Entire home
Steps to Seaside Avenue, Pools, Park & Beach in Seaside + 2 Adult Bikes!
Holiday home with a fitness centre, a short walk to Seaside Beach
Photo gallery for Steps to Seaside Avenue, Pools, Park & Beach in Seaside + 2 Adult Bikes!





Reviews
9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 82311 sq ft
Popular amenities
Explore the area

Santa Rosa Beach, FL
- Place, Seaside Beach5 min walk
- Place, Grayton Beach State Park12 min walk
- Place, Blue Mountain Beach11 min drive
- Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)67 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
Bedroom 4
1 King Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only · Jetted bathtub
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
About this property
Steps to Seaside Avenue, Pools, Park & Beach in Seaside + 2 Adult Bikes!
2 Kings, 1 Queen, 2 Twins - (Sleeps 8)
Please be advised that there is construction located south of this home between Seaside and Watercolor for improvements. We
apologize for the inconvenience. The construction completion date is January 2026.
Welcome to Bobby D's- a four-bedroom, 2-story retreat, nestled in the heart of all things Seaside, FL. This home has a prime location only a 5-minute walk to the beach, steps to Seaside Ave., the family pool, and the park. Walk to over 35 shops and restaurants just steps from your front door and only a 4-minute walk to the Seaside Amphitheater. At Bobby D’s, you’ll relax with family and friends at mealtime in the gourmet kitchen and on the open-air front porch overlooking the lighted side yard and seating area.
The eat-in kitchen offers granite countertops, a Viking gas range, and stainless appliances throughout. The thoughtful layout allows for 3 bar stools and a small flat-screen TV so that no one misses their favorite shows. The dining area offers seating for 6 in a designated dining area enhanced by a gas fireplace and original artwork. A half-bathroom is conveniently situated just off the kitchen. The living room is the perfect place for everyone to gather, with the vast sectional sofa before a 40-inch flat-screen TV and DVD player. Gorgeous hardwood floors run throughout. The primary king suite is located downstairs and has its own ensuite bathroom. This king has its own mounted flat-screen TV, a chase lounge, and a large private ensuite bathroom with dual vanities, a soaker tub, and a glass-enclosed walk-in shower.
As you head up the stairs to the second floor, you’ll see that the owner of Bobby D’s is the renowned songwriter, Bobby D, who wrote the #1 Montgomery Gentry song, "Gone," with Jeff Steele on the top balcony! Bobby has also worked with the likes of Vince Gill, Tim McGraw, and Faith Hill, and his gift for making music is matched only by his taste in décor.
Upstairs, you’ll find three more bedrooms. The second bedroom is a secondary king primary bedroom with its own ensuite bath. This generous king bedroom has a dresser, a mounted flat-screen TV, and closets. The private bathroom has granite dual vanities and a glass-enclosed shower. The third bedroom up features a queen bed with a flat-screen TV and windows with plenty of natural light and a full shared bathroom just outside. This shared full bathroom features a single vanity with a tub/shower combination that is shared with the adjacent fourth bedroom. The fourth bedroom opens with French doors, revealing two twin beds, a TV, and a DVD player, making it perfect for kids and adults alike. A beautifully situated balcony is just across the hall. Here you can share a cocktail with family and friends as you overlook the rooftops of Seaside and take in the serenity.
After a day at the beach, rinse off in the outdoor shower and barbecue on a charcoal grill located off the side porch. The shaded walking trails running throughout Seaside can be accessed through the picket fence to the north. The famed shops and boutiques are within easy walking distance.
* 5 nt. min. Spring, Spring Break & Summer; 3 nt. min. Fall; 2 nt. min. Winter. Must be 25 years of age to rent & sign registration.
Features:
* 2,311 square feet
* Private Seaside Residential Beach at East Ruskin Pavilion, the largest private beach on 30A
* 5-minute walk, 352 yards to the beach
* Lighted outdoor sitting area
* Enclosed outdoor shower
* Washer & Dryer
* Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
* Access to 3 swimming pools, 5 Clay & 3 Pickleball courts (court fees apply), and a fitness center
* Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes for pickup at Seaside Transit
* Personalized service throughout your stay & starter amenities provided
* 2 parking passes. A golf cart is considered a car. Special circumstances and medical needs requests require a golf cart permit
* No pets allowed
STR23-002237
Please be advised that there is construction located south of this home between Seaside and Watercolor for improvements. We
apologize for the inconvenience. The construction completion date is January 2026.
Welcome to Bobby D's- a four-bedroom, 2-story retreat, nestled in the heart of all things Seaside, FL. This home has a prime location only a 5-minute walk to the beach, steps to Seaside Ave., the family pool, and the park. Walk to over 35 shops and restaurants just steps from your front door and only a 4-minute walk to the Seaside Amphitheater. At Bobby D’s, you’ll relax with family and friends at mealtime in the gourmet kitchen and on the open-air front porch overlooking the lighted side yard and seating area.
The eat-in kitchen offers granite countertops, a Viking gas range, and stainless appliances throughout. The thoughtful layout allows for 3 bar stools and a small flat-screen TV so that no one misses their favorite shows. The dining area offers seating for 6 in a designated dining area enhanced by a gas fireplace and original artwork. A half-bathroom is conveniently situated just off the kitchen. The living room is the perfect place for everyone to gather, with the vast sectional sofa before a 40-inch flat-screen TV and DVD player. Gorgeous hardwood floors run throughout. The primary king suite is located downstairs and has its own ensuite bathroom. This king has its own mounted flat-screen TV, a chase lounge, and a large private ensuite bathroom with dual vanities, a soaker tub, and a glass-enclosed walk-in shower.
As you head up the stairs to the second floor, you’ll see that the owner of Bobby D’s is the renowned songwriter, Bobby D, who wrote the #1 Montgomery Gentry song, "Gone," with Jeff Steele on the top balcony! Bobby has also worked with the likes of Vince Gill, Tim McGraw, and Faith Hill, and his gift for making music is matched only by his taste in décor.
Upstairs, you’ll find three more bedrooms. The second bedroom is a secondary king primary bedroom with its own ensuite bath. This generous king bedroom has a dresser, a mounted flat-screen TV, and closets. The private bathroom has granite dual vanities and a glass-enclosed shower. The third bedroom up features a queen bed with a flat-screen TV and windows with plenty of natural light and a full shared bathroom just outside. This shared full bathroom features a single vanity with a tub/shower combination that is shared with the adjacent fourth bedroom. The fourth bedroom opens with French doors, revealing two twin beds, a TV, and a DVD player, making it perfect for kids and adults alike. A beautifully situated balcony is just across the hall. Here you can share a cocktail with family and friends as you overlook the rooftops of Seaside and take in the serenity.
After a day at the beach, rinse off in the outdoor shower and barbecue on a charcoal grill located off the side porch. The shaded walking trails running throughout Seaside can be accessed through the picket fence to the north. The famed shops and boutiques are within easy walking distance.
* 5 nt. min. Spring, Spring Break & Summer; 3 nt. min. Fall; 2 nt. min. Winter. Must be 25 years of age to rent & sign registration.
Features:
* 2,311 square feet
* Private Seaside Residential Beach at East Ruskin Pavilion, the largest private beach on 30A
* 5-minute walk, 352 yards to the beach
* Lighted outdoor sitting area
* Enclosed outdoor shower
* Washer & Dryer
* Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
* Access to 3 swimming pools, 5 Clay & 3 Pickleball courts (court fees apply), and a fitness center
* Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes for pickup at Seaside Transit
* Personalized service throughout your stay & starter amenities provided
* 2 parking passes. A golf cart is considered a car. Special circumstances and medical needs requests require a golf cart permit
* No pets allowed
STR23-002237
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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9.6 out of 10, (35 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Santa Rosa Beach
Located near the beach, this holiday home is in Seaside, a neighbourhood in Santa Rosa Beach. While the natural beauty of Grayton Beach State Park and Seaside Beach can be enjoyed by anyone, those looking for an activity can explore Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links.
Sundog Books and Eden Gardens State Park are also worth visiting. Discover the area's water adventures with snorkelling and surfing/body boarding nearby, or enjoy the great outdoors with cycling and ecotours.

Santa Rosa Beach, FL
What's nearby
- Seaside Beach - 5 min walk - 0.4 km
- Seagrove Beach East - 8 min walk - 0.7 km
- Grayton Beach State Park - 12 min walk - 1.1 km
- Grayton Beach - 8 min drive - 5.3 km
- Blue Mountain Beach - 11 min drive - 8.0 km
Getting around
Restaurants
- Pickles - 5 min walk
- Bud & Alley's Waterfront Restaurant & Bar - 6 min walk
- Amavida Coffee Roasters - 5 min walk
- Black Bear Bread Company - 5 min walk
- Great Southern Café - 4 min walk
Frequently asked questions
About the host
Hosted by Homeowners Collection
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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