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

Longwood Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Longwood vacation rentals

A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

1. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is NT$2,298
NT$4,937 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Modern Studio
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

2. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is NT$2,411
NT$4,818 total
includes taxes & fees
Sep 14 - Sep 15
Boho Nights
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

3. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is NT$3,975
NT$7,102 total
includes taxes & fees
Sep 10 - Sep 11
The Front Porch
A backyard with a hammock, outdoor seating, and string lights.

4. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is NT$2,269
NT$4,659 total
includes taxes & fees
Sep 11 - Sep 12
The Jazz Loft
A modern kitchen with a marble countertop, gold faucets, and a large window.

5. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (21 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is NT$2,269
NT$4,659 total
includes taxes & fees
Sep 14 - Sep 15
Bella Breeze
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

6. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is NT$2,414
NT$7,189 total
includes taxes & fees
Sep 24 - Sep 25
The Blue Aztec
A two-story building with a flat roof and a balcony.

7. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very Good, (331 reviews)
"Establishment with meticulously designed in, which made it very comfortable. I enjoyed my stay tremendously. The communication of the staff was amazing, our room is immaculate, a bar had a very in fighting comforting environment very clean get place to socialize with friends and family.I will see you next year the same time."
United States
Sondria
The price is NT$4,036
NT$4,540 total
includes taxes & fees
Sep 10 - Sep 11
Suites by The Wellborn
A compact kitchen with a built-in sink, a countertop, and a grey cabinet. There is a sofa with a cushion and a small table in the adjacent living area.

8. The Mellow Yellow

The Mellow Yellow
3.0 star property
Downtown Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
The price is NT$2,243
NT$6,999 total
includes taxes & fees
Sep 10 - Sep 11
The Mellow Yellow
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

9. Luxury House - Sleeps 8 Golf Disney Family Fun

Luxury House - Sleeps 8 Golf Disney Family Fun
2.0 star property
Ventura
8.0 out of 10, Very Good, (1 review)
"Some items like the towel rail was damaged upon arrival other than that the stay was amazing !!"
United States
myron
The price is NT$3,670
NT$15,688 total
includes taxes & fees
Sep 10 - Sep 11
Luxury House - Sleeps 8 Golf Disney Family Fun
A backyard with a hammock, outdoor seating, and a hot tub.

10. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is NT$3,975
NT$8,938 total
includes taxes & fees
Sep 28 - Sep 29
The Contemporary
A modern bedroom with a bed, a ceiling fan, and a TV on the wall.

11. Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning

Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
3.5 star property
Colonialtown South
The price is NT$9,106
NT$12,398 total
includes taxes & fees
Sep 10 - Sep 11
Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
A spacious living room with a beige sofa, a television, and a balcony with a view of the outdoors.

12. Upstay Golfer's Retreat w Patio at Ventura Resort

Upstay Golfer's Retreat w Patio at Ventura Resort
3.5 star property
Ventura
The price is NT$2,143
NT$6,985 total
includes taxes & fees
Sep 10 - Sep 11
Upstay Golfer's Retreat w Patio at Ventura Resort
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

13. The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very Good, (2,140 reviews)
"We had a really nice stay! The room was great and very comfortable, the breakfast was delicious, and the staff was incredibly friendly and helpful."
United States
Alvaro Andres
The price is NT$2,601
NT$2,926 total
includes taxes & fees
Sep 16 - Sep 17
The View Hotel, Trademark Collection by Wyndham
A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.

14. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
4.0 star property
Downtown Orlando
10.0 out of 10, Exceptional, (1 review)
"Very nice place"
United States
John
The price is NT$3,546
NT$12,758 total
includes taxes & fees
Sep 14 - Sep 15
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

15. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is NT$3,478
NT$9,237 total
includes taxes & fees
Sep 14 - Sep 15
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
A swimming pool with lounge chairs and palm trees.

16. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,286 reviews)
"Clean rooms, friendly staff, and great location."
United States
Lianet
The price is NT$2,009
NT$2,650 total
includes taxes & fees
Sep 28 - Sep 29
The Point Hotel & Suites Orlando
A modern living room with a glass dining table, black upholstered chairs, a black sofa with decorative pillows, and a black and gold patterned rug.

17. Sunny Stays

Sunny Stays
2.0 star property
Oak Ridge
The price is NT$3,404
NT$8,872 total
includes taxes & fees
Sep 22 - Sep 23
Sunny Stays
A modern kitchen with dark wood cabinets, a granite countertop, and a central island. There is a dining area with a table and chairs, and a view of the outside through large windows.

18. Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (146 reviews)
"Absolutely amazing and perfect will be back here everytime!"
United States
Arianna
The price is NT$2,985
NT$6,355 total
includes taxes & fees
Sep 15 - Sep 16
Century Millenia
A dining room with a round wooden table set for six, surrounded by wooden chairs. A chandelier hangs from the ceiling, and a wooden cabinet with glass doors is to the right.

19. Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Upstay 2BR Golfer s Retreat w Patio Ventura Resort
2.0 star property
Ventura
The price is NT$2,073
NT$7,135 total
includes taxes & fees
Sep 10 - Sep 11
Upstay 2BR Golfer s Retreat w Patio Ventura Resort
A patio with Adirondack chairs and a round table, surrounded by palm trees and a brick floor.

20. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
3.5 star property
International Drive District
9.2 out of 10, Wonderful, (278 reviews)
"Great apartments, perfect for families exploring Universal and the wider Orlando area."
United Kingdom
Niki
The price is NT$4,237
NT$5,475 total
includes taxes & fees
Sep 20 - Sep 21
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
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

Universal's Endless Summer Resort - Surfside Inn and Suites

Universal's Endless Summer Resort - Surfside Inn and Suites

10/10 Excellent
"Beautiful room. Bus service to parks A+"
Amy 1-night trip
Posted 1 hour ago
Universal's Endless Summer Resort - Surfside Inn and Suites

Find out more about Longwood

Search for holiday rentals in Longwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Longwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Longwood!

Frequently asked questions

Can I find vacation rentals in Longwood?

Yes, we have vacation rentals near the most popular sights in Longwood, or you can go with a secluded option if you're looking for relaxation. Longwood is known for its shopping and lake views. Make sure you have time to check out the restaurants and golf courses during your trip.

How many vacation rentals are there in Longwood?

With 30 Expedia vacation rentals, you're sure to find just the right place for your Longwood stay.

What can I see and do in Longwood?

Boombah-Soldiers Creek Park and Wekiva River are a couple of lovely local spots to get outside and enjoy nature. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Longwood?

Vacation rentals are private properties you can book for a few days or a quick weekend in Longwood. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.