Longwood Holiday Rentals

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Our top choices for Longwood holiday rentals

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.4 out of 10, Exceptional, (67 reviews)
"Great place, found the heater, thank you!Would stay again, just pull the bed away from the wall for us old folk "
United States
Susan J.
The price is NZ$249
includes taxes & fees
11 May - 12 May
Tiny Hidden Cottage

3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION

3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION
Longwood
10.0 out of 10, Exceptional, (3 reviews)
"The house was nice.. clean and nice area..cant ask for much more"
United States
Steven R.
The price is NZ$515
includes taxes & fees
12 May - 13 May
3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION

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$621
includes taxes & fees
7 June - 8 June
2BR Dog-friendly Oasis w/ Shared Pool & Patio

Pool Access! Dog-Friendly Retreat 16 Mi to Orlando

Pool Access! Dog-Friendly Retreat 16 Mi to Orlando
Longwood
7.4 out of 10, Good, (3 reviews)
"Every thing was good and nice amenities only thing was the tv connection but overall nice place"
United States
leda l.
Pool Access! Dog-Friendly Retreat 16 Mi to Orlando

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
2.0 out of 10, (1 review)
The price is NZ$2,405
includes taxes & fees
10 May - 11 May
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub

The Front Porch

The Front Porch
3.0 star property
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 NZ$354
includes taxes & fees
8 June - 9 June
The Front Porch

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.8 out of 10, Exceptional, (12 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
The price is NZ$428
includes taxes & fees
10 May - 11 May
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (36 reviews)
"The host was easy to contact and the cottage was very cozy with all necessary amenities. The lakeside location was both beautiful and peaceful, especially considering it is so close to 436 and I4. We definitely plan to return. "
United States
Carol G.
The price is NZ$544
includes taxes & fees
10 May - 11 May
Incredible Private Lakefront Cottage Retreat

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 price is NZ$383
includes taxes & fees
1 June - 2 June
The Blue Aztec

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Lake Helen
9.8 out of 10, Exceptional, (41 reviews)
"This place was so peaceful. It is the perfect spot to use as a home base for exploring the surrounding areas."
United States
Hayden B.
The price is NZ$251
includes taxes & fees
11 May - 12 May
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

“Best Stay Ever” – Recent Guest

“Best Stay Ever” – Recent Guest
Lake Mary
9.8 out of 10, Exceptional, (52 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is NZ$420
includes taxes & fees
27 May - 28 May
“Best Stay Ever” – Recent Guest

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (10 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$236
includes taxes & fees
10 May - 11 May
Totally 80's

Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (58 reviews)
"The guest studio was really good; good facilities, clean and tidy and with lovely little touches in the bathroom. "
United Kingdom
Rebecca
The price is NZ$226
includes taxes & fees
11 May - 12 May
Private guest studio in the heart of orlando.

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
Cozy 4bed 2bth villa - daytona beach

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Deltona
9.6 out of 10, Exceptional, (18 reviews)
"Great stay! "
United States
Ash L.
The price is NZ$239
includes taxes & fees
12 May - 13 May
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.6 out of 10, Excellent, (8 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 price is NZ$248
includes taxes & fees
12 May - 13 May
The Jazz Loft

Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!

Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
Azalea Park
9.6 out of 10, Exceptional, (23 reviews)
"We came to Orlando for my uncle’s funeral and the love and hospitality Ms.Yolette showed our family was appreciated and will never be forgotten. "
United States
Beulah B.
The price is NZ$466
includes taxes & fees
10 May - 11 May
Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!

Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.8 out of 10, Exceptional, (26 reviews)
"This home was great for our family. What we particularly liked were all the extras - laundry detergent, coffee pods, water in the fridge etc. etc. We enjoyed the neighborhood too. It was a great stay."
United States
Melanie S.
The price is NZ$666
includes taxes & fees
10 May - 11 May
Tranquil 3-bedroom house in Sanford with AC, WiFi

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (12 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is NZ$251
includes taxes & fees
8 June - 9 June
Bella Breeze

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, (1,950 reviews)
"Breakfast is outstanding really nice place to stay"
United States
Leydiana
The price is NZ$126
includes taxes & fees
13 May - 14 May
The View Studio Suites and Event Venue
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

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$126 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?

Grand Luxury Lakes 3BR Townhouse near Disney: This holiday home rental outside of Longwood is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms and a kitchen with a dishwasher.

How many holiday rentals are there in Longwood?

With 31 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.