Discover Your Perfect South Anna Vacation Homes

Best Vacation Homes in South Anna

9.6 (115 Reviews)
Bed & Breakfast
The Virginia Cliffe Inn
  • Air Conditioner
  • Parking
  • TV
View Availability
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Why Choose Rent By Owner for your South Anna Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit South Anna

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, so consider planning your trip during the seasons when the region offers pleasant weather and fewer crowds, ensuring a memorable stay in one of the trusted vacation rentals here.

Peak Season Highlights

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Spring (March to May)

During spring, the area flourishes with blooming landscapes, making it an ideal time for outdoor activities and exploring local scenery.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and milder weather, perfect for enjoying scenic drives and outdoor adventures in this destination.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

The summer months tend to be warmer, offering longer days that are great for outdoor pursuits but may also see higher demand for vacation rentals.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

Cold weather and shorter days characterize winter, providing a quieter off-peak time when you can enjoy a peaceful stay away from the crowds.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for South Anna

How to Book Your South Anna Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in South Anna

More Top-Rated Vacation Rentals in South Anna Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor garden or patio to relax and unwind amidst nature.
  • Make the most of outdoor dining areas, perfect for family gatherings or romantic dinners under the open sky.
  • Take advantage of spacious yards ideal for outdoor games and activities with family and friends.
  • Discover scenic views from a balcony or deck that overlook the surrounding countryside.
  • Utilize well-maintained outdoor grilling facilities for delicious barbecues during your stay.
  • Experience peaceful evenings around a fire pit, perfect for storytelling and stargazing.
  • Access swimming pools or nearby water features that enhance your outdoor leisure options in this region.

Top Attractions Around South Anna

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities and scenic spots that showcase the natural beauty of this destination, making it an excellent choice for exploring the attractions and amenities in the region during your stay.

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Family Activities

  • Anna Point Marina: Enjoy a family day on the water by renting boats and trying out fishing right in the area’s scenic marina.
  • Museum of the Middle Peninsula: Discover local history and culture through engaging exhibits suitable for children and adults alike, offering educational fun here.
  • Fairgrounds Park: Spend time outdoors at this expansive park featuring playgrounds, picnic areas, and walking trails to keep the little ones active and entertained.
  • Historic Courthouse: Take a family-friendly stroll through this historic site that offers insights into the region's past, perfect for a relaxed cultural outing.
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Adult Activities

  • Virginia Historical Society Museum: Explore the region's rich history through engaging exhibits and artifacts that offer a deeper understanding of this area's cultural heritage.
  • Richmond National Battlefield Park: Discover the pivotal sites of Civil War history while walking or guided touring around the historic battlegrounds nearby.
  • James River Park System: Enjoy outdoor adventures by kayaking, hiking, or simply relaxing along scenic river trails in this outdoor oasis close to the destination.
  • Local Wineries and Tasting Rooms: Experience the region’s wine culture with tastings at nearby wineries that showcase local flavors and craftsmanship.

Other Places to Stay in South Anna, VA

The Hollows Golf Club
The Hollows Golf Club Vacation Rentals
Cobblestones Park
Cobblestones Park Vacation Rentals
Hunting Hawk Golf Club
Hunting Hawk Golf Club Vacation Rentals
Montpelier
Montpelier Vacation Rentals
James River Cellars Winery
James River Cellars Winery Vacation Rentals
Rockville
Rockville Vacation Rentals
More Places to Stay Near South Anna

South Anna Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Make early reservations to secure the best vacation rentals and avoid last-minute availability issues in this popular area.
  • Explore Local Cuisine: Sample regional dishes at nearby eateries to get an authentic taste of this destination’s culinary scene.
  • Discover Natural Beauty: Take advantage of the region's outdoor spaces by planning activities like hiking or relaxing in scenic parks near your rental.
  • Connect with the Community: Engage with local events or markets during your stay to enrich your experience and immerse yourself in the area's culture.

Transportation Options

  • Personal Vehicles: Renting or driving your own vehicle offers the most flexibility for exploring the region and accessing nearby attractions with ease.
  • Regional Bus Services: Local bus networks provide a reliable and affordable way to travel within South Anna and connect to surrounding towns in this area.
  • Amtrak Rail Service: The nearby rail stations offer convenient transportation options for comfortable and scenic journeys across Virginia and beyond.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing platforms are readily available here, providing convenient transit around the region without the need for personal transport.

Local Customs Options

  • Southern Hospitality: Here, you’ll notice a warm and welcoming attitude that is a hallmark of local residents, making your stay in the area even more memorable.
  • Historic Celebrations: Participating in traditional events such as local festivals offers insight into the region's rich history and community spirit.
  • Farmers’ Markets: Supporting local agriculture through visits to nearby farmers’ markets helps you experience authentic regional flavors and customs.
  • Respect for Nature: The region’s emphasis on outdoor preservation encourages respectful enjoyment of natural landscapes during your visit.

Frequently Asked Questions About South Anna?

1. What are the top vacation rentals in South Anna?

There are a lot of options in South Anna. If you plan on staying in the South Anna area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Anna:

2. How many vacation rentals have private pools in South Anna?

There are 14 vacation rentals with private pools near South Anna. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in South Anna are best for families?

If you are looking for a family-friendly vacation home in South Anna, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Anna:

4. How many Rentbyowner vacation rentals are available in South Anna?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 215 in the South Anna area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Anna. 

5. What is the cancellation policy for vacation rentals in South Anna, Virginia?

The cancellation policies vary by listing and owner; you should review the specific rental's policy on the listing page or contact the property owner directly to understand any fees, deadlines, or restrictions.

6. How do I ensure my booking in South Anna's vacation rentals is secure?

Secure booking is typically guaranteed through the platform’s trusted reservation system. Always verify that your payment is processed through the official site, and contact the owner if you have any concerns before confirming your reservation.

7. Are there any additional fees or charges for staying in a vacation rental here?

Additional fees such as cleaning, service charges, or taxes are often listed on the booking page. It’s advisable to review all fee details carefully on the listing or ask the property owner for clarification prior to booking.

8. What amenities and features are commonly available in vacation rentals in this destination?

Most listings will detail amenities like Wi-Fi, parking, or kitchen facilities. To ensure your needs are met, read the property description thoroughly or reach out directly to the owner for specific inquiries about features.

9. How close are vacation rentals in South Anna to local attractions or transportation options?

The proximity to attractions or transport varies by property. Check the location map and details in the listing, or contact the owner for precise information regarding the convenience of travel from the rental.