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Historic Downtown Kissimmee Vacation Packages

5-7 Night Vacations in Historic Downtown Kissimmee

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Mar 9 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Mar 12 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Mar 23 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Cheap Hotel Deals in Historic Downtown Kissimmee

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
Rosen Inn Lake Buena Vista
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Stay at this 4-star spa resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
The Grove Resort & Water Park Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Hyatt Regency Orlando International Airport
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Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd, Orlando, FL
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Westgate Lakes Resort & Spa Universal Studios Area
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

3.5 out of 5
14500 Continental Gateway, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 spa tubs. Our guests praise the clean rooms and the family ...
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
DoubleTree by Hilton at the Entrance to Universal Orlando
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
Hilton Vacation Club Mystic Dunes Orlando
Rosen Inn International

Rosen Inn International

3 out of 5
7600 International Drive, Orlando, FL
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
Rosen Inn International
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Feb 26 - Wed, Mar 5
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$48 Roundtrip, found 4 days ago
$48
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Feb 26 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Mar 5, priced at $48 found 4 days ago
Frontier Airlines
Tue, Mar 4 - Wed, Mar 5
LGA
LaGuardia
MCO
Orlando Intl.
$49 Roundtrip, found 1 day ago
$49
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 4 from LaGuardia to Orlando Intl., returning Wed, Mar 5, priced at $49 found 1 day ago
Frontier Airlines
Tue, Feb 25 - Wed, Feb 26
BOS
Logan Intl.
MCO
Orlando Intl.
$49 Roundtrip, found 9 hours ago
$49
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Feb 25 from Logan Intl. to Orlando Intl., returning Wed, Feb 26, priced at $49 found 9 hours ago
Frontier Airlines
Tue, Feb 25 - Wed, Feb 26
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$56 Roundtrip, found 3 days ago
$56
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Feb 25 from Detroit Metropolitan Wayne County to Orlando Intl., returning Wed, Feb 26, priced at $56 found 3 days ago