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Longwood vacation rentals

We found 1,245 vacation rentals — enter your dates for availability

Discover a selection of 32 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.

Vacation rentals with weekly discounts - Longwood

Showing deals for:Jul 3 - Jul 10

Image gallery for Orlando 1 Acre 4 BD Home Central Near Universal

Exterior
9.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Orlando 1 Acre 4 BD Home Central Near Universal

Orlando

13% off
Price is $260
$1,817 for 7 nights
All fees included
Orlando 1 Acre 4 BD Home Central Near Universal

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Find out more about Longwood

Why visit Longwood

  • Outdoor Adventures: Enjoy the picturesque urban parks and beautiful lakes, perfect for hiking, picnicking, and family outings.
  • Family-Friendly Activities: Explore various attractions that cater to visitors of all ages, ensuring fun for everyone.
  • Charming Neighborhoods: Discover the lovely Springwood Village, where you can experience local culture and scenic views.
  • Vibrant Arts Scene: Visit local art museums that showcase the rich creative talent of the area.
  • Comfortable Accommodations: Choose from a variety of vacation rentals, including spacious homes and cozy condos.

Popular types of accommodation in Longwood

If you're considering a getaway to Longwood, you're in for a treat. Our most popular vacation rentals include private homes, condos, and villas, each offering ample windows for natural light and spacious layouts with multiple rooms. Whether you prefer the charm of a lovely apartment or the comfort of a house rental, you'll find plenty of options to suit your needs. Enjoy a relaxing stay in this beautiful destination.

  • Houses: The top choice for travelers in Longwood, these homes offer spacious living and a home-like atmosphere, perfect for families or groups.
  • Condos: Ideal for those seeking a blend of comfort and convenience, condos provide modern amenities and often come with resort-style features.
  • Villas: Offering a touch of luxury, villas are popular for their spacious layouts and private outdoor areas.
  • Apartments: A great option for solo travelers and couples, apartments provide a cozy stay with essential amenities.
  • Cottages: Charming and quaint, cottages are perfect for a peaceful retreat, often located in serene settings.**

Top attractions near Longwood

Longwood, Florida, is perfect for outdoor, family, and city-themed vacations. Visitors can enjoy a variety of attractions, including urban parks, beautiful lakes, and art museums. Whether you're traveling solo, with family, or friends, Longwood offers diverse experiences that cater to all interests. Explore the local points of interest and embrace the vibrant atmosphere that Longwood has to offer for an unforgettable getaway.

  • Wekiwa Springs State Park: This beautiful state park offers a unique blend of adventure and natural beauty. Enjoy hiking trails, swimming in crystal-clear springs, and kayaking through scenic waterways, all while immersing yourself in the serene outdoors.
  • Boombah-Soldiers Creek Park: A family-friendly urban park with a vibrant atmosphere. It features playgrounds, sports fields, and picnic areas, making it an ideal spot for outdoor fun and relaxation in a lively city setting.
  • Rollins College: A picturesque modern college campus known for its beautiful architecture and vibrant cultural scene. Stroll through the scenic grounds, explore museums, and enjoy the rich history and arts of this esteemed institution.

Things to do recommended for couples

For a romantic getaway in Longwood, indulge in the luxury of Alaqua Country Club. Enjoy live music at The Social, just 11 miles away, or embark on a fun adventure at Congo River Golf, located 5 miles from Longwood. Create unforgettable memories together.

Things to do recommended for families

During your family vacation in Longwood, explore the natural beauty at Kelly Park, just 11 miles away, or enjoy sports at the Seminole County Sports Complex, located 8 miles away. For an adrenaline rush, head to Lil 500 Go-Karts, only 4 miles from Longwood.

Things to do recommended for groups

Explore the vibrant Altamonte Mall for shopping and entertainment, enjoy a round of golf at The Trophy Club of Orlando, or challenge your group at Casselberry Golf Club, both offering excellent outdoor sports vibes just a short drive away from Longwood.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Longwood with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, Vrbo allows you to filter for all these options and more.
  • Traveling to Longwood with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind 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 finished without their furry companion joining the fun. If that resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that your whole family feels at home.
  • Planning for a long term stay visiting Longwood: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Longwood

Longwood, Florida, offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal destination for vacationers. Explore the charming neighborhoods like Springwood Village, where you can soak in the local lifestyle and enjoy scenic views. With a variety of housing options and a welcoming atmosphere, Longwood provides the perfect base for discovering nearby cities and enjoying the vibrant culture of Central Florida.

  • Orlando: Located 11 miles from Longwood, Orlando is a vibrant city renowned for its family-friendly attractions and entertainment-themed experiences. Visitors flock to this bustling metropolis for its world-famous theme parks, including Walt Disney World and Universal Studios, which promise endless fun for all ages. In addition to thrilling rides and character encounters, Orlando boasts a rich arts scene with numerous galleries and theaters. The city offers an array of shopping options, from luxury malls to quirky boutiques, making it a prime destination for those looking to indulge in retail therapy. Don’t miss the opportunity to attend exciting events at the Orange County Convention Center, a hub for conferences and exhibitions.
  • Casselberry: A mere 2 miles from Longwood, Casselberry is a charming city that appeals to those seeking a family-oriented, outdoor experience. The city features beautiful parks and recreational areas, perfect for picnicking and outdoor activities. Visitors can explore the local shopping mall, which offers a variety of retail options and dining experiences. Casselberry is also home to educational institutions and cultural hubs, making it a great spot for learning and exploration. Proximity to theme parks and a modern college university adds to the city's appeal for both families and young adults.
  • Winter Springs: Also located 2 miles from Longwood, Winter Springs is a delightful city that combines outdoor adventures with family-friendly activities. Known for its scenic parks and golf courses, it’s an excellent destination for nature lovers and sports enthusiasts alike. The area is rich in community events and features a number of educational centers. With nearby access to theme parks and stunning beaches, Winter Springs provides a well-rounded experience for visitors looking to enjoy both relaxation and recreation. This welcoming city encapsulates the charm of Central Florida living.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your travels with ease. Here, you can start new trip ideas, refine your existing plans, or manage your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for better organization. To check out the Trip Boards, simply visit: https://www.vrbo.com/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)
  • Harry P. Leu Gardens (9.3 mi / 14.9 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, Florida, United States of America when booking a vacation rental?
When considering a vacation rental in Longwood, Florida, the best area to explore is the charming neighborhood surrounding Central Florida's scenic parks. This area offers a variety of properties that cater to different tastes and budgets, making it an appealing choice for visitors.

One of the top attractions nearby is the historic Longwood Historic District, where you can stroll through beautiful tree-lined streets and admire the architecture of the vintage homes. Another highlight is the scenic Lake Lotus Park, superb for outdoor enthusiasts who enjoy hiking, birdwatching, or simply relaxing by the water.

Properties in this area often provide easy access to these attractions, as well as convenient proximity to shopping and dining options.
How much does it cost to rent a vacation home in Longwood?
Prices for vacation 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 vacation 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.
Where are the best areas for renting a beach house in Longwood?
For renting a beach house in Longwood, travelers should consider making the short trip to nearby coastal areas such as New Smyrna Beach or Cocoa Beach. New Smyrna Beach, located about 30 minutes from Longwood, is known for its beautiful sandy shores and vibrant setting. Here, vacation rentals often feature amenities like private balconies with ocean views, outdoor grills for barbecues, and direct access to the beach. Many properties cater to families, offering spacious layouts and convenient access to local dining and shopping options.

Cocoa Beach, also within a reasonable drive, is another excellent choice for beach house rentals. This area is famous for its iconic pier and surf culture. Rentals in this region typically come equipped with beach gear, private pools, and outdoor lounging areas, superb for soaking up the sun. The proximity to attractions such as the Kennedy Space Center and Cape Canaveral National Seashore adds to the appeal, allowing guests to combine beach relaxation with exploration of local landmarks. Find your rental near the beach in Longwood.
What is the most popular type of vacation rental accomodation in Longwood?
In Longwood, vacation houses are the most popular type of rental, with about 26 available throughout the area. These homes typically offer spacious layouts, including multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups looking for a comfortable stay. Additionally, there are several cottages, apartments, chalets, and condos available, each providing varying levels of amenities.
Are there any family house rentals in Longwood?
In Longwood, Florida, there are numerous family-friendly house rentals available, with around 23 options for visitors to consider. This charming city is known for its beautiful parks and close proximity to attractions like the Central Florida Zoo and Botanical Gardens, making it an ideal destination for families. Many of these homes offer spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces for children to enjoy. Additionally, amenities such as Wi-Fi and air conditioning are commonly found, ensuring a comfortable stay for all.

For those looking to explore further, nearby attractions like Wekiwa Springs State Park provide opportunities for swimming, hiking, and picnicking in a natural setting.
Can I rent a vacation home with a pool or hot tub in Longwood?
In Longwood, Florida, there are several vacation homes available for rent that come with pools or hot tubs, with about 11 options to choose from. This charming suburban area is known for its peaceful neighborhoods and proximity to natural attractions like the nearby Wekiwa Springs State Park. Many of the vacation rentals feature private pools, hot tubs, and spacious outdoor areas, great for families or groups looking to unwind. Inside, travelers can expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even game rooms or home theaters, making these homes ideal for both relaxation and entertainment.
Can I find long-stay vacation rentals in Longwood?
A long-stay vacation rental in Longwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Longwood?
Yes, Longwood offers several pet-friendly house rentals, with approximately 13 options available for travelers. Many of these vacation homes are equipped with modern amenities such as spacious living areas, fully equipped kitchens, and outdoor patios or gardens where pets can enjoy the fresh air. The neighborhood is known for its parks, such as the beautiful Lake Mary Jane Park, which provides open spaces for walks and playtime with pets. Additionally, the nearby Wekiva Springs State Park offers scenic trails and nature views, superb for outdoor adventures with your furry companions.
Are there any remote work vacation rentals in Longwood?
In Longwood, Florida, there are numerous options for remote work vacation rentals, with about 31 properties available to choose from. These rentals are well-equipped to accommodate those needing to work while traveling. Many of the properties feature free Wi-Fi, allowing for seamless connectivity, and often include additional amenities such as dedicated workspace areas, comfortable seating, and high-speed internet access.

The area is conveniently located near various parks and recreational areas, providing opportunities for outdoor breaks during the workday. Additionally, local cafes and restaurants are within reach, offering a change of scenery for remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Longwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Longwood with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals comfortably. Many rentals also feature decks or patios, providing outdoor spaces for relaxation and enjoying the pleasant Florida weather. Onsite parking is a common convenience, making it easy for travelers with vehicles. Additionally, rentals often come with coffee and tea makers, ensuring that guests can enjoy their morning brews at their convenience.
How early should I book a Longwood vacation rental?
Book your Longwood vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Longwood, Florida, United States of America?
In Longwood, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historical significance. The historic downtown area features charming shops, restaurants, and the picturesque Reiter Park, which offers walking trails, picnic areas, and a playground. Nearby, the Longwood Historic District provides a glimpse into the past with its well-preserved buildings and local history.

Nature enthusiasts can explore the serene pathways of the nearby Wekiva Springs State Park, known for its lush landscapes, hiking trails, and opportunities for canoeing and kayaking along the Wekiva River. The park is a great spot for wildlife watching and enjoying the outdoors.

For those interested in arts and culture, the nearby Altamonte Springs area offers attractions like the Cranes Roost Park, which hosts various events and festivals throughout the year, along with scenic views of the lake and walking paths.
Can I change or cancel my Longwood home rental booking on Vrbo?
To find Longwood vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Longwood vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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