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Enjoy year-round warm weather and hundreds of things to do in Kissimmee!

Kissimmee is not only the gateway to the Everglades but is also just minutes away from everything you could ever want to create your perfect escape. Let loose, relax, and enjoy a vacation you will never forget.

Pair your Kissimmee golf escape with the most magical place on Earth. Find your happy place in Walt Disney World and create unforgettable memories with the whole family.

Kissimmee Vacation Packages

Flights to Kissimmee | Hotels & Resorts in Kissimmee

Vacations to Kissimmee, Florida - redtag.ca has made it easy for you to find Cheap Vacations to Kissimmee from Canada or Hotel and Resorts in Kissimmee. Book your Cheap Vacations to Kissimmee Today & Save! redtag.ca has the latest and Best Travel Deals to Kissimmee

Florida Condos
May 09, 2023 (7 days)
May 09, 2023 (7 days)
No Meals/Drinks
No Meals/Drinks
3 Bedroom Condo Windsor Palms
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 33 Miles
was $1,633 Save 59%
$677PP
taxes & fees
Book with Deposit
Florida Townhouses
May 09, 2023 (7 days)
May 09, 2023 (7 days)
No Meals/Drinks
No Meals/Drinks
3 Bedroom Townhouse Windsor Palms
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 36 Miles
was $1,721 Save 58%
$727PP
taxes & fees
Book with Deposit
Comfort Inn Maingate
Comfort Inn Maingate Toronto Kissimmee - Orlando
Only Breakfast
Only Breakfast
Room
Sep 24, 2022 (3 days)
Sep 24, 2022 (3 days)
Only Breakfast
Only Breakfast
Room
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 27 Miles
was $1,088 Save 49%
$556PP
taxes & fees
Book with Deposit
Melia Orlando Hotel At Celebration
Sep 24, 2022 (3 days)
Sep 24, 2022 (3 days)
No Meals/Drinks
No Meals/Drinks
Deluxe Room
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 29 Miles
was $632
$589PP
taxes & fees
Book with Deposit
Springhill Suites Orlando Lbv South
Sep 12, 2022 (5 days)
Sep 12, 2022 (5 days)
No Meals/Drinks
No Meals/Drinks
Studio 2 Double
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 33 Miles
was $707
$664PP
taxes & fees
Book with Deposit
Florida Homes Deluxe
Nov 27, 2022 (4 days)
Nov 27, 2022 (4 days)
No Meals/Drinks
No Meals/Drinks
5 Bedroom Home Windsor Island
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 59 Miles
was $1,243
$1,194PP
taxes & fees
Book with Deposit
Westgate Town Center Resort And Spa
Oct 12, 2022 (5 days)
Oct 12, 2022 (5 days)
No Meals/Drinks
No Meals/Drinks
Double Guest Room
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 33 Miles
was $686
$665PP
taxes & fees
Book with Deposit
Seralago Hotel And Suites Maingate East
Sep 12, 2022 (5 days)
Sep 12, 2022 (5 days)
No Meals/Drinks
No Meals/Drinks
Room
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 24 Miles
was $496
$486PP
taxes & fees
Book with Deposit
Holiday Inn Orlando Sw Celebration Area
Oct 17, 2022 (6 days)
Oct 17, 2022 (6 days)
No Meals/Drinks
No Meals/Drinks
Room
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 32 Miles
$646PP
taxes & fees
Book with Deposit
Holiday Inn Club Vacations At Orange Lake
Oct 17, 2022 (6 days)
Oct 17, 2022 (6 days)
No Meals/Drinks
No Meals/Drinks
2 Bedroom Villa
Book with Deposit
$50 Amazon Gift Card
$50 Amazon Gift Card
$50 Amazon Gift Card
Get 40 Miles
$811PP
taxes & fees
Book with Deposit

Red Tag Travel Deals

Vacation Travel Deals

Featured Hotel & Resorts

Top Vacation Destinations

Hotels & Resorts in Kissimmee

Kissimmee Flight Deals

database
Buffalo (BUF) to Orlando (MCO)
Feb 21 - Feb 28
$243
Total Price
Detroit (DTW) to Orlando (MCO)
Oct 03 - Oct 08
$274
Total Price
Toronto (YYZ) to Orlando (MCO)
Jan 23 - Jan 30
$337
Total Price
Montreal (YUL) to Orlando (MCO)
Sep 23 - Sep 30
$369
Total Price
Halifax (YHZ) to Orlando (MCO)
Jul 17 - Jul 24
$387
Total Price
Vancouver (YVR) to Orlando (MCO)
Oct 25 - Nov 01
$398
Total Price

Vacations to Kissimmee

Great travel deals and cheap vacation packages to Kissimmee, Florida. Get redtag.ca prices on vacations to Kissimmee, Florida also the biggest & best selection on Kissimmee.

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