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(757) 426-6200 601 Sandbridge Road · Virginia Beach, VA 23456
siebert-realty.com

Captain Jack's

2204 Sandfiddler Road · Semi-Oceanfront · Unit 22204
Captain Jack's
Location
Semi-Oceanfront
Bedrooms
4
Bathrooms
2.1
Check-in
Sunday
Min. nights
2
Weekly rate
$1,927 – $6,467

Featured amenities

Outdoor pool available for guest use 5/1 – 10/8/2027

Also included

Check availability & book online

siebert-realty.com/sandbridge/captain-jacks/

or call Siebert Realty at (757) 426-6200

Bedding

About Captain Jack's

✨ Now Open - Fall Short Stays for 2026 & 2027✨ Captain Jack's will be accepting Short Stays for October and November 2026 & 2027! Oceanfront views for a Semi Ocean price! Located on the private north end of Sandbridge, Captain Jack's is the perfect place to kick back and enjoy the unobstructed view of dunes and ocean. Bring your binoculars to do some bird and dolphin watching! Inside, you'll love the kitchen with its ample counter space and breakfast bar that's perfect for a quick bite. Enjoy an ocean view while eating at the dining table (inside or out!). Stylishly furnished for that beach vacation experience but with the comforts of home including a large Smart TV in the living area. Ceiling fans and Smart TVs are available in all bedrooms. Enjoy your favorite music with the Bluetooth speaker located in the living room. Soak up some rays on the two open decks and relax with the family on the covered deck in the evening. You can walk the beach, swim the surf or just lay back on the warm sand. A perfect vacation can be yours at Captain Jack’s! Please note: Fireplace is decorative only (not for guest use).

Enjoy hours of family time splashing and playing or swimming laps in the brand new pool. Expansive pool decking gives you lots of room to lounge or dine poolside. This space is even better in the evenings for a great conversation area around the propane firepit.

Sunday to Sunday reservations only.

For the comfort of all guests, smoking and vaping are not permitted on this property, and pets are not allowed at this home.

In 2025: New paint throughout the entire home, New LVP in all common areas, New carpet in all bedrooms and on the stairway

To honor the service of our military, this owner offers a 5% credit on new reservations based on the current advertised weekly rate. This promo is valid for reservations made more than 90 days prior to arrival. A current military ID for active duty and retired service members or DD214 for former service members must be presented to receive this credit. Enter Promo Code: MILITARY_5. Only one promo code allowed per reservation. Not valid on reservations booked less than 90 days prior to arrival.

Property (31)

Captain Jack's – Exterior
1. Exterior
Captain Jack's – Living Room
2. Living Room
Captain Jack's – Living Room
3. Living Room
Captain Jack's – Living Room
4. Living Room
Captain Jack's – Dining
5. Dining
Captain Jack's – Dining
6. Dining
Captain Jack's – Dining
7. Dining
Captain Jack's – Kitchen
8. Kitchen
Captain Jack's – Kitchen
9. Kitchen
Captain Jack's – Laundry Room
10. Laundry Room
Captain Jack's – Pool
11. Pool
Captain Jack's – Pool
12. Pool
Captain Jack's – Pool
13. Pool
Captain Jack's – Pool
14. Pool
Captain Jack's – Grill Area
15. Grill Area
Captain Jack's – Covered Patio
16. Covered Patio
Captain Jack's – Covered Patio
17. Covered Patio
Captain Jack's – Ping Pong
18. Ping Pong
Captain Jack's – Covered Deck
19. Covered Deck
Captain Jack's – Covered Deck
20. Covered Deck
Captain Jack's – Covered Deck
21. Covered Deck
Captain Jack's – Covered Deck
22. Covered Deck
Captain Jack's – Deck
23. Deck
Captain Jack's – Deck
24. Deck
Captain Jack's – Deck
25. Deck
Captain Jack's – Deck
26. Deck
Captain Jack's – Outdoor Shower
27. Outdoor Shower
Captain Jack's – Exterior
28. Exterior
Captain Jack's – Exterior
29. Exterior
Captain Jack's – Exterior
30. Exterior
Captain Jack's – Sunrise
31. Sunrise

Bedrooms & Baths (12)

Captain Jack's – Bedroom 1
32. Bedroom 1
Captain Jack's – Bedroom 1
33. Bedroom 1
Captain Jack's – Bedroom 2
34. Bedroom 2
Captain Jack's – Bedroom 2
35. Bedroom 2
Captain Jack's – Common Bath for BR1 and BR2
36. Common Bath for BR1 and BR2
Captain Jack's – Common Bath for BR1 and BR2
37. Common Bath for BR1 and BR2
Captain Jack's – Bedroom 3
38. Bedroom 3
Captain Jack's – Bedroom 3
39. Bedroom 3
Captain Jack's – Bedroom 4
40. Bedroom 4
Captain Jack's – Bedroom 4
41. Bedroom 4
Captain Jack's – Common Bath for BR3 and BR4
42. Common Bath for BR3 and BR4
Captain Jack's – Common Bath for BR3 and BR4
43. Common Bath for BR3 and BR4
43 photos siebert-realty.com/sandbridge/captain-jacks/ Printed Nov 13, 2026