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Bobby D's

Bedrooms: 3 | Bathrooms: 2.5 | Max Occ: 6          Virtual Tour

Address: 506 Forest St

Pets Not Allowed

*Note: Published rates are exclusive of taxes and fees and are subject to change at anytime.


If you are looking for a place to enjoy the beach, nature, or beautiful views, Bobby D’s is just the place for you. This cream-colored Seaside cottage is surrounded by lush trees and shrubs that you may not expect in a palm tree-laden climate. However, the inside of this 2-story, 3-bedroom retreat is exactly what you’d expect in the most luxurious vacation cottage imaginable.

As soon as you walk in the door, you’ll find a spacious, comfortable living room with a large family-sized couch. This is the perfect place to relax and kick back in between your vacation adventures. Make your way into the kitchen and dining area, and you’ll find a newly renovated gourmet kitchen complete with an icemaker, extra beverage drawers, gas range with griddle, double ovens, and all brand new Viking appliances.  There’s also a high-top kitchen bar with flat screen TV and additional seating for three.  A half bathroom is conveniently located on the first floor just off the kitchen. 

As you walk up to the second floor, you’ll find out why this home is named Bobby D’s. An array of music records and plaques tell you that Bobby D is the famous songwriter Bobby DiPiero. Did you know that some of his songs were actually written in this very house?

At the top of the staircase, you will find all three luxurious oversized bedrooms.  The first is the spacious master suite with a King bed, double closets, a great on-suite double vanity bathroom, and flat screen TV.  It’s stunning white walls and large, white bedspread are so fresh and clean that you’ll awake refreshed every morning.  

The second queen bedroom is large and comfortable and has its own TV with a DVD player. Just outside the queen bedroom, you will find a bathroom with a shower and a deep soak tub. The third bedroom opens with French doors into a twin bedroom with 2 twin beds, a TV and DVD player perfect for both kids and adults. Just a few steps away, you’ll find the upstairs furnished outdoor balcony overlooking the rooftops of Seaside perfect for an afternoon book or cocktails with friends. 

Wherever your vacation takes you, Bobby D’s will relax and lull you to sleep every night. It’s the perfect vacation destination for anyone seeking luxury and peace.  Must be 25 years of age to rent and sign the registration.  

* Five-night minimum required during Spring Break & Summer.


  • Beautiful east side of Seaside location
  • 2311 sq. ft.
  • Outdoor charcoal grill
  • Close to family pool and playground
  • TVs in every bedroom
  • Deep soak tub
  • Gourmet renovated kitchen with icemaker and double oven
  • Washer and dryer on-site
  • Features enclosed outdoor shower
  • Access to the town amenities, 3 swimming pools, 6 tennis courts (court fees apply), and a fitness center
  • Personalized service throughout your stay
  • Starter amenities provided
  • Welcome tote comes with a complimentary bottle of wine and 2 beach towels

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Jenny G     Review Date: June 2018

Thank you for letting us stay at your wonderful home in Seaside! We had an amazing, relaxing time!

The Vaughans     Review Date: June 2018

We really enjoyed staying in your beautiful house! It is very awesome to see all your accomplishments in the music industry! We would love to stay here again! Thanks for helping us have such a relaxing and memorable vacation.

Lori L     Review Date: June 2018

Thank you for sharing your warm and wonderful home. Just walking in the door one feels the sense of relaxation and rejuvenation. I loved everything from the red front door to the screened in porch. My week was amazing.

Virginia C     Review Date: June 2018

Fabulous place and wonderful songs. We really enjoyed our stay.

Jim F     Review Date: June 2018

Oh what a wonderful place! Here for the Seeing Red Wine festival- it has been another great wine festival. Great art work, the kitchen is awesome and really everything is so well appointed. This will always be one of our favorite places.

Erin, Jim, Jack, & Lily Kate     Review Date: June 2018

Thank you so much for sharing your beautiful amazing beach house with us. We had the sweetest family vacation. You have decorated every room with so much thought and beauty.

Charlie M.     Review Date: June 2018

Wow what a beautiful house. Staying here made a great vacation even better! We had are huge fans of your eclectic decor, your fabulous kitchen, and of course ...your music! Hope to be back soon.

Randy M     Review Date: June 2018

Thanks so much for sharing your wonderful Seaside home with us. Our 4 nights/days here are the first vacation with our grandchildren.

The kenny's     Review Date: June 2018

This was our first time ti Seaside and we had a great time! The house was perfect for us and we certainly appreciate your hospitality in opening up your beautiful house. We will be back for sure.

The Haws     Review Date: June 2018

We so enjoyed spending our family vacation at your home! It's beautiful. We couldn't have picked a better place to spend our time! we hope to make it an annual vacation. Thanks for allowing us to enjoy it.

Peter M     Review Date: June 2018

We had a delightful one night stay in your beautiful warm home. Thank you for opening it to visitors of Seaside.

Paul K     Review Date: June 2018

Thank you for opening your great house to us. We enjoyed your fabulous kitchen and super comfy beds. We have been coming to Seaside for 13 years...our first stay on Forest Street! We had a great time and loved being close to the tennis courts. Thanks for sharing all the music fun to see! Our daughter wishes to meet you someday.

Katherine C     Review Date: June 2018

Wow!! What a wonderful beach house! We were pleasantly surprised to find such a comfortable & well equipped home. We especially loved the large soft sectional in the family room. The personality of this great house is well known in Seaside as many of the locals enjoyed telling us about it.

Kaite H     Review Date: June 2018

Thank you for opening your beautiful home for others to enjoy, We had such a lovely time and so inspired by all of your musical accomplishments. Everything is so relaxing, a perfect beach retreat.

Chuck L     Review Date: June 2018

Thank you for letting us stay at your Seaside "villa" We enjoyed our time here.

Laura T.     Review Date: June 2018

Thank you kindly for haring your lovely beach home with others. It was such a cozy place to enjoy our week here at Seaside. The house was so great with location as well. Also, we had everything we needed to cook, read, sit and relax, etc. It was a very well stocked home. The lighted globes outside were a beautiful touch to the garden.

Todd R     Review Date: June 2018

What a sweet refuge! Thank you for sharing your home with us. What a great way to celebrate our 9 years together!

Emily P     Review Date: June 2018

Bobby D’s is a DREAM! I’ve had the pleasure of staying here on many occasions and sleeping in every bedroom of the house! The kitchen is not only gorgeous but is equipped with top of the line features such as extra refrigerator/beverage drawers, an icemaker and a gas range with griddle, warming plate, double ovens, etc. The master bedroom is so spacious and serene with a King bed you sink right in to, double closets and a great on-suite bath. The hall bath features a great deep soak tub AND there is an outdoor shower too! Of course the highlight is the incredible artwork featuring actual gold records from country artists and many other unique pieces as well. It is such a quick walk to downtown Seaside but is set back just enough that the street stays calm and quiet. It is incredibly convenient to Seaside’s tennis courts, adult pool and workout facility as well. Would highly recommend for anyone visiting the 30A area!

Brian Poole     Review Date: July 2018

Family trip. Great time, great location, great house

Vanessa A     Review Date: August 2018

We are loyal Seaside vacationers and have stayed in probably dozens of homes throughout the years. For this trip, "Bobby D's" was the perfect size and layout for our family. The home's quality workmanship, accents, materials, and appliances (e.g. THE KITCHEN = WOW!!!) did not go unnoticed!! And, as an aside, we are admittedly a family of music fanatics.... So, we were completely "star-struck" and in awe of the magnitude of Mr. DiPiero's remarkable accomplishments, achievements and contributions to American music over the years!!! The weather may have been the worst we've experienced, but in no way sullied another great stay in Seaside!