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Maitland flight + hotel packages

Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Price was $536, price is now $283 per person
per person
Dec 3 - Dec 6
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
2 outdoor pools, a spa tub, and a fitness center are all featured at this smoke-free resort. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a grocery/convenience store are also on offer.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flightPrice was $331, price is now $213 per person
per person
Dec 3 - Dec 6
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 3 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Embassy Suites by Hilton Orlando Airport

Embassy Suites by Hilton Orlando Airport

3.5 out of 5
Airport North
Price was $1,430, price is now $954 per person
per person
Nov 6 - Nov 13
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a 24-hour fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-out, and free airport shuttle. Enjoy the spa tub and free perks like daily breakfast and an area shuttle.
Oneway Fundamental

Oneway Fundamental

2.5 out of 5
Save 100% on your flightPrice was $257, price is now $175 per person
per person
Dec 3 - Dec 6
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Save 100% on your flightPrice was $1,080, price is now $742 per person
per person
Nov 8 - Nov 15
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This vacation home features an outdoor pool and a fitness center. Bring the family and enjoy the free kid's club, playground, and arcade/game room. Enjoy the spa tub and perks like free self parking and free WiFi.

Top Maitland hotels deals

Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 out of 5
600 N Lake Destiny Dr, Maitland, FL
Free Cancellation
Reserve now, pay when you stay
The price is $114 per night
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour fitness center. Traveling on business? Take advantage of the 18 conference rooms, 24-hour business center, and valet parking. Enjoy the spa tub and perks like free WiFi and a free shopping center shuttle.
Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland

3 out of 5
290 Southhall Ln, Maitland, FL
Free Cancellation
Reserve now, pay when you stay
The price is $101 per night
This aparthotel features an outdoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free on-the-go breakfast each morning.
Temporary living that feels like home where you can relax and be yourself.

Temporary living that feels like home where you can relax and be yourself.

Maitland, FL
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This vacation home features barbecue grills.
Casa Feliz

Casa Feliz

Maitland, FL
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A water park and an outdoor pool are featured at this smoke-free vacation home. Families will appreciate the playground and barbecue grills. A spa tub and a garden are also provided.
A Gardeners Cottage Home Becomes Your Sanctuary

A Gardeners Cottage Home Becomes Your Sanctuary

Maitland, FL
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A water park and an outdoor pool are featured at this smoke-free cottage. A garden and barbecue grills are also provided.
Affordable, convenient and pet-friendly family space

Affordable, convenient and pet-friendly family space

Maitland, FL
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A water park and an outdoor pool are featured at this smoke-free condo. A fitness center is also provided.
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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.

Popular places to visit in Maitland

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Enzian Theater

Wine and dine as you watch a movie in a unique cinema that's set out like a large dining room.

Enzian Theater
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Walt Disney World®

4.5/5(12,091 reviews)

Bring the kids to Walt Disney World® and enjoy the excitement of this theme park in Lake Buena Vista. Discover the entertainment choices in this family-friendly area, or seek out the golf courses.

Walt Disney World®
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Walt Disney World® Resort

4.5/5(2,427 reviews)

Bring the family to Walt Disney World® Resort and enjoy the excitement of this theme park in Lake Buena Vista. Discover the top-notch restaurants and renowned opera in this walkable area.

Walt Disney World® Resort

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