Search Deals onMaitland Vacation Packages
Maitland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $566, price is now $250 per person
$250
per person
May 7 - May 12
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.
Extended Stay America Suites Orlando Conv Ctr Universal Blvd
Price was $861, price is now $268 per person
$268
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 Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Westgate Town Center Resort
Price was $816, price is now $311 per person
$311
per person
May 1 - May 8
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 Lakes Resort & Spa Universal Studios Area
Price was $877, price is now $358 per person
$358
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Towers Resort
Save 100% on your flight
Price was $571, price is now $267 per person
$267
per person
May 7 - May 12
found 18 hours 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.
Seasons Florida Resort
Price was $546, price is now $259 per person
$259
per person
May 4 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate Leisure Resort
Save 100% on your flight
Price was $682, price is now $331 per person
$331
per person
May 7 - May 12
found 18 hours ago
Roundtrip 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 Disney Springs™ and Epcot® are located nearby.
Reunion Resort & Golf Club
Save 100% on your flight
Price was $1,223, price is now $608 per person
$608
per person
May 1 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Maitland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Maitland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Apr 20 - Sat, May 2
LGA
LaGuardia
MCO
Orlando Intl.
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Tue, Apr 28 - Fri, May 1
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$66 Roundtrip, found 3 hours ago
$66
Roundtrip
found 3 hours ago
Wed, May 13 - Tue, May 19
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Tue, Mar 3 - Sat, Mar 7
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$86 Roundtrip, found 13 hours ago
$86
Roundtrip
found 13 hours ago
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