Book Holiday Homes in Longwood

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Featured Holiday Homes in Longwood

Vista Cay Resort by Casiola Vacation Homes

Vista Cay Resort by Casiola Vacation Homes

3.5 out of 5
4874 Cayview Ave, Orlando, FL
The price is NZ$738 per night from 5 Jan to 6 Jan
NZ$738
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3.5-star family-friendly vacation home in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Orlando International ...
Vista Cay Resort by Casiola Vacation Homes
THE CHLOE by EVRH

THE CHLOE by EVRH

Altamonte Springs
The price is NZ$1,081 per night from 5 Jan to 6 Jan
NZ$1,081
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this vacation home in Altamonte Springs. Enjoy free WiFi, private pools, and a garden. Popular attractions RDV Sportsplex and Cranes Roost Park are located ...
THE CHLOE by EVRH
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

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

Mount Dora
Stay at this vacation home in Mount Dora. Enjoy free WiFi, a garden, and patios. Popular attractions Mount Dora Community Building and Donnelly Park are located ...
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
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Charming and Cozy  home in Altamonte Springs

Charming and Cozy home in Altamonte Springs

Altamonte Springs
Stay at this vacation home in Altamonte Springs. Enjoy free WiFi, private pools, and a garden. Popular attractions Altamonte Mall and Cranes Roost Park are located ...
Charming and Cozy home in Altamonte Springs
Lux Home Downtown Mt Dora

Lux Home Downtown Mt Dora

Mount Dora
Stay at this vacation home in Mount Dora. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Mount Dora Community Building and Donnelly ...
Lux Home Downtown Mt Dora
Beautiful home close to Parks

Beautiful home close to Parks

Orlando
Stay at this vacation home in Orlando. Enjoy free WiFi and air conditioning. Popular attractions Kia Center and Orlando International Premium Outlets are located ...
Beautiful home close to Parks
6-bedroom 3bath "Clue" Themed home near parks

6-bedroom 3bath "Clue" Themed home near parks

2 out of 5
Orlando
The price is NZ$758 per night from 13 Jan to 14 Jan
NZ$758
includes taxes & fees
13 Jan - 14 Jan 2025
Stay at this vacation home in Orlando. Enjoy in-room fireplaces and air conditioning. Popular attractions Camping World Stadium and Kia Center are located ...
6-bedroom 3bath "Clue" Themed home near parks
 4-bedroom house in welcoming Tavares with Pool, AC

4-bedroom house in welcoming Tavares with Pool, AC

Tavares
The price is NZ$832 per night from 28 Dec to 29 Dec
NZ$832
includes taxes & fees
28 Dec - 29 Dec
Stay at this vacation home in Tavares. Enjoy air conditioning. Popular attractions Lake Dora and Wooten Park are located nearby.
4-bedroom house in welcoming Tavares with Pool, AC
Universal Studios LAKE HOUSE RETREAT with 5 bedrooms and a private pool.

Universal Studios LAKE HOUSE RETREAT with 5 bedrooms and a private pool.

Orlando
Stay at this vacation home in Orlando. Enjoy private pools, a garden, and patios. Popular attractions The Wizarding World of Harry Potter™ and Universal Studios ...
Universal Studios LAKE HOUSE RETREAT with 5 bedrooms and a private pool.
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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.

Longwood 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 Longwood vacation homes are the perfect way for you to wing it.

Holiday houses in Longwood 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 Longwood 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 Longwood adventures, obvs.

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

Longwood Holiday Homes essential information

Accommodation
1465 Holiday Homes
Lowest Price
NZ$168
Highest Price
NZ$1,081
Popular accommodation
Vista Cay Resort by Casiola Vacation Homes, THE CHLOE by EVRH, "Mermaid House" in Downtown Mt. Dora!! Pet Friendly, Charming and Cozy home in Altamonte Springs, Lux Home Downtown Mt Dora, Beautiful home close to Parks, 6-bedroom 3bath "Clue" Themed home near parks, 4-bedroom house in welcoming Tavares with Pool, AC, Universal Studios LAKE HOUSE RETREAT with 5 bedrooms and a private pool.

Top trending hotels in Longwood

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is NZ$376 per night from 24 Dec to 25 Dec
NZ$376
includes taxes & fees
24 Dec - 25 Dec
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Hyatt Regency Orlando International Airport
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 NZ$168 per night from 6 Jan to 7 Jan
NZ$168
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
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 NZ$240 per night from 24 Dec to 25 Dec
NZ$240
includes taxes & fees
24 Dec - 25 Dec
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the pool and the ...
Avanti International Resort
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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 NZ$354 per night from 12 Jan to 13 Jan
NZ$354
includes taxes & fees
12 Jan - 13 Jan 2025
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Universal's Cabana Bay Beach Resort
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See all available properties in Longwood
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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.