Search Deals onMaitland Vacation Packages
Maitland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Save 100% on your flight
Price was $505, price is now $273 per person
$273
per person
May 12 - May 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Westgate Lakes Resort & Spa Universal Studios Area
Price was $834, price is now $352 per person
$352
per person
May 12 - May 19
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 Orange County Convention Center and The Orlando Eye are located nearby.
Westgate Towers Resort
Save 100% on your flight
Price was $818, price is now $403 per person
$403
per person
Apr 24 - May 1
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 Town Center Resort
Save 100% on your flight
Price was $780, price is now $431 per person
$431
per person
May 21 - May 25
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 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 Palace Hotel / Universal / I-Drive
Save 100% on your flight
Price was $1,069, price is now $595 per person
$595
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.
Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $1,523, price is now $853 per person
$853
per person
Apr 9 - Apr 12
found 19 hours ago
Roundtrip flight included
Boston (BOS) 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.
Reunion Resort & Golf Club
Save 100% on your flight
Price was $1,040, price is now $612 per person
$612
per person
May 12 - May 18
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 Reunion Resort Golf Course and ESPN Wide World of Sports Complex 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.
Tue, Apr 7 - Wed, Apr 15
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Thu, Mar 19 - Wed, Mar 25
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Mon, Apr 13 - Wed, Apr 29
TTN
Mercer
MCO
Orlando Intl.
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Fri, May 8 - Sat, May 16
LGA
LaGuardia
MCO
Orlando Intl.
$91 Roundtrip, found 4 days ago
$91
Roundtrip
found 4 days ago
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