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

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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 £221
includes taxes & fees
18 Oct - 19 Oct
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 price is £129
includes taxes & fees
12 Nov - 13 Nov
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 £1,298
includes taxes & fees
18 Oct - 19 Oct
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
Private kitchen

4. 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 £258
includes taxes & fees
20 Oct - 21 Oct
Florida Vacation with pool fun for families
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

5. 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 £195
includes taxes & fees
20 Oct - 21 Oct
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A modern kitchen with a central island, white cabinets, a stainless steel refrigerator, and a black and white geometric backsplash.

6. 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 £145
includes taxes & fees
18 Oct - 19 Oct
Renovated Peaceful Luxury Walk to Mall Park Publix
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.
The price is £230
includes taxes & fees
29 Oct - 30 Oct
A Home Where Eclectic Luxury Meets Affordability
A modern hotel room with a wooden bed, a desk with chairs, a patterned wall, and a window with blinds.

8. 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 £131
includes taxes & fees
18 Oct - 19 Oct
Sunshine Escape Guesthouse ☀
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a glass table and white chairs.

9. River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (22 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
River City Retreat
A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

10. 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 £238
includes taxes & fees
19 Oct - 20 Oct
Home Sweet Home
Private kitchen

11. 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 £102
includes taxes & fees
20 Oct - 21 Oct
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.

12. 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 £252
includes taxes & fees
17 Nov - 18 Nov
Spacious 5-bedroom house in gorgeous Winter Park
A modern kitchen with white cabinets, a built-in oven, and a coffee machine.

13. 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 £348
includes taxes & fees
24 Oct - 25 Oct
PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
Terrace/patio

14. 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 £118
includes taxes & fees
28 Oct - 29 Oct
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
A bed with white bedding and two blue pillows with a coral reef design, a tall green plant beside the bed, and a window with grey curtains in the background.

15. Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
Studio in the heart of Orlando
A neatly made bed with white linens and towels, a dark door, and two framed artworks on the wall.

16. 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 £281
includes taxes & fees
25 Oct - 26 Oct
Tranquil 3-bedroom house in Sanford with AC, WiFi
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 £129
includes taxes & fees
19 Oct - 20 Oct
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
A modern kitchen with wooden cabinets, a black countertop, a stainless steel refrigerator, a microwave, and a coffee maker.

18. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (20 reviews)
"Highly recommend this property. Very clean, beautiful location, and so comfortable !"
United States
Luis G.
Stylish & Cozy King Bed Retreat @ Baldwin Park
Exterior

19. 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 £107
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom apartment in house with AC, WiFi included
A compact room with a bed, a small table with plates, a microwave, and a green wall with a neon sign.

20. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.6 out of 10, Excellent, (10 reviews)
"Nice little space a short drive from restaurants and stores. Neighborhood felt safe, which is always helpful for those midnight pup potty walks. AC worked well. For immunocompromised and other folks who rent VRBOs for air control, note that this is essentially the in-law suite of a house. There is shared air. While it has its own AC unit and thermostat, there are vents for central air, a blocked doorway to the other unit, and a door to the shared laundry that has a gap under it."
United States
Melanie H.
The price is £139
includes taxes & fees
21 Oct - 22 Oct
CUTE and COZY studio w/ jacuzzi!
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 Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"Really nice!"
Hannah 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Orlando Theme Park Resort

Find out more about Longwood

Longwood Holiday Homes information

Number of reviews
416
Accommodation
1659 Holiday Homes
Lowest Price
£102
Highest Price
£1,298