Owner Direct Vacation
Rentals in Longwood
The Best Owner Direct Vacation Rentals in Longwood. Explore thousands of vacation home rentals, large cabins, and villas near Longwood
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Explore the Best Longwood Vacation Homes
Looking for the perfect place to stay in Longwood? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Longwood character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Longwood
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Popular Neighborhoods for Longwood Vacation Rentals
Discover the top neighborhoods in Longwood and choose a place that suits your stay.
Monday May 18
Longwood, Florida
More Vacation Rentals You May Like Near Longwood
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How to Reserve Your Longwood Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
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Use filters for location, amenities, and budget.
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Longwood Vacation Rental FAQs
There are a lot of options in Longwood. If you plan on staying in the Longwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Longwood:
- Relax by the pool at this retreat near parks, kayaking, and downtown.
- Tropical Oasis - Heated Luxury Pool - Game Room
- Recharge @ Timberland Lodge: Pool Hottub Sauna
- This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.
- WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home
- Downtown Historic Longwood steps to City park & SunRail
- The lakefront Brantley House
- WHOLE HOUSE Near Universal & Seaworld
- 3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION
- A stunning retreat on a luxurious 2 acre estate
There are 1 vacation rentals with private pools near Longwood. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Longwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Longwood:
Currently, the total number of properties listed in 2026 is over 67 in the Longwood area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Longwood.