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

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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.
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Waddy 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 Waddy 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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Travel Trips for Visiting Waddy
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.
Waddy Vacation Rental FAQs
There are a lot of options in Waddy. If you plan on staying in the Waddy area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Waddy:
- Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
- 1890's charm on Bourbon Trail- 7 distilleries w/in 25min! Bourbon Room in house!
- Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14
- Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION
- Family Farmhouse on 160-Acre Ranch w/Hiking Trail
- Bourbon Trail Cabin on the Farm
- Bourbon Country Cottage Newly renovated in the country with amazing views
- Bourbon Trail & Relaxing rural spot. Restored Farmhouse on 22 private acres.
- Bourbon and Horse Racing
- ✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
There are 2 vacation rentals with private pools near Waddy. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Waddy, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Waddy:
Currently, the total number of properties listed in 2026 is over 279 in the Waddy area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Waddy.


