Maitland Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Maitland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
$495
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
The whole stay was amazing. The amenities were nice. The associates were extra helpful. I Definitely will be going back.
Reviewed on Oct 2, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
$972
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on Sep 25, 2026
Seasons Florida Resort
$530
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.
Not bad for the price. Great place to just crash after a long day out at the parks n rest up
Reviewed on Oct 2, 2026
The Delaney Hotel
South Orange
$776
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this 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.
Florida Hotel & Conference Center in the Florida Mall
$688
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
Disney's All Star Sports Resort
$737
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly hotel in Lake Buena Vista. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Popular attractions ESPN Wide World of Sports Complex and Disney's Hollywood Studios® are located nearby.
Top Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Avanti International Resort
8738 International Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
12401 International Dr Orlando FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
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 ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Drury Plaza Hotel Orlando - Disney Springs Area
2000 Hotel Plaza Boulevard Lake Buena Vista FL
Book a stay at this business-friendly hotel in Lake Buena Vista. Enjoy free breakfast, free WiFi, and 3 restaurants. Our guests praise the breakfast and the ...
Evermore Orlando Resort
1590 Evermore Way Orlando FL
Book a stay at this beach resort in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Coco Key Hotel & Water Park Resort
7400 International Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 5 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff ...
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
8615 Vineland Avenue Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, 3 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the helpful ...
Rosen Inn International
7600 International Drive Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Nov 7 - Fri, Nov 13
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$95
Roundtrip
found 2 days ago
Sat, Oct 31 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$159
Roundtrip
found 2 days ago
Tue, Oct 27 - Wed, Nov 4
BOS
Logan Intl.
MCO
Orlando Intl.
$159
Roundtrip
found 1 day ago
Sat, Oct 24 - Sun, Nov 1
SWF
Stewart Intl.
MCO
Orlando Intl.
$162
Roundtrip
found 3 days ago
Sat, Oct 31 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$179
Roundtrip
found 2 days ago
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All accommodation types in Maitland
More Types of Hotels
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