A greenhouse with hanging flower baskets and ivy-covered walls.

Holiday Homes in Longwood

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Longwood holiday homes

A compact kitchen with a built-in island, bar stools, and a microwave.

1. Longwood Pool Escape | Fire Pit & Sunny Patio

Longwood Pool Escape | Fire Pit & Sunny Patio
Longwood
The price is €261
includes taxes & fees
17 Nov - 18 Nov
Longwood Pool Escape | Fire Pit & Sunny Patio
A modern kitchen with a microwave, coffee maker, and potted plants. There is a seating area with a sofa and a coffee table.

2. The Longwood Escape • Modern Private Guesthouse Near Orlando

The Longwood Escape • Modern Private Guesthouse Near Orlando
Longwood
The Longwood Escape • Modern Private Guesthouse Near Orlando
Terrace/patio

3. The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub

The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
Longwood
8.4 out of 10, Very good, (5 reviews)
"Awesome place to stay! Was well stocked for our big group and plenty of space for everyone to hang out."
United States
Tyler P.
The price is €1,793
includes taxes & fees
17 Nov - 18 Nov
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
A modern kitchen with a central island, white cabinets, a stainless steel refrigerator, and a black and white geometric backsplash.

4. Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (23 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
The price is €185
includes taxes & fees
17 Nov - 18 Nov
Renovated Peaceful Luxury Walk to Mall Park Publix
Private kitchen

5. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.2 out of 10, Wonderful, (49 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is €311
includes taxes & fees
17 Nov - 18 Nov
Florida Vacation with pool fun for families
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

6. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (58 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is €232
includes taxes & fees
19 Oct - 20 Oct
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A modern kitchen with white cabinets, a wooden dining table, and a hanging light fixture.

7. A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability
Altamonte Springs
9.8 out of 10, Exceptional, (129 reviews)
"The property was very well located and convenient to many restaurants. Lovely back yard."
United States
Sandra F.
A Home Where Eclectic Luxury Meets Affordability
A modern kitchen with white cabinetry, a central island with bar stools, a built-in microwave, and a window with a view.

8. Welcoming 2-bedroom house with AC in charming Sanford

Welcoming 2-bedroom house with AC in charming Sanford
Sanford
10.0 out of 10, Exceptional, (5 reviews)
"This was excellent in every way. Beautifully decorated that created a warm atmosphere. Beds were very comfortable. If I’m in the area again, I will definitely stay there."
United States
Debra O.
The price is €300
includes taxes & fees
17 Nov - 18 Nov
Welcoming 2-bedroom house with AC in charming Sanford
A shower with a rain shower head, a visible water pipe, and a wooden structure.

9. *Travel Themed Property with Backyard Oasis*

*Travel Themed Property with Backyard Oasis*
Maitland
9.8 out of 10, Exceptional, (42 reviews)
"Great stay with plenty of space. Family was down for a wedding so space was a need and the home delivered. The pool was an added plus along with the backyard. Great stay!"
United States
Roy W.
The price is €600
includes taxes & fees
18 Oct - 19 Oct
*Travel Themed Property with Backyard Oasis*
A modern hotel room with a wooden bed, a desk with chairs, a patterned wall, and a window with blinds.

10. Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (20 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is €162
includes taxes & fees
17 Nov - 18 Nov
Sunshine Escape Guesthouse ☀
A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

11. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"The house was perfect for our three night stay. The location was a short distance to all our activities. It was super clean and had very nice updates. The area was quiet and the house very comfortable. If we are in the area again, we’ll definitely stay there again!"
United States
Janice M.
The price is €282
includes taxes & fees
20 Oct - 21 Oct
Home Sweet Home
Private kitchen

12. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is €122
includes taxes & fees
17 Nov - 18 Nov
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with white cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

13. Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"Rented this property for a friend's engagement party and it worked super well. Host was super nice and great with communication"
United States
Hannah F.
The price is €296
includes taxes & fees
1 Nov - 2 Nov
Spacious 5-bedroom house in gorgeous Winter Park
A neatly made bed with white linens and towels, a dark door, and two framed artworks on the wall.

14. Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is €333
includes taxes & fees
19 Oct - 20 Oct
Tranquil 3-bedroom house in Sanford with AC, WiFi
A bedroom with a bed, a ceiling fan, a window with curtains, and wall decor.

15. PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark

PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
Orlando
10.0 out of 10, Exceptional, (4 reviews)
"Nice place , will book again "
United States
Kadijah J.
The price is €414
includes taxes & fees
24 Oct - 25 Oct
PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
A modern kitchen with a central island, a dining area with a sofa and coffee table, and a large window providing a view.

16. Modern Oasis in Orlando | Private Yard | Cabana

Modern Oasis in Orlando | Private Yard | Cabana
Fairview Shores
8.6 out of 10, Excellent, (8 reviews)
"It was nice place to stay!"
United States
Jason A.
The price is €228
includes taxes & fees
17 Nov - 18 Nov
Modern Oasis in Orlando | Private Yard | Cabana
A front door with a glass panel, a wreath, and a doormat with a welcoming message.

17. Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
College Park
10.0 out of 10, Exceptional, (2 reviews)
"Very nice location in a quiet residential neighborhood. There is only street parking but usually plenty of space."
United States
rimma
The price is €165
includes taxes & fees
17 Nov - 18 Nov
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
Exterior

18. Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (38 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
The price is €127
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom apartment in house with AC, WiFi included
A bedroom with a large bed, a desk with a chair, and a small table with a plant. There is a bathroom with a shower and a toilet visible through an open door.

19. Comfy studio in Central Orlando

Comfy studio in Central Orlando
Azalea Park
8.0 out of 10, Very good, (1 review)
"Hosts were very responsive. Everything is as pictured."
United States
Diondra
Comfy studio in Central Orlando
Terrace/patio

20. Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.

Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
West Lakes District
10.0 out of 10, Exceptional, (4 reviews)
"Tammie is an amazing host! Super comfy and cute tiny home! Definitely booking again!"
United States
chelsea
The price is €125
includes taxes & fees
18 Oct - 19 Oct
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
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 at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"I've stayed here before and it's great. The on"
Janiris 2-night trip
Posted less than an hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Find out more about Longwood

Longwood Holiday Homes information

Number of reviews
414
Accommodation
1667 Holiday Homes
Lowest Price
€122
Highest Price
€1,793