Longwood Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Longwood holiday rentals

2BR Dog-friendly Oasis w/ Shared Pool & Patio

2BR Dog-friendly Oasis w/ Shared Pool & Patio
3.0 star property
Longwood
The price is NZ$701
includes taxes & fees
22 Apr - 23 Apr
2BR Dog-friendly Oasis w/ Shared Pool & Patio

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very good, (1,802 reviews)
"Great place and good breakfast "
United States
Suleidy
The price is NZ$164
includes taxes & fees
5 Apr - 6 Apr
The View Studio Suites and Event Venue

Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3 reviews)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveller
The price is NZ$581
includes taxes & fees
29 Mar - 30 Mar
Deltona Lake House, Day Trip to Disney & Universal

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is NZ$290
includes taxes & fees
3 Apr - 4 Apr
Cozy Modern Studio

Vacational Apartment at Orlando 3608

Vacational Apartment at Orlando 3608
2.0 star property
Ventura
The price is NZ$353
includes taxes & fees
28 Mar - 29 Mar
Vacational Apartment at Orlando 3608

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 NZ$459
includes taxes & fees
21 Apr - 22 Apr
Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2,541 reviews)
"The whole stay was fantastic!!"
United States
Kristen
Florida Hotel & Conference Center in the Florida Mall

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"The room was clean and the location is perfect. The host was available and very accommodating. "
United States
Kimberly
Historic Tremain Cottages

The Front Porch

The Front Porch
3.0 star property
Sanford
9.0 out of 10, Wonderful, (4 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (73 reviews)
"Fantastic accommodation. "
United Kingdom
Dave
The price is NZ$848
includes taxes & fees
5 Apr - 6 Apr
Siena at Bella Collina

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (1 review)
The price is NZ$900
includes taxes & fees
25 Mar - 26 Mar
Chic Orlando Family Getaway w/ Fenced Yard!

Villatel Orlando Resort, Apartments by Marriott Bonvoy

Villatel Orlando Resort, Apartments by Marriott Bonvoy
4.0 star property
Orlando
9.4 out of 10, Exceptional, (84 reviews)
"A very family-friendly place"
United States
Gabriel
The price is NZ$1,703
includes taxes & fees
25 Mar - 26 Mar
Villatel Orlando Resort, Apartments by Marriott Bonvoy

Cozy 4bed 2bth villa - daytona beach

Cozy 4bed 2bth villa - daytona beach
4.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (1 review)
"Very clean amd conveniently located "
United States
joe
The price is NZ$921
includes taxes & fees
25 Mar - 26 Mar
Cozy 4bed 2bth villa - daytona beach

Luxury House - Sleeps 8 Golf Disney Family Fun

Luxury House - Sleeps 8 Golf Disney Family Fun
2.0 star property
Ventura
The price is NZ$888
includes taxes & fees
25 Mar - 26 Mar
Luxury House - Sleeps 8 Golf Disney Family Fun

Totally 80's

Totally 80's
3.0 star property
Sanford
7.8 out of 10, Good, (7 reviews)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is NZ$240
includes taxes & fees
26 Mar - 27 Mar
Totally 80's

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.4 out of 10, Very good, (7 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The Jazz Loft

Family 2-bedroom Suite in Prime Orlando Location

Family 2-bedroom Suite in Prime Orlando Location
3.5 star property
Florida Center
The price is NZ$643
includes taxes & fees
1 Apr - 2 Apr
Family 2-bedroom Suite in Prime Orlando Location

Boho Nights

Boho Nights
3.0 star property
Sanford
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Longwood Hotel Reviews

Find out more about Longwood

Everything you need to know about Longwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Longwood holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Longwood holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Longwood holiday rentals we have selected for you start as low as NZ$150 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 holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Longwood?

Yes, there are holiday rentals close to the most popular sights in Longwood, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Longwood has to offer?

Magical Stay Near Universal Studios Florida: This holiday home rental outside of Longwood is equipped with a garden, air conditioning and free WiFi to help you feel comfortable during your stay.

How many holiday rentals are there in Longwood?

With 32 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Longwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longwood. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.