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$686 per night from 24 Nov to 25 Nov
NZ$686
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3.5-star family-friendly vacation home in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions The Wheel at ICON Park™ ...
Vista Cay Resort by Casiola Vacation Homes
Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood

Orlando
The price is NZ$324 per night from 9 Dec to 10 Dec
NZ$324
includes taxes & fees
9 Dec - 10 Dec
Stay at this vacation home in Orlando. Enjoy free WiFi, private pools, and a water park. Our guests praise the helpful staff in our reviews. Popular attractions ...
Quiet Oasis in Lovely Neighborhood
Waterside. Pet friendly. UCF area.

Waterside. Pet friendly. UCF area.

Orlando
Stay at this vacation home in Orlando. Enjoy free WiFi, a garden, and patios. Popular attractions Rio Pinar Country Club and Ventura Country Club are located ...
Waterside. Pet friendly. UCF area.
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Altamonte Springs Home w/ Canoe on Lake Marion

Altamonte Springs Home w/ Canoe on Lake Marion

Altamonte Springs
Stay at this vacation home in Altamonte Springs. Enjoy furnished lanais, cable/satellite TV service, and in-room washers/dryers. Popular attractions Altamonte ...
Altamonte Springs Home w/ Canoe on Lake Marion
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

Orlando
Stay at this vacation home in Orlando. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions The Wheel at ICON Park™ and Orlando Vineland ...
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA
"Tiny House2" Cottage downtown Mt. Dora Location! Location! Location!

"Tiny House2" Cottage downtown Mt. Dora Location! Location! Location!

Mount Dora
Stay at this vacation home in Mount Dora. Enjoy free WiFi, patios, and Netflix. Popular attractions Royellou Museum and Modernism Museum are located nearby.
"Tiny House2" Cottage downtown Mt. Dora Location! Location! Location!
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
15 Bedrooms/16 Bathrooms/ Paradiso Grande (6313SS)

15 Bedrooms/16 Bathrooms/ Paradiso Grande (6313SS)

Orlando
Stay at this vacation home in Orlando. Enjoy private pools, an in-room coffeemaker, and air conditioning. Popular attractions The Wizarding World of Harry Potter™ ...
15 Bedrooms/16 Bathrooms/ Paradiso Grande (6313SS)
Cozy 2-bedroom townhome with WiFi, AC in awesome Orlando

Cozy 2-bedroom townhome with WiFi, AC in awesome Orlando

2 out of 5
Orlando
The price is NZ$274 per night from 24 Nov to 25 Nov
NZ$274
includes taxes & fees
24 Nov - 25 Nov
Stay at this vacation home in Orlando. Enjoy air conditioning. Popular attractions Orlando International Premium Outlets and The Wizarding World of Harry Potter™ ...
Cozy 2-bedroom townhome with WiFi, AC in awesome Orlando
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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
1432 Holiday Homes
Lowest Price
NZ$129
Highest Price
NZ$686
Popular accommodation
Vista Cay Resort by Casiola Vacation Homes, Quiet Oasis in Lovely Neighborhood, Waterside. Pet friendly. UCF area. , Altamonte Springs Home w/ Canoe on Lake Marion, THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA, "Tiny House2" Cottage downtown Mt. Dora Location! Location! Location! , Beautiful home close to Parks, 15 Bedrooms/16 Bathrooms/ Paradiso Grande (6313SS), Cozy 2-bedroom townhome with WiFi, AC in awesome Orlando

Top trending hotels in Longwood

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$129 per night from 1 Dec to 2 Dec
NZ$129
includes taxes & fees
1 Dec - 2 Dec
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 ...
DoubleTree by Hilton at the Entrance to Universal Orlando
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$390 per night from 2 Dec to 3 Dec
NZ$390
includes taxes & fees
2 Dec - 3 Dec
Book a stay at this business-friendly aparthotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
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 NZ$348 per night from 1 Dec to 2 Dec
NZ$348
includes taxes & fees
1 Dec - 2 Dec
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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Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 2 Dec to 3 Dec
NZ$238
includes taxes & fees
2 Dec - 3 Dec
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
Universal's Endless Summer Resort - Dockside Inn and Suites
Don't see what you're looking for?
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.