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 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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 CA $98
CA $214 total
includes taxes & fees
Sep 9 - Sep 10
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 CA $106
CA $213 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $175
CA $313 total
includes taxes & fees
Aug 31 - Sep 1
The Front Porch
A modern kitchen with a marble countertop, gold faucets, and a large window.

4. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 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 CA $106
CA $213 total
includes taxes & fees
Aug 31 - Sep 1
Bella Breeze
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

5. 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 CA $106
CA $317 total
includes taxes & fees
Aug 31 - Sep 1
The Blue Aztec
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
The price is CA $96
CA $201 total
includes taxes & fees
Sep 1 - Sep 2
The Jazz Loft
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.

7. 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 CA $100
CA $310 total
includes taxes & fees
Sep 2 - Sep 3
The Mellow Yellow
A backyard with a hammock, outdoor seating, and a hot tub.

8. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is CA $165
CA $382 total
includes taxes & fees
Aug 31 - Sep 1
The Contemporary

9. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (329 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 CA $153
CA $172 total
includes taxes & fees
Aug 31 - Sep 1
Suites by The Wellborn
A modern bedroom with a bed, a ceiling fan, and a TV on the wall.

10. 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 CA $363
CA $503 total
includes taxes & fees
Sep 12 - Sep 13
Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

11. 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)
The price is CA $159
CA $662 total
includes taxes & fees
Aug 31 - Sep 1
Luxury House - Sleeps 8 Golf Disney Family Fun
A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.

12. 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 CA $115
CA $516 total
includes taxes & fees
Sep 3 - Sep 4
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
A spacious living room with a beige sofa, a television, and a balcony with a view of the outdoors.

13. 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 CA $97
CA $311 total
includes taxes & fees
Sep 9 - Sep 10
Upstay Golfer's Retreat w Patio at Ventura Resort
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

14. 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 CA $145
CA $398 total
includes taxes & fees
Sep 3 - Sep 4
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

15. Sunny Stays

Sunny Stays
2.0 star property
Oak Ridge
The price is CA $147
CA $388 total
includes taxes & fees
Sep 12 - Sep 13
Sunny Stays
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

16. 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, (2,132 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 CA $109
CA $122 total
includes taxes & fees
Sep 7 - Sep 8
The View Hotel, Trademark Collection by Wyndham
A swimming pool with lounge chairs and palm trees.

17. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,263 reviews)
"Rooms and staff great as always will be back again next year."
United Kingdom
Kealy
The price is CA $89
CA $117 total
includes taxes & fees
Aug 31 - Sep 1
The Point Hotel & Suites Orlando
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, (278 reviews)
"Great apartments, perfect for families exploring Universal and the wider Orlando area."
United Kingdom
Niki
The price is CA $175
CA $229 total
includes taxes & fees
Sep 22 - Sep 23
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
A resort with multiple swimming pools, a water slide, and a variety of umbrellas.

19. 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, (215 reviews)
"Had a great stay"
United States
Aristides
The price is CA $915
CA $1,100 total
includes taxes & fees
Aug 31 - Sep 1
Villatel Resort Orlando, Apartments by Marriott Bonvoy
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.

20. Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (144 reviews)
"Absolutely amazing and perfect will be back here everytime!"
United States
Arianna
The price is CA $119
CA $238 total
includes taxes & fees
Sep 6 - Sep 7
Century Millenia
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

Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

10/10 Excellent
"The room was clean, room service was well"
Nahshon 3-night trip
Posted 1 hour ago
Courtyard by Marriott across Universal Orlando

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Longwood vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Longwood vacation rentals we have selected for you start as low as CA $117 per night. Entering your travel dates in the search wizard 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 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.