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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Longwood vacation homes

A covered swimming pool with lounge chairs and a patio area.

1. Longwood Pool Escape | Fire Pit & Sunny Patio

Longwood Pool Escape | Fire Pit & Sunny Patio
Longwood
The price is AED 393
AED 1,150 total
includes taxes & fees
7 Oct - 8 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 AED 284
AED 598 total
includes taxes & fees
20 Oct - 21 Oct
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 AED 3,425
AED 6,469 total
includes taxes & fees
7 Oct - 8 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
9.4 out of 10, Exceptional, (48 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is AED 441
AED 1,239 total
includes taxes & fees
19 Oct - 20 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 AED 479
AED 924 total
includes taxes & fees
7 Oct - 8 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, (22 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
The price is AED 314
AED 693 total
includes taxes & fees
16 Oct - 17 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, (128 reviews)
"The property was very well located and convenient to many restaurants. Lovely back yard."
United States
Sandra F.
The price is AED 459
AED 1,122 total
includes taxes & fees
29 Oct - 30 Oct
A Home Where Eclectic Luxury Meets Affordability
A modern kitchen with wooden cabinets, a central island, and a built-in oven. There is a dining area with a blue sofa and a TV on the wall.

8. Charming Heated Pool home in Altamonte Springs

Charming Heated Pool home in Altamonte Springs
Altamonte Springs
9.2 out of 10, Wonderful, (30 reviews)
"The property was perfect for us. "
United States
Ellen H.
Charming Heated Pool home in Altamonte Springs
A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

9. 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 AED 271
AED 1,162 total
includes taxes & fees
19 Oct - 20 Oct
Home Sweet Home
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 AED 331
AED 759 total
includes taxes & fees
6 Nov - 7 Nov
Sunshine Escape Guesthouse ☀
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 AED 231
AED 458 total
includes taxes & fees
7 Oct - 8 Oct
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a glass table and white chairs.

12. River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (21 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is AED 446
AED 786 total
includes taxes & fees
12 Oct - 13 Oct
River City Retreat
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, (4 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 AED 984
AED 1,198 total
includes taxes & fees
1 Nov - 2 Nov
Spacious 5-bedroom house in gorgeous Winter Park
A bedroom with a bed, bedside table, lamp, TV, fireplace, and a window with curtains.

14. Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10

Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10
Sanford
9.4 out of 10, Exceptional, (20 reviews)
"Thank you so much we had a wonderful visit and so great to be able to bring our dog he really loved the back yard!"
United States
Miriam R.
The price is AED 808
AED 1,719 total
includes taxes & fees
7 Oct - 8 Oct
Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10
A modern kitchen with white cabinets, a built-in oven, and a coffee machine.

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 AED 689
AED 1,646 total
includes taxes & fees
20 Oct - 21 Oct
PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
A front door with a glass panel, a wreath, and a doormat with a welcoming message.

16. 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 AED 209
AED 619 total
includes taxes & fees
11 Oct - 12 Oct
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
A neatly made bed with white linens and towels, a dark door, and two framed artworks on the wall.

17. 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 AED 430
AED 1,341 total
includes taxes & fees
7 Oct - 8 Oct
Tranquil 3-bedroom house in Sanford with AC, WiFi
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.

18. 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
A modern living room with a dining area, featuring a wooden floor, a gray sofa, a dining table with chairs, and a wall-mounted plant.

19. 2/1 with private backyard in the heart of Ivanhoe

2/1 with private backyard in the heart of Ivanhoe
Ivanhoe Village
8.2 out of 10, Very good, (15 reviews)
"Great location"
United States
Josh H.
The price is AED 331
AED 877 total
includes taxes & fees
20 Oct - 21 Oct
2/1 with private backyard in the heart of Ivanhoe
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.

20. 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
The price is AED 206
AED 610 total
includes taxes & fees
14 Oct - 15 Oct
Studio in the heart of Orlando
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Convenient...ideal if your flight arrives late...great rooms too!"
David 1-night trip
Posted 3 hours ago
Hyatt Regency Orlando International Airport