Book Holiday Homes in Maitland

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Featured Holiday Homes in Maitland

Vista Cay Resort by Casiola Vacation Homes

Vista Cay Resort by Casiola Vacation Homes

3.5 out of 5
4874 Cayview Ave, Orlando, FL
When you stay at Vista Cay Resort by Casiola Vacation Homes in Orlando, you'll be connected to the convention center, within a 5-minute drive of Orange County ...
Vista Cay Resort by Casiola Vacation Homes
Private Luxury Pool / Smart-home

Private Luxury Pool / Smart-home

Orlando
With a stay at this vacation home, you'll be centrally located in Orlando, within a 5-minute drive of Kia Center and AdventHealth Orlando.
Private Luxury Pool / Smart-home
Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood

Orlando
Located in Orlando (Southern Oaks), this vacation home is within a 10-minute drive of Kia Center and Dr. Phillips Center for the Performing Arts.
Quiet Oasis in Lovely Neighborhood
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Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Orlando
With a stay at this vacation home in Orlando, you'll be on a lake, within a 15-minute drive of Florida Mall and Orlando Kart Center.
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience

Orlando
The price is AU$238 per night from 23 Mar to 24 Mar
AU$238
includes taxes & fees
23 Mar - 24 Mar
With a stay at this vacation home in Orlando, you'll be within a 15-minute drive of University of Central Florida and Kia Center.
The Cozy Crash Pad: Tiny House Experience
Exquisite Newly Renovated Minutes to Disney and Great Shopping

Exquisite Newly Renovated Minutes to Disney and Great Shopping

Orlando
With a stay at this vacation home in Orlando, you'll be a 4-minute drive from Orlando Vineland Premium Outlets and 5 minutes from Disney Springs™.
Exquisite Newly Renovated Minutes to Disney and Great Shopping
Waterside. Pet friendly. UCF area.

Waterside. Pet friendly. UCF area.

Orlando
Located in Orlando, this vacation home is on a lake, within a 15-minute drive of Rio Pinar Country Club and Florida Hospital - East Orlando.
Waterside. Pet friendly. UCF area.
Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub

Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub

Orlando
With a stay at this vacation home, you'll be centrally located in Orlando, within a 5-minute drive of Kia Center and Dr. Phillips Center for the Performing ...
Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub
Modern Private Room With Private Entrance

Modern Private Room With Private Entrance

Winter Garden
With a stay at this vacation home in Winter Garden, you'll be within a 5-minute drive of Lake Butler and Resurrection Catholic Church.
Modern Private Room With Private Entrance
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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.

Maitland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Maitland vacation homes are the perfect way for you to wing it.

Holiday houses in Maitland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Maitland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Maitland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Maitland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Maitland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Maitland Holiday Homes essential information

Accommodation
1618 Holiday Homes
Lowest Price
AU$210
Highest Price
AU$393
Popular accommodation
Vista Cay Resort by Casiola Vacation Homes, Private Luxury Pool / Smart-home, Quiet Oasis in Lovely Neighborhood, Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool, The Cozy Crash Pad: Tiny House Experience, Exquisite Newly Renovated Minutes to Disney and Great Shopping, Waterside. Pet friendly. UCF area. , Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub, Modern Private Room With Private Entrance

Top trending hotels in Maitland

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd, Orlando, FL
When you stay at Westgate Lakes Resort & Spa Universal Studios Area in Orlando, you'll be on the waterfront, within a 5-minute drive of The Wheel at ICON Park™ ...
Westgate Lakes Resort & Spa Universal Studios Area
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is AU$393 per night from 7 Apr to 8 Apr
AU$393
includes taxes & fees
7 Apr - 8 Apr
With a stay at Hyatt Regency Orlando International Airport in Orlando, you'll be 7.1 mi (11.5 km) from Florida Mall and 11.1 mi (17.9 km) from Universal Epic ...
Hyatt Regency Orlando International Airport
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$301 per night from 8 Apr to 9 Apr
AU$301
includes taxes & fees
8 Apr - 9 Apr
Located in Orlando (Florida Center), Universal's Cabana Bay Beach Resort is within a 15-minute walk of Universal’s Volcano Bay and Universal CityWalk.
Universal's Cabana Bay Beach Resort
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Sheraton Orlando Lake Buena Vista Resort

Sheraton Orlando Lake Buena Vista Resort

4 out of 5
12205 S Apopka Vineland Rd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 30 Mar to 31 Mar
AU$210
includes taxes & fees
30 Mar - 31 Mar
Located in Orlando, Sheraton Orlando Lake Buena Vista Resort is within a 5-minute drive of Disney Springs™ and Orlando Vineland Premium Outlets.
Sheraton Orlando Lake Buena Vista Resort
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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.

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^Subject to availability and chosen travel dates.