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, (66 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 AU$206
includes taxes & fees
27 Apr - 28 Apr
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 AU$433
includes taxes & fees
27 Apr - 28 Apr
3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION

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

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

2BR Dog-friendly Oasis w/ Shared Pool & Patio
3.0 star property
Longwood
The price is AU$517
includes taxes & fees
1 May - 2 May
2BR Dog-friendly Oasis w/ Shared Pool & Patio

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 AU$2,259
includes taxes & fees
28 Apr - 29 Apr
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub

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 AU$308
includes taxes & fees
27 Apr - 28 Apr
The Blue Aztec

“Best Stay Ever” – Recent Guest

“Best Stay Ever” – Recent Guest
Lake Mary
9.8 out of 10, Exceptional, (51 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is AU$355
includes taxes & fees
27 May - 28 May
“Best Stay Ever” – Recent Guest

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)
"Very nice clean cottage in a quiet secluded location. "
United States
Ervin M.
The price is AU$212
includes taxes & fees
27 Apr - 28 Apr
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
The price is AU$203
includes taxes & fees
12 May - 13 May
Boho Nights

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 AU$292
includes taxes & fees
26 May - 27 May
The Front Porch

Cozy Private Apartment - Stylish & Spotless — No sharing areas

Cozy Private Apartment - Stylish & Spotless — No sharing areas
Orlando
10.0 out of 10, Exceptional, (31 reviews)
"Awesome place to stay! Clean as a whistle, and nice and private! "
United States
N T.
The price is AU$259
includes taxes & fees
27 Apr - 28 Apr
Cozy Private Apartment - Stylish & Spotless — No sharing areas

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 AU$202
includes taxes & fees
26 May - 27 May
The Jazz Loft

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 AU$191
includes taxes & fees
27 Apr - 28 Apr
Private guest studio in the heart of orlando.

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is AU$231
includes taxes & fees
27 Apr - 28 Apr
Historic Tremain Cottages

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 AU$647
includes taxes & fees
27 Apr - 28 Apr
Cozy 4bed 2bth villa - daytona beach

The Blue Aztec

The Blue Aztec
Sanford
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location within walking distance of all the fun yet nice and quiet. Place was squeaky clean. Will stay again"
United States
Min O.
The price is AU$240
includes taxes & fees
27 Apr - 28 Apr
The Blue Aztec

Spacious & Private Guest Pool House Oasis

Spacious & Private Guest Pool House Oasis
Union Park
9.8 out of 10, Exceptional, (22 reviews)
"Great stay in Orlando"
United States
Eddie T.
The price is AU$392
includes taxes & fees
30 Apr - 1 May
Spacious & Private Guest Pool House Oasis

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (9 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 AU$195
includes taxes & fees
20 May - 21 May
Totally 80's

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, (17 reviews)
"Great stay! "
United States
Ash L.
The price is AU$210
includes taxes & fees
30 Apr - 1 May
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
8.8 out of 10, Excellent, (25 reviews)
"The host communicated when needed. A great stay for a quick trip. "
United States
Jamee O.
The price is AU$210
includes taxes & fees
27 Apr - 28 Apr
The Cozy Crash Pad: Tiny House Experience
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 favourite 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 depend 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 AU$103 per night. Entering your travel dates in the search wizard might find you 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 a Smart TV 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.