Owner Direct Vacation
Rentals in Jackson Ward
The Best Owner Direct Vacation Rentals in Jackson Ward. Explore thousands of vacation home rentals, large cabins, and villas near Jackson Ward
Explore the Best Jackson Ward Vacation Homes
Looking for the perfect place to stay in Jackson Ward? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Jackson Ward 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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What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Neighborhoods for Jackson Ward Vacation Rentals
Discover the top neighborhoods in Jackson Ward and choose a place that suits your stay.
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Jackson Ward vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
How to Reserve Your Jackson Ward 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.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
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BOOK SECURELY
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Travel Trips for Visiting Jackson Ward
What should you know when planning a trip to St. Augustine?
- Book early
for popular festivals and spring weekends. - Pack layers
Florida weather can change quickly. - Stay hydrated
and plan beach days around midday heat. - Explore early
to avoid crowds at major attractions.
Transportation Around St. Augustine?
- Driving
Most convenient for exploring the city and coast. - Trolley & Shuttle Tours
Great for sightseeing and hopping between landmarks. - Walking
The downtown historic district is pedestrian-friendly.
Local Etiquette
- Respect historic sites and marked paths.
- Standard U.S. tipping (15–20%) applies.
- Quiet hours are observed in residential and beachfront areas.
Jackson Ward Vacation Rental FAQs
There are a lot of options in Jackson Ward. If you plan on staying in the Jackson Ward area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jackson Ward:
- VMFA Carytown Keyless Coffee & Treats Queen Bedrooms Generous Deck
- Stunning Mediterranean Monument Avenue flat in the heart of RVA's Fan District
- The Studio@ Eanes Drug-Heart of the Historic District
- Historic Haven in Church Hill in The Heart of the Historic District
- Modern Unit in Historic Old Manchester.
- Historic Marshall house w/3 King sized beds, 11 total beds & saltwater Pool
- 2-bedroom villa minutes from Carytown, VCU, UofR, & Richmond Convention Center
- Newly Renovated, Spacious Suite with Every Luxury
- Brand New, Gorgeous Studio Close to Everything!
- Cozy nest/private porch/museums/free parking
There are 10 vacation rentals with private pools near Jackson Ward. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Jackson Ward, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jackson Ward:
Currently, the total number of properties listed in 2026 is over 981 in the Jackson Ward area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Jackson Ward.

