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Maitland Vacation Packages

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Maitland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Magic Moment Resort and Kids Club

Magic Moment Resort and Kids Club

3 out of 5
per person
Apr 7 - Apr 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 Orlando Resort and Universal Studios Florida are located nearby.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
per person
Apr 17 - Apr 24
found 1 day ago
Roundtrip non-stop 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 Orlando Resort and Universal Studios Florida are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Mar 22 - Mar 28
found 1 day 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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Mar 18 - Mar 23
found 1 day 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.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 are located nearby.
Alhambra Villas

Alhambra Villas

3 out of 5
Save 100% on your flight
per person
Mar 18 - Mar 23
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.

Maitland Vacation Packages 5-7 Night Stays

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

Westgate Town Center Resort

4 out of 5
per person
Mar 22 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Mar 14 - Mar 19
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Mar 22 - Mar 28
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, Feb 25 - Wed, Mar 5
BOS
Logan Intl.
MCO
Orlando Intl.
$45 Roundtrip, found 2 hours ago
$45
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Feb 25 from Logan Intl. to Orlando Intl., returning Wed, Mar 5, priced at $45 found 2 hours ago
Frontier Airlines
Tue, Feb 11 - Wed, Feb 12
LGA
LaGuardia
MCO
Orlando Intl.
$48 Roundtrip, found 4 days ago
$48
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Feb 11 from LaGuardia to Orlando Intl., returning Wed, Feb 12, priced at $48 found 4 days ago
Frontier Airlines
Wed, Feb 26 - Wed, Mar 5
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$48 Roundtrip, just found
$48
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Feb 26 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Mar 5, priced at $48 just found
Frontier Airlines
Tue, Mar 4 - Wed, Mar 5
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$61 Roundtrip, found 2 days ago
$61
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Mar 4 from Philadelphia Intl. to Orlando Intl., returning Wed, Mar 5, priced at $61 found 2 days ago