Search Deals onMaitland Vacation Packages
Maitland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Alhambra Villas
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, a business center, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Johnson Island and London Island are located nearby.
Westgate Palace Hotel / Universal / I-Drive
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 at ICON Park are located nearby.
Seasons Florida Resort
per person
Jun 13 - Jun 20
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 Vacation Villas Resort
per person
Jul 19 - Jul 26
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 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 are located nearby.
Westgate Towers Resort
per person
Jul 19 - Jul 26
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). 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 are located nearby.
The Delaney Hotel
Save 100% on your flight
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Meliá Orlando Celebration
Save 100% on your flight
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant 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, May 19 - Tue, Jun 3
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$62 Roundtrip, found 3 days ago
$62
Roundtrip
found 3 days ago
Sat, Jun 7 - Wed, Jun 11
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Tue, Jun 10 - Sat, Jun 14
TTN
Mercer
MCO
Orlando Intl.
$75 Roundtrip, found 3 days ago
$75
Roundtrip
found 3 days ago
Tue, Jun 3 - Thu, Jun 12
ORD
O'Hare Intl.
MCO
Orlando Intl.
$81 Roundtrip, found 3 days ago
$81
Roundtrip
found 3 days ago
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