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Kissimmee Vacation Packages

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Kissimmee Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $412, price is now $220 per person
$220
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Boardwalk are located nearby.
Extended Stay America Suites Orlando Conv Ctr Universal Blvd

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

2.5 out of 5
Price was $1,249, price is now $387 per person
$387
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $792, price is now $324 per person
$324
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $805, price is now $330 per person
$330
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,402, price is now $703 per person
$703
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $802, price is now $424 per person
$424
per person
Apr 28 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flight
Price was $777, price is now $414 per person
$414
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Orange County Convention Center and Disney Springs™ are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $468, price is now $252 per person
$252
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this 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 reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.

Kissimmee Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $468, price is now $252 per person
$252
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Extended Stay America Suites Orlando Conv Ctr Universal Blvd

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

2.5 out of 5
International Drive District
Price was $1,249, price is now $387 per person
$387
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,402, price is now $703 per person
$703
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Save 100% on your flight
Price was $549, price is now $300 per person
$300
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Kissimmee Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,510, price is now $307 per person
$307
per person
May 29 - Jun 4
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $792, price is now $324 per person
$324
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $805, price is now $330 per person
$330
per person
May 24 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $720, price is now $309 per person
$309
per person
May 10 - May 16
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Top Flight Deals

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

Frontier Airlines
Sun, Apr 26 - Thu, Apr 30
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Apr 26 from Philadelphia Intl. to Orlando Intl., returning Thu, Apr 30, priced at $80 found 1 hour ago
Frontier Airlines
Tue, Apr 21 - Wed, Apr 29
LGA
LaGuardia
MCO
Orlando Intl.
$82 Roundtrip, found 5 hours ago
$82
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Apr 21 from LaGuardia to Orlando Intl., returning Wed, Apr 29, priced at $82 found 5 hours ago
Frontier Airlines
Sun, Apr 26 - Thu, Apr 30
TTN
Mercer
MCO
Orlando Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Apr 26 from Mercer to Orlando Intl., returning Thu, Apr 30, priced at $88 found 1 hour ago
Frontier Airlines
Mon, May 4 - Wed, May 6
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, May 4 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, May 6, priced at $100 just found