Search Deals on
Longwood Vacation Packages

Build your package with 2 more options
Photo by Kara Akers

Longwood Flight + Hotel Packages

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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $522, price is now $253 per person
$253
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip 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 Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $1,466, price is now $641 per person
$641
per person
Mar 14 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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 Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $719, price is now $327 per person
$327
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip 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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $1,084, price is now $553 per person
$553
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Albany (ALB) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Coco Sands Beachside Cottages

Coco Sands Beachside Cottages

4 out of 5
Price was $5,765, price is now $3,090 per person
$3,090
per person
Mar 16 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this beach apartment in Cocoa Beach. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Cocoa Beach Pier and Cocoa Beach are located nearby.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
Price was $1,295, price is now $709 per person
$709
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $1,595, price is now $886 per person
$886
per person
Mar 27 - Apr 4
found 1 day ago
Roundtrip flight included
Albany (ALB) to Orlando (MCO)
Book a stay at this luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.
American Inn

American Inn

2 out of 5
Save 100% on your flight
Price was $643, price is now $363 per person
$363
per person
Feb 20 - Feb 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Cocoa Village Playhouse and Taylor Park are located nearby.

Longwood Vacation Packages 3-4 Night Stays

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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $522, price is now $253 per person
$253
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $690, price is now $335 per person
$335
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $1,084, price is now $553 per person
$553
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Albany (ALB) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,298, price is now $666 per person
$666
per person
Feb 25 - Feb 28
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Longwood Vacation Packages 5-7 Night Stays

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

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $719, price is now $327 per person
$327
per person
Mar 16 - Mar 21
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
Price was $1,008, price is now $405 per person
$405
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $787, price is now $328 per person
$328
per person
Mar 19 - Mar 24
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 $2,063, price is now $1,057 per person
$1,057
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Top Flight Deals

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

Spirit Airlines
Tue, Jan 27 - Wed, Feb 4
LGA
LaGuardia
MCO
Orlando Intl.
$54 Roundtrip, just found
$54
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jan 27 from LaGuardia to Orlando Intl., returning Wed, Feb 4, priced at $54 just found
Spirit Airlines
Mon, Jan 26 - Wed, Feb 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Jan 26 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Feb 11, priced at $60 just found
Frontier Airlines
Tue, Feb 3 - Thu, Feb 12
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Feb 3 from John F. Kennedy Intl. to Orlando Intl., returning Thu, Feb 12, priced at $68 found 1 hour ago
Frontier Airlines
Mon, Feb 2 - Wed, Feb 4
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$70 Roundtrip, found 4 hours ago
$70
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Feb 2 from Philadelphia Intl. to Orlando Intl., returning Wed, Feb 4, priced at $70 found 4 hours ago