Photo by Kara Akers

Longwood vacation rentals

We found 1,233 vacation rentals — enter your dates for availability

Discover a selection of 28 homes and other vacation rentals in Longwood that are perfect for your trip. Vacation homes provide the best amenities for you and your friends, family, or even pets, like WiFi and parking. At the end of the day, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Longwood

Find out more about Longwood

Why visit Longwood

  1. Outdoor Adventures: Longwood boasts beautiful urban parks and picturesque lakes, perfect for nature lovers and outdoor activities.
  2. Family-Friendly Attractions: With various engaging activities, Longwood is ideal for families looking for fun and memorable experiences.
  3. Vibrant Downtown: Explore the lively downtown area filled with shops, restaurants, and local culture.
  4. Art Museums: Discover a rich art scene featuring engaging museums and galleries that cater to art enthusiasts.
  5. Diverse Accommodations: Choose from charming vacation homes to luxurious villas, ensuring a comfortable stay for every visitor.

Popular types of accommodation in Longwood

Planning a getaway to Longwood? Exciting times await as you choose your ideal accommodation! From charming houses and modern condos to luxurious villas, Longwood offers a variety of options. Explore rentals near Longwood, including the sought-after Longwood Landing apartments, and discover friendly rentals that cater to your every need. With excellent building amenities and transparent information, your perfect retreat is just a click away!

  • Houses: The top choice for visitors in Longwood, these spacious homes offer comfort and privacy, perfect for families or groups.
  • Condos: A popular option for those seeking convenience, condos provide modern amenities and a communal atmosphere.
  • Villas: Elegant and often luxurious, villas in Longwood are ideal for travellers looking for a more upscale experience.
  • Apartments: A practical choice for solo travellers or couples, apartments offer a homely feel with essential facilities.
  • Cottages: Quaint and charming, cottages are perfect for a cozy retreat amidst nature in Longwood.**

Top attractions in Longwood

Longwood, Florida, is a fantastic destination for those seeking outdoor activities, family-friendly fun, and vibrant city experiences. Visitors can explore popular attractions such as urban parks, picturesque lakes, and engaging art museums, making it an ideal spot for a memorable vacation. Whether you're travelling solo, with friends, or alongside family, Longwood offers a variety of experiences that cater to all interests and ages.

  1. Boombah-Soldiers Creek Park: Located 3.2km from Longwood, this urban park offers a family-friendly atmosphere with outdoor activities and a vibrant city vibe. Enjoy walking trails, play areas, and picnic spots, perfect for a day of relaxation and fun.
  2. Wekiwa Springs State Park: Situated 12.9km away, this national park is a haven for adventure seekers. Experience breathtaking scenery while hiking, swimming in natural springs, or canoeing through lush landscapes.
  3. Orlando Science Center: Just 14.5km from Longwood, this engaging science museum is great for families. Explore interactive exhibits that foster curiosity and learning about science and technology in a fun environment.

Things to do recommended for couples

For a romantic getaway in Longwood, indulge in the luxury of Alaqua Country Club. Enjoy a fun-filled evening at Congo River Golf in Altamonte Springs, just 8.0km away, or immerse yourselves in the lively atmosphere of The Social, located 17.7km from Longwood for a delightful concert experience.

Things to do recommended for families

Families visiting Longwood can unwind at Kelly Park, only 17.7km away, or enjoy athletic fun at the Seminole County Sports Complex, 12.9km distant. For a thrilling experience, head to Lil 500 Go-Karts, just 6.4km from Longwood, where adventure awaits!

Things to do recommended for groups

Explore the vibrant Altamonte Mall for shopping and entertainment, tee off at The Trophy Club of Orlando for a sporty day, or enjoy the outdoor setting at Casselberry Golf Club. These experiences in Longwood promise fun for your group!

What do I need to keep in mind when booking a vacation in Longwood

If you're travelling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when filtering your options. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Longwood with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Longwood with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Longwood: For many families, a trip isn’t truly complete without their beloved furry companion. If that resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Longwood: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking spot, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Longwood

Longwood, Florida, offers a delightful vacation experience with its blend of family-friendly activities and urban charm. Visitors can explore the vibrant downtown area, enjoy the inviting atmosphere of local neighbourhoods, and take leisurely strolls along Queensbridge Drive. With its excellent location, Longwood serves as a perfect base to discover nearby attractions, making it an ideal spot for families and those seeking a unique blend of relaxation and adventure.

  • Orlando: Orlando is a bustling metropolis located 17.7km away from Longwood, renowned for its family-friendly atmosphere and vibrant entertainment options. Visitors flock to this dynamic city to experience world-famous theme parks, including Walt Disney World and Universal Studios. The city offers a wide range of activities, from shopping at the Mall at Millenia to exploring artistic venues like the Orlando Museum of Art. The nearby beaches provide a perfect escape for those seeking outdoor adventures, while the film studios offer unique behind-the-scenes tours, making Orlando a top destination for fun and excitement.
  • Casselberry: Casselberry, located just 3.2km from Longwood, is a charming city that appeals to families and outdoor enthusiasts alike. The city features a variety of educational facilities and is home to several shopping mall centres that cater to diverse tastes. Visitors can enjoy the scenic beauty of Casselberry's parks and lakes, ideal for picnics and recreational activities. Not far away, you'll find famous theme parks and a modern college university, making it a great spot to mix leisure with learning while soaking in the local culture.
  • Winter Springs: Winter Springs, also situated 3.2km from Longwood, is a delightful city that offers a blend of outdoor fun and family-friendly activities. The area is known for its golf courses and resort-like atmosphere, making it perfect for relaxation and recreation. Visitors can explore beautiful parks and nature trails that showcase Florida's natural beauty. With proximity to theme parks and a modern college university, Winter Springs provides a unique mix of entertainment and educational opportunities, complemented by nearby beach access for those looking to unwind.

Best time to go to Longwood

If you're planning a trip to Longwood, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
February64.0°F (17.8°C)Light RainMostly SunnyAverageSlightly Low
March67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
April72.5°F (22.5°C)Light RainMostly SunnyAverageAverage
May77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
June81.0°F (27.2°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Light RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.2°F (26.8°C)Light RainMostly SunnySlightly HighSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnySlightly LowSlightly Low
November68.0°F (20.0°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December64.0°F (17.8°C)No Rain (Dry)Mostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you aiming to save on your upcoming adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, feel free to utilize our filters to sort by price, location, and the type of vacation rental that suits your needs.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a convenient way to plan new journeys, pick up right where you left off, and manage your travel arrangements. You can easily access your previously saved and booked properties in the Potential, Upcoming, or Current Trips sections. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Exciting Longwood will entice you

The lake and surrounding scenery provide a peaceful ambiance to your vacation 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-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Longwood

Are you looking for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Longwood a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 looking for fun outdoor activities or just want to take in the scenery, Longwood is a great place to get outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • 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 Sanford Intl. Airport (SFB), located 7.6 mi (12.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Orlando Intl. 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 vacation rental?
Wekiva Springs is one of the most popular neighborhoods to get a Vrbo vacation home in Longwood. Have a look at our comfy stays and then go out and discover this destination like a local.
What is the most popular type of vacation rental accommodation in Longwood?
The most desirable types of vacation rentals in Longwood are houses. Looking for something different? Vrbo has numerous options to match the diverse needs of our guests, so you’ll see vacation homes in lots of sizes and shapes. The ideal fit is ready and waiting for you — find yours today.
How much does it cost to rent a vacation rental in Longwood?
The average price for a vacation rental in Longwood is determined by several factors, like length of stay, property type and season. Whether you’re in search of a sprawling villa with room to move around or a cozy cabin that’s perfect for two, just enter your travel dates to see stays that offer great value.
How much does it cost to rent a beach house in Longwood?
The average price for a vacation rental near the beach in Longwood will depend on when you’ll be there and the type and size of property you’re searching for. Find prices quickly and easily on Vrbo by entering your travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.
Are there pet-friendly vacation rentals in Longwood?
Pack a suitcase for the pup in your life because Longwood has 15 vacation homes that roll out the welcome mat to pets. Let your four-legged buddy enjoy fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check our “Pets allowed” filter box.
Can I rent a house with a pool in Longwood?
Check the “pool” box in our handy filter tool and take your pick of seven houses with private pools in Longwood on Vrbo. Gentle soak, ball games or noodle joust? How you spend your free time is up to you when your vacation home has a swimming pool.
What are popular rental amenities in Longwood?
Some of the most popular rental amenities people prefer in Longwood are a fireplace, a nearby river and nearby museums. Whether you’re hitting the road with your besties, family or even pets, Vrbo vacation rentals have the best amenities for beginning new traditions with the people you love.
Are there large group vacation rentals in Longwood?
You can choose from two vacation properties in Longwood that can host 10 or more guests. Whether you’re organizing time away with the family or a celebration like an anniversary, there’s enough space to get your favorite people together under one roof.
Are there vacation rentals in Longwood that welcome kids?
Longwood has 15 family-friendly vacation rentals to pick from. And booking a stay that welcomes little ones is easy with Vrbo’s “Properties good for families” filter. As well as having the entire place to yourselves, you’ll get access to perks and conveniences like extra bedrooms, full kitchens and private pools.
What are the top attractions for families in Longwood?
Keeping the kids entertained during your stay in Longwood is easy with these awesome family-friendly attractions:

  • Central Florida Zoo & Botanical Gardens
  • Sanford Museum
  • Hannibal Square Heritage Center

Can I find two-bedroom vacation rentals in Longwood?
Take your pick of two two-bedroom homes in Longwood. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There’s ample space for whoever’s fortunate enough to be coming along.
Are there vacation rentals with WiFi in Longwood?
Whether you want to keep up with the headlines, send a few emails or surf your social networks, there are eight vacation homes with WiFi in Longwood. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Longwood?
Longwood has 14 vacation rentals where you can chill out in air-conditioned comfort. To find a stay on Vrbo offering this perk, choose your travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Longwood?
Age restrictions can differ across properties on Vrbo, so check the rules of the vacation rental in Longwood you’re considering. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Longwood for?
The amount of time you can stay in a Longwood vacation rental for depends on the property. Simply enter your dates of travel to see options that offer long-term stays. They come with everything you need to make your extended getaway more enjoyable and comfortable, like air conditioning and kitchens. Some properties might also offer weekly or monthly discounted prices, so you can stay even longer for less.

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