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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
$143 nightly
The price is $160
Oct 21 - Oct 22
Total with taxes and fees
Cozy Modern Studio
A bedroom with a bed, a ceiling fan, a brick fireplace, and a view of greenery outside.

2. Altamonte-4 bed

Altamonte-4 bed
2.0 star property
Altamonte Springs
Altamonte-4 bed
A modern bedroom with a large bed, a bedside table, a wooden dresser, and a hanging light fixture.

3. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (337 reviews)
"The check in process was smooth and did not require any front desk it was perfect for a quick stay! The room was pretty big for the price! and very clean. The property itself was cute and cozy they had a very cool common area! Love this stay"
United States
Dustin
$77 nightly
The price is $86
Oct 26 - Oct 27
Total with taxes and fees
Suites by The Wellborn
A swimming pool with lounge chairs and palm trees.

4. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,431 reviews)
"Convenient to parks and good value."
United States
Tracy
$78 nightly
The price is $88
Nov 17 - Nov 18
Total with taxes and fees
The Point Hotel & Suites Orlando
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, (22 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
$142 nightly
The price is $159
Nov 15 - Nov 16
Total with taxes and fees
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

6. 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
$150 nightly
The price is $168
Nov 8 - Nov 9
Total with taxes and fees
The Jazz Loft
A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.

7. 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
$342 nightly
The price is $384
Oct 25 - Oct 26
Total with taxes and fees
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

8. 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, (2,191 reviews)
"Excellent hotel and service in my first time in this hotel."
United States
Oscar
$82 nightly
The price is $92
Oct 27 - Oct 28
Total with taxes and fees
The View Hotel, Trademark Collection by Wyndham
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

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

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
8.0 out of 10, Very good, (1 review)
"Large 2br apartment with access to a very nice pool and other amenities! Fully equipped kitchen, laundry, 2 full bedrooms and bathrooms, 3 good tvs, screened in balcony. Keep in mind that it is a third floor walk up and be sure to read the guides on check in, especially parking and trash."
United States
Kathy
$248 nightly
The price is $279
Oct 25 - Oct 26
Total with taxes and fees
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
A backyard with a hammock, outdoor seating, and a hot tub.

10. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The Contemporary
Exterior

11. Anime House

Anime House
3.0 star property
New Malibu
10.0 out of 10, Exceptional, (1 review)
Anime House
A swimming pool with a water slide, surrounded by palm trees and lounge chairs.

12. Villatel Resort Orlando, Apartments by Marriott Bonvoy

Villatel Resort Orlando, Apartments by Marriott Bonvoy
4.0 star property
Orlando
9.2 out of 10, Wonderful, (244 reviews)
"Good place to stay."
United States
Geronimo
$563 nightly
The price is $633
Oct 25 - Oct 26
Total with taxes and fees
Villatel Resort Orlando, Apartments by Marriott Bonvoy
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

13. 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, (2 reviews)
"Some items like the towel rail was damaged upon arrival other than that the stay was amazing !!"
United States
myron
$424 nightly
The price is $478
Oct 26 - Oct 27
Total with taxes and fees
Luxury House - Sleeps 8 Golf Disney Family Fun
A two-story brick house with a front garage, a wooden front door, and a small front yard with trimmed bushes.

14. Cozy 4bed 2bth villa - daytona beach

Cozy 4bed 2bth villa - daytona beach
4.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (2 reviews)
"Very clean amd conveniently located "
United States
joe
Cozy 4bed 2bth villa - daytona beach
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.

15. Century Millenia

Century Millenia
3.0 star property
Florida Center
8.8 out of 10, Excellent, (156 reviews)
"Easy booking. Great price. When I arrived the code wasn't working so I called in and got a new code quickly and easily. The unit was beautiful, clean, comfortable and fully stocked with necessities. The onsite laundry machines was a bonus while traveling."
United States
Jessica
$179 nightly
The price is $192
Nov 2 - Nov 3
Total with taxes and fees
Century Millenia
An outdoor patio area with tables and chairs, surrounded by trees and a pool.

16. Lakeside Retreat With Lake View, Pool & Terrace

Lakeside Retreat With Lake View, Pool & Terrace
3.0 star property
Ocoee
$168 nightly
The price is $189
Oct 21 - Oct 22
Total with taxes and fees
Lakeside Retreat With Lake View, Pool & Terrace
A high-rise hotel with a swimming pool surrounded by greenery, located near a body of water and a parking lot.

17. Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (74 reviews)
"Property was well clean, and well managed. Very easy to report to your room no hassle at all. And plenty of parking."
United States
Lee
$136 nightly
The price is $153
Nov 2 - Nov 3
Total with taxes and fees
Premium Condos near Universal Studios
A patio with Adirondack chairs and a round table, surrounded by palm trees and a brick floor.

18. 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, (281 reviews)
"Everything was good"
United States
Ghansham
$171 nightly
The price is $193
Nov 16 - Nov 17
Total with taxes and fees
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
A modern bedroom with a bed, a ceiling fan, and a TV on the wall.

19. 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
$309 nightly
The price is $347
Nov 2 - Nov 3
Total with taxes and fees
Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
A modern hotel lobby with a pool table, seating area, and a staircase.

20. Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe

Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe
4.0 star property
International Drive District
$221 nightly
The price is $248
Oct 26 - Oct 27
Total with taxes and fees
Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe
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

Avanti International Resort

Avanti International Resort

10/10 Excellent
"It was perfect! I stayed there with my husband, and we had a wonderful experience. The hotel was very clean, and the price and location were excellent. I highly recommend it!"
MARTHA 1-night trip
Posted 7 hours ago
Avanti International Resort

Find out more about Longwood

Everything you need to know about Longwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Longwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Longwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Longwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Longwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $88 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Longwood rentals

At Expedia, we put the best Longwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Longwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

What's the top vacation rental that Longwood has to offer?

Salt Pool, cozy House near Downtown and International Airport: This vacation home rental near Longwood is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchenette with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Longwood?

With 32 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.