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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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $346, price is now $172 per person
$172
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $439, price is now $202 per person
$202
per person
Apr 25 - Apr 29
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $605, price is now $282 per person
$282
per person
Apr 23 - Apr 27
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,423, price is now $685 per person
$685
per person
May 1 - May 5
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Pier and Cocoa Beach are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $702, price is now $339 per person
$339
per person
Apr 23 - Apr 27
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
Save 100% on your flight
Price was $530, price is now $275 per person
$275
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 4 restaurants, and 2 poolside bars. 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.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Save 100% on your flight
Price was $460, price is now $263 per person
$263
per person
May 1 - May 5
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Old Town are located nearby.
Villas at Fortune Place

Villas at Fortune Place

3 out of 5
Price was $456, price is now $269 per person
$269
per person
Apr 15 - Apr 17
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and a fitness center. Popular attractions Osceola County Stadium and Houston Astros Spring Training are located nearby.

Maitland 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
Price was $439, price is now $202 per person
$202
per person
Apr 25 - Apr 29
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $605, price is now $282 per person
$282
per person
Apr 23 - Apr 27
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,423, price is now $685 per person
$685
per person
May 1 - May 5
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $702, price is now $339 per person
$339
per person
Apr 23 - Apr 27
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)

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
Price was $712, price is now $248 per person
$248
per person
Apr 25 - May 1
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,009, price is now $479 per person
$479
per person
May 1 - May 6
found 24 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $829, price is now $410 per person
$410
per person
May 11 - May 17
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Orlando (MCO)
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $669, price is now $335 per person
$335
per person
May 1 - May 8
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)

Top Flight Deals

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

Frontier Airlines
Mon, Apr 20 - Tue, Apr 28
LGA
LaGuardia
MCO
Orlando Intl.
$66 Roundtrip, found 2 hours ago
$66
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from LaGuardia to Orlando Intl., returning Tue, Apr 28, priced at $66 found 2 hours ago
Frontier Airlines
Tue, Apr 28 - Fri, May 1
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$66 Roundtrip, found 14 hours ago
$66
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Newark Liberty Intl. Airport to Orlando Intl., returning Fri, May 1, priced at $66 found 14 hours ago
Frontier Airlines
Mon, Mar 9 - Wed, Mar 11
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$67 Roundtrip, found 5 hours ago
$67
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Mar 9 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Mar 11, priced at $67 found 5 hours ago
Frontier Airlines
Tue, Apr 7 - Wed, Apr 15
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$86 Roundtrip, found 5 hours ago
$86
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Apr 7 from Philadelphia Intl. to Orlando Intl., returning Wed, Apr 15, priced at $86 found 5 hours ago