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Aug 22 - Aug 24
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Featured Cottages in Longwood

Orlando Lakefront Tiny House Community
2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (327)
"We enjoyed our stay."
The price is P3,699
P8,335 total
includes taxes & fees
Sep 8 - Sep 9
Orlando Lakefront Tiny House Community
Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (31)
"Great location!"
Historic Tremain Cottages
Deltona Lake House, Day Trip to Disney & Universal
Front of property

Deltona Lake House, Day Trip to Disney & Universal

3.0 star property
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
Deltona Lake House, Day Trip to Disney & Universal
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Exterior

Orlando Home w/ Private Pool: 10 Mi to UCF Campus!

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Orlando Golden Girls Retreat: Prime Location!
Interior

Orlando Golden Girls Retreat: Prime Location!

3.0 star property
Orlando Golden Girls Retreat: Prime Location!
Resort Townhome: Perfect Orlando Vacation Spot!!
Property amenity

Resort Townhome: Perfect Orlando Vacation Spot!!

4.0 star property
8.0 out of 10, Very Good, (1)
Resort Townhome: Perfect Orlando Vacation Spot!!
Chic Orlando Family Getaway w/ Fenced Yard!
Interior

Chic Orlando Family Getaway w/ Fenced Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
Chic Orlando Family Getaway w/ Fenced Yard!
Fire Pit & Yard: Updated Winter Garden Home!
Interior

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Fire Pit & Yard: Updated Winter Garden Home!
~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!
Interior

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!

3.0 star property
~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!
Screened Lanai + Fenced Yard: Luxe Orlando Home
Interior

Screened Lanai + Fenced Yard: Luxe Orlando Home

3.0 star property
Screened Lanai + Fenced Yard: Luxe Orlando Home
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Interior

16 Mi to Disney: Cottage w/ Deck in Winter Garden

3.0 star property
9.0 out of 10, Wonderful, (2)
"This house is adorable! It was perfect for us as a couple. Very sweetly decorated and homey. The neighborhood is very quiet and off the beaten path, as they say, yet very close to stores and beautiful downtown Winter Garden. We would SO stay again! Would love to do a seasonal stay. "
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Mount Dora Cottages
Front of property

Mount Dora Cottages

3.0 star property
9.4 out of 10, Exceptional, (208)
"Our family loved this place and the neighborhood is perfect for a quiet afternoon. "
The price is P10,605
P11,772 total
includes taxes & fees
Aug 17 - Aug 18
Mount Dora Cottages
Dtwn Winter Garden Home: 12 Mi to Disney!
Interior

Dtwn Winter Garden Home: 12 Mi to Disney!

3.0 star property
Dtwn Winter Garden Home: 12 Mi to Disney!
Near Kayak Launch: Riverfront Home in Sanford!
Front of property

Near Kayak Launch: Riverfront Home in Sanford!

3.0 star property
Near Kayak Launch: Riverfront Home in Sanford!
2 Mi to Dtwn: Mt Dora Home w/ Grill!
Interior

2 Mi to Dtwn: Mt Dora Home w/ Grill!

3.0 star property
2 Mi to Dtwn: Mt Dora Home w/ Grill!
10 Mi to Universal Orlando: Home w/ Screened Porch
Interior

10 Mi to Universal Orlando: Home w/ Screened Porch

3.0 star property
10 Mi to Universal Orlando: Home w/ Screened Porch
5014 Tideview Circle #9
Property amenity

5014 Tideview Circle #9

3.0 star property
5014 Tideview Circle #9
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Interior

Quaint & Dreamy Mt Dora Cottage: Close to Lake

3.0 star property
9.0 out of 10, Wonderful, (2)
"Everythig great"
Quaint & Dreamy Mt Dora Cottage: Close to Lake
Vintage Mount Dora Cottage w/ Screened Porch!
Interior

Vintage Mount Dora Cottage w/ Screened Porch!

3.0 star property
10.0 out of 10, Exceptional, (2)
Vintage Mount Dora Cottage w/ Screened Porch!
3 Mi to Lake Harney: Home on 6 Acres w/ Fire Pit
Interior

3 Mi to Lake Harney: Home on 6 Acres w/ Fire Pit

3.0 star property
3 Mi to Lake Harney: Home on 6 Acres w/ Fire Pit
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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Top Longwood Hotel Reviews

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent
"Good "
Terence 2-night trip
Posted 22 hours ago
DoubleTree by Hilton Hotel Orlando at SeaWorld

Frequently asked questions

How much do cottages in Longwood cost?
Prices for cottages in Longwood range between P3,699 and P10,605 per night. No matter your budget, you'll find a perfect place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Longwood with Expedia?
Expedia has some superb cottages in Longwood, so start packing for an unforgettable stay on nature's doorstep. If you're on a budget, click on how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your plans or bank balance.
How can I find cheap cottages in Longwood?
With Expedia's useful filter tool, getting your hands on cheap cottages in Longwood has never been easier. To find stays that'll make your bank balance smile, tailor your search results by amenities, star rating and budget.