Disney and Shopping
3 Beds · 2 baths ·
Assigned Parking · Smoking Allowed · Balcony ·
From
$137/night
Check availability
Amenities
Assigned Parking
Smoking Allowed
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Other spaces
Balcony, Kitchen
· House in Kissimmee
Lakeside Villa with Outdoor Summer Kitchen - Check Out New Video Tour
6 Beds · 5 baths · Sleeps 12 ·
Walk In Closets · Ceiling Fan · Lake ·
From
$456/night
Check availability
Amenities
Walk In Closets
Ceiling Fan
Lake
Waterfront
On Site Laundry
Hot Tub
Dishwasher
Wifi
Other spaces
Kitchen
· Apartment in Kissimmee
5 Star Villa near Disney at Emerald Island Enclave
6 Beds · 5 baths · Sleeps 12 ·
On Site Laundry · Workspace · Outdoor Space ·
From
$250/night
Check availability
Amenities
On Site Laundry
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Other spaces
Workspace, Kitchen
· Apartment in Kissimmee
Fully Renovated Villa with heated pool/spa and game room - 2 miles from Disney
5 Beds · 5 baths · Sleeps 10 ·
Walk In Closets · Ceiling Fan · Fitness Center ·
From
$532/night
Check availability
Amenities
Walk In Closets
Ceiling Fan
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Other spaces
Kitchen
· House in Kissimmee
Ryans LUXURY 8BR HOME- 10min DISNEY/MINS THEME PARKS/RESORT/POOL/GAMES/BBQ GRILL
8 Beds · 5 baths · Sleeps 20 ·
Fitness Center · Hot Tub · Dishwasher ·
From
$326/night
Check availability
Amenities
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Private Pool
Other spaces
Kitchen
Age restricted
· House in Kissimmee
Family Memories. AC.Cable TV. Free WiFi. Private fenced Pool. Game Room
4 Beds · 3 baths · Sleeps 10 ·
Ceiling Fan · Fitness Center · Hot Tub ·
From
$153/night
Check availability
Amenities
Ceiling Fan
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Other spaces
Kitchen
· House in Kissimmee
9Br/6Ba luxurious Pool House with lake view from $280/nt, Close To Disney
9 Beds · 6 baths · Sleeps 18 ·
Smoking Allowed · Lake · Waterfront ·
From
$463/night
Check availability
Amenities
Smoking Allowed
Lake
Waterfront
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Other spaces
Workspace, Kitchen
· House in Kissimmee
Disney Getaway Villa - Close to Disney 4BR/3BA Private Pool
4 Beds · 3 baths · Sleeps 9 ·
Walk In Closets · Ceiling Fan · On Site Laundry ·
From
$166/night
Check availability
Amenities
Walk In Closets
Ceiling Fan
On Site Laundry
Hot Tub
Dishwasher
Wifi
Oven
Air Conditioning
Other spaces
Kitchen
· House in Kissimmee
GATED RESORT COMMUNITY, SOUTH FACING POOL, DISNEY KIDS THEME ROOM, FREE WIFI!!
4 Beds · 3 baths · Sleeps 8 ·
On Site Laundry · Workspace · Outdoor Space ·
From
$166/night
Check availability
Amenities
On Site Laundry
Fitness Center
Hot Tub
Dishwasher
Wifi
Oven
Air Conditioning
Pool
Other spaces
Workspace, Kitchen
· House in Kissimmee
Great Location to Theme Parks, Relaxing Lakeview off pool area, Free wifi, Gated Resort w/ Water slides
4 Beds · 3 baths · Sleeps 8 ·
Lake · Waterfront · Outdoor Space ·
From
$340/night
Check availability
Amenities
Lake
Waterfront
Fitness Center
Dishwasher
Wifi
Oven
Pool
Air Conditioning
Other spaces
Kitchen
Showing 1 - 50 of 7,125 results
Next
Home > Florida Vacation Rentals > Kissimmee Vacation Rentals > Kissimmee private pool Vacation Rentals
Updated: March 9, 2023

Learn about vacation rentals in

Kissimmee

Explore 13814 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 $137 per night and the highest price is $1,572 per night.
2329 of the vacation rentals near Kissimmee are apartments or condos. The average bathroom count for this property type is 4. The median price for these vacation units is $238 per night. There are currently 2047 vacation units under this price. 9039 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 $375 per night. There are 7403 vacation homes under this price. The most common amenities for vacation rentals near Kissimmee are: furnished, swimming pool, and air conditioning. 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

663 available

2 bed rentals

1326 available

3 bed rentals

2549 available

4+ bed rentals

9112 available

Kissimmee Vacation Rentals With Private Pool FAQ

How many Kissimmee rentals with a private pool are available?

There are 7125 Kissimmee rentals with a private pool available to rent. To view more property amenities use the filters on Vacations by Zumper.

Do any vacation rentals in Kissimmee with private pool have internet access?

As of March 9, 2023, there are 6681 vacation rentals in Kissimmee with private pool available to rent. Use the filters on Vacations by Zumper to find specific date availabiities and other features.

Are there any pet friendly rentals in Kissimmee with private pool available?

Currently, there are 903 pet friendly vacation rentals in Kissimmee with a private pool available.

Are there any rentals in Kissimmee with private pool that have more than 1 bedroom?

There are 7076 vacation rentas in Kissimmee with a private pool that have more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific property features and amenities.

City Vacation Rentals In Florida

Vacation Rentals Zephyrhills, FL

Neighborhood Rentals in Kissimmee