Photo by Kara Akers

Longwood holiday lettings

We found 1,181 holiday rentals — enter your dates for availability

Discover a selection of 31 homes and other holiday rentals in Longwood that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and parking. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Longwood

Showing deals for:16 Jan - 23 Jan

Image gallery for ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando

Living area
10 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando

Orlando, FL

8% off
Price is £1,862
for 7 nights, 1 home
£266 per night
includes taxes & fees
ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando

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    Enjoy full kitchens, pools, gardens and more

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Vibrant Longwood will entice you

The lake and surrounding scenery provide a peaceful ambience to your holiday home in Longwood. Well known for its shopping, restaurants and golfing, this cosmopolitan city won't disappoint. Universal Studios Florida and Universal Orlando Resort are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Longwood

Are you hoping to find things to do during your stay? Venture out of your holiday home and experience everything that makes Longwood a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Universal Studios Florida (17.5 mi / 28.2 km)
  • Universal Orlando Resort (17.7 mi / 28.5 km)
  • The Wizarding World of Harry Potter™ (17.4 mi / 28 km)
  • Universal’s Islands of Adventure (17.9 mi / 28.8 km)
  • Universal’s Volcano Bay (18.6 mi / 29.9 km)
  • Central Florida Zoo & Botanical Gardens (8.7 mi / 14 km)

Exploring the natural features in Longwood

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Longwood is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Boombah-Soldiers Creek Park (2.1 mi / 3.3 km)
  • Cranes Roost Park (3.8 mi / 6.2 km)
  • Sanlando Park (3.9 mi / 6.2 km)
  • Red Bug Lake Park (4.6 mi / 7.4 km)
  • Lake Jesup (7.4 mi / 11.9 km)
  • Sylvan Lake Park (7.4 mi / 11.9 km)

How to get to and around Longwood

The nearest airport is in Orlando, FL (SFB-Orlando Sanford Intl.), located 7.6 mi (12.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Orlando International Airport (MCO), which is 18.9 mi (30.4 km) away.

Catch a ride on the metro at Longwood Station for ease of access to the rest of the city.

Frequently asked questions

What is the best area to stay in Longwood when booking a holiday rental?
When considering a holiday rental in Longwood, Florida, the best area to stay would be in the historic district, which boasts a charming atmosphere and convenient access to various attractions. This neighbourhood is known for its beautiful tree-lined streets and well-preserved architecture, creating a delightful backdrop for your stay. You can explore the picturesque Longwood Historic District Park, which offers a lovely space for leisurely strolls or picnics.

Another great option is the area around Wekiva Springs State Park, which is renowned for its stunning natural beauty and outdoor activities. Here, you can enjoy hiking, swimming, and canoeing amidst lush landscapes and diverse wildlife. The proximity to such an impressive park makes this area particularly appealing for nature enthusiasts and families alike.
How much does it cost to rent a holiday home in Longwood?
Prices for holiday rentals in Longwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Longwood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Longwood holiday house rentals?
You can find great discounts on house rentals in Longwood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Longwood?
In Longwood, holiday houses are the most popular type of rental, with around 26 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Additionally, there are several cottages, condos, and apartments scattered across the neighbourhood, each providing a homely atmosphere and essential amenities for a pleasant stay.
Are there any family house rentals in Longwood?
In Longwood, Florida, there are numerous family-friendly house rentals available—around 22 options to choose from. This charming area is known for its beautiful parks and family-friendly attractions. Many properties provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely. Amenities such as air conditioning and Wi-Fi are commonly included, ensuring a comfortable stay for visitors.
Can I rent a holiday home with a pool or hot tub in Longwood?
In Longwood, Florida, there are several holiday homes available for rent that feature pools and hot tubs, with around 10 options to choose from. This charming suburb, located just north of Orlando, offers a relaxing atmosphere while still being close to the attractions of the larger city. Many properties in Longwood provide amenities such as private swimming pools, outdoor lounging areas, and hot tubs, making them ideal for families or groups looking to unwind after a day of exploring. Travellers can also expect fully equipped kitchens, spacious living areas, and amenities like Wi-Fi and air conditioning, ensuring a comfortable stay. The proximity to parks and nature trails adds to the appeal, allowing guests to enjoy the beautiful Florida outdoors.
Can I find long-stay holiday rentals in Longwood?
A long-stay holiday rental in Longwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Longwood?
In Longwood, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these holiday homes come equipped with amenities such as spacious backyards, fully fitted kitchens, and comfortable living areas, ideal for families or groups.

The neighbourhood is conveniently located near several parks, including the beautiful Lake Mary Jane Park, which offers walking trails and picnic areas, superb for outdoor activities with your furry companions. Additionally, the nearby Wekiva Springs State Park is a fantastic spot for nature walks, and it allows pets on leashes, providing an excellent opportunity for exploration.
Are there any remote work holiday rentals in Longwood?
In Longwood, Florida, there are numerous holiday rentals suitable for remote work, with around 33 options available. Many of these properties are equipped with essential amenities such as reliable Wi-Fi, dedicated desks, and comfortable office chairs, making them ideal for professionals looking to balance work and leisure. Travellers can expect spacious living areas that often include additional workspaces, allowing for productivity in a relaxed environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Longwood holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Longwood with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Longwood?
In Longwood, popular holiday rental amenities typically include fully equipped kitchens, which are essential for travellers looking to prepare their own meals. Most rentals come with microwaves, cookware, dishware, and utensils, making dining in a convenient option. Additionally, refrigerators and stovetops are standard features, ensuring guests have everything they need for a comfortable stay.
When is the best time to visit Longwood for a holiday rental?
March is the most popular month to visit Longwood, Florida, offering a vibrant atmosphere that attracts holidaymakers eager to explore the area's rich natural beauty and attractions. The peak season runs from February through April, when the mild temperatures and sunny skies create ideal conditions for outdoor activities such as hiking, kayaking, and enjoying the local parks.

During this period, visitors can expect average temperatures in the low 20s Celsius, superb for leisurely strolls through the scenic trails of the nearby Wekiwa Springs State Park or for a day of exploration at the historic sites in the region. The influx of tourists during these months also means a lively social scene, with plenty of opportunities to connect with fellow travellers.

For those looking for a more budget-friendly option, consider planning your visit in November. This month typically sees fewer crowds, allowing for a more relaxed experience while still enjoying the pleasant Florida weather. The crisp autumn air can be refreshing, making it a wonderful time to appreciate the area's natural beauty without the hustle and bustle of peak season.
How early should I book a Longwood holiday rental?
Book your Longwood holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Longwood home rental booking on Vrbo?
To find Longwood holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Longwood holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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