Virginia Beach Winter Rentals & Holiday Homes

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

• Diamond Resorts Ocean Beach Club - 1 BDR Suite - Ocean Front
• Diamond Resorts Oceanaire Resort - 1 Bedroom with Ocean View Balcony
• Diamond Resorts Ocean Beach Club - 1 Bedroom Suite - No Balcony
• Boardwalk Resort and Villas - 1 Bedroom Ocean Front - Max 4
• Diamond Resorts Boardwalk Resort and Villas - 1 Bedroom - City View
• Diamond Resorts Ocean Beach Club - 1 Bedroom Suite Balcony Restricted View
• Diamond Resorts Boardwalk Resort and Villas - Studio Ocean View
• Diamond Resorts Boardwalk Resort and Villas - Studio - City View
• Diamond Resorts Boardwalk Resort and Villas - 1 Bedroom Access No Roll-in Shower
• Diamond Resorts Boardwalk Resort and Villas - 1 Bedroom Access Roll-in Shower

The average cost for winter rentals in Virginia Beach is $329 per night. Luxurysicilyvilla has a wide list of great winter places to stay near Virginia Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Yes, here are the top cottage/chalet rentals in Virginia Beach that allow you to bring your pet or dog:

• Oceanfront Villa
• Historic Carriage House at the Church Point Manor
• Atlantic Villa Fran-to-Sea
• Luxury Townhome 1 BLOCK from Beach, on Boardwalk

See all pet-friendly vacation rentals in Virginia Beach on Luxurysicilyvilla

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Virginia Beach to find what works for you.

As of 2026, the data from Luxurysicilyvilla shows that there are over 115 private swimming pools or indoor pools accommodations near Virginia Beach along with other great amenities.