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
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

Mount Dora
A stay at this vacation home places you in the heart of Mount Dora, within a 10-minute walk of Mount Dora Community Building and Donnelly Park.
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
Newly remodeled Town Home 7 in 2022, 1200 Sq ft,  Next to SeaWorld

Newly remodeled Town Home 7 in 2022, 1200 Sq ft, Next to SeaWorld

Orlando
With a stay at this vacation home in Orlando, you'll be within a 5-minute drive of Aquatica and Orlando Vineland Premium Outlets.
Newly remodeled Town Home 7 in 2022, 1200 Sq ft, Next to SeaWorld
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THE CHLOE by EVRH

THE CHLOE by EVRH

Altamonte Springs
The price is AU$991 per night from 2 Jan to 3 Jan
AU$991
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at this vacation home, you'll be centrally located in Altamonte Springs, within a 15-minute drive of Kia Center and Camping World Stadium.
THE CHLOE by EVRH
Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood

Orlando
The price is AU$316 per night from 2 Jan to 3 Jan
AU$316
includes taxes & fees
2 Jan - 3 Jan 2025
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
Upscale Stay: Minutes from Parks, Convention Center and attractions.

Upscale Stay: Minutes from Parks, Convention Center and attractions.

Orlando
When you stay at this vacation home in Orlando, you'll be on a lake, within a 5-minute drive of Pointe Orlando and The Wheel at ICON Park™.
Upscale Stay: Minutes from Parks, Convention Center and attractions.
Beautiful home close to Parks

Beautiful home close to Parks

Orlando
With a stay at this vacation home in Orlando (Malibu Groves), you'll be a 4-minute drive from Camping World Stadium and 6 minutes from Kia Center.
Beautiful home close to Parks
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
Close to everywhere you want to be

Close to everywhere you want to be

Deltona
A stay at this vacation home places you in the heart of Deltona, a 4-minute drive from AdventHealth Fish Memorial and 5 minutes from AMF Deltona Lanes.
Close to everywhere you want to be
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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
1559 Holiday Homes
Lowest Price
AU$152
Highest Price
AU$991
Popular accommodation
Vista Cay Resort by Casiola Vacation Homes, "Mermaid House" in Downtown Mt. Dora!! Pet Friendly, Newly remodeled Town Home 7 in 2022, 1200 Sq ft, Next to SeaWorld, THE CHLOE by EVRH, Quiet Oasis in Lovely Neighborhood, Upscale Stay: Minutes from Parks, Convention Center and attractions., Beautiful home close to Parks, Exquisite Newly Renovated Minutes to Disney and Great Shopping, Close to everywhere you want to be

Top trending hotels in Maitland

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 5 Jan to 6 Jan
AU$152
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at DoubleTree by Hilton at the Entrance to Universal Orlando in Orlando (Florida Center), you'll be within a 5-minute drive of Universal CityWalk ...
DoubleTree by Hilton at the Entrance to Universal Orlando
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 22 Dec to 23 Dec
AU$190
includes taxes & fees
22 Dec - 23 Dec
With a stay at Avanti International Resort in Orlando, you'll be in the entertainment district, within a 15-minute walk of Pointe Orlando and The Wheel at ICON ...
Avanti International Resort
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 1 Jan to 2 Jan
AU$208
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Orlando, DoubleTree by Hilton Hotel Orlando at SeaWorld is on the Strip, within a 5-minute drive of Aquatica and Orange County Convention Center.
DoubleTree by Hilton Hotel Orlando at SeaWorld
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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$324 per night from 12 Jan to 13 Jan
AU$324
includes taxes & fees
12 Jan - 13 Jan 2025
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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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.