Feeling Good Again Santa Rosa Beach

On Seaside Ave 'Feeling Good Again' Stunning 8-10BR Sleeps 18-22!






2022 structure and interior updates- New full exterior and interior paint, new carpet in bedrooms, all new walk boards around the home, and roof resurfacing.

The main home is 8 bedrooms, sleeping 18 with 3 king suites, 3 queen suites, bunk room for 3 and a third floor teen suite with 3 twin beds. 2 additional king guest suites located in a separate guest cottage can be added for an additional fee. Please inquire with Sandpiper Vacation Rentals for pricing.

Welcome to ‘Feeling Good Again,’ a distinguished eight-bedroom vacation rental in Seaside, Florida. Known to many as the Vera Bradley Bed and Breakfast, this iconic home is a 30A landmark that sits steps away from the town square and beaches made famous by The Truman Show. The 2-bedroom guest cottage can be rented with the main house or separately. Please note the pricing quoted is for the main 8 bedroom home only. Please inquire for additional pricing on the guest house.

Remarkable in nature, ‘Feeling Good Again’ perfectly pairs classic Seaside style with awe-inspiring architectural elements. The home redefines “southern charm” with its two-story veranda, Tuscan columns, gardens, and rooftop deck which offers unparalleled views of the Gulf of Mexico.

The property’s exterior beauty is only eclipsed by the grand nature of the interior. Enjoy chic, coastal décor and antique touches that make you feel right at home. Bright, open, and spacious, the living room offers plenty of seating for everyone and connects seamlessly to the kitchen and dining areas. The dining room table has enough room for six, with a nearby breakfast bar adding space for four more. The picture-perfect, Thermador Range featured kitchen comes complete with the most up-to-date appliances, a farmhouse style sink, and an abundance of counter and cabinet space.

The home spans over 5,500 square-feet, offering sleeping arrangements for 22 guests in the form of a main house and two carriage houses. The main house offers four king suites, two queen suites, one twin bedroom with a twin over full bunk and trundle bed, and one additional twin bedroom with three twin beds. Each room comes with a private bathroom and wet bar for your convenience. The carriage houses each comes with a private king bedroom, bathroom, living room, and kitchenette.

Make your way to the 600-square-foot rooftop deck and enjoy some of the best views on 30A. Soak in the town’s rich history and renowned beaches from the comforts of “home.” Should you decide to venture out, a world of boutique shops, vintage food trucks, award-winning eateries, and concerts are at your fingertips and right outside your door.

Bedding Details (Sleeps 18 main house; 22 when guest houses are added)
Main House First Floor:
- Guest Bedroom: King Bed, Private Bath, Bar
- Guest Bedroom: Queen Bed, Private Bath (Handicap Accessible), Bar
Main House Second Floor:
- Guest Bedroom: King Bed, Private Bath, Bar
- Guest Bedroom: Queen Bed, Private Bath, Bar
- Guest Bedroom: Queen Bed, Private Bath, Bar
- Guest Bedroom: King Bed, Private Bath, Bar
- Bunk Room: Twin-over-Queen Bunk Bed with Twin Trundle, Private bath
Main House Third Floor:
- Guest Bedroom: Three Twin Beds, Private Bath

Rented separately or together:
Guest House First Floor:
- Guest Bedroom: King Bed, Private Bath, Kitchenette
Guest House Second Floor:
- Guest Bedroom: King Bed, Private Bath, Kitchenette. Pull out couch available upon request.

4 Bikes Included with Rental and 2 bikes for each guest cottage.
2 Parking Spots on Seaside Avenue + additional side parking for up to 4 more cars

*Please note we automatically include the cost of swim and fitness passes to our Seaside reservations. This charge is optional with Sandpiper Vacation Rentals and listed as part of the “resort fee” in VRBO’s cost breakdown. The cost for this cottage is $275/day. Please call us if you would like to remove this charge after booking.

Free WiFi


  • Full Kitchen
  • Refrigerator
  • Coffee Maker
  • Ice Maker
  • Microwave
  • Toaster
  • Cookware
  • Blender
  • Oven
  • Dishwasher
  • Keurig Coffee Maker
  • Central Air
  • Air Conditioning
  • Ceiling Fans
  • Linens
  • Washer & Dryer
  • Ironing Board
  • High Speed Internet
  • No Phone
  • Nearby ATM
  • Nearby Post Office
  • Nearby FedEx
  • Nearby Bank
  • Area FitnessCenter
  • Nearby Medical Services
  • Nearby Grocery
  • Outlet Shopping
  • Movie Theatres
  • Golf Course
  • Community Playground
  • Outdoor Amphitheatre
  • Patio
  • Balcony
  • BBQ Grill
  • Outdoor Shower
  • Shared Pool
  • Tennis
  • Croquet Lawn
  • Playground
  • Tower with Gulf View
  • Near Beach
  • Close to Town
  • Near Park
  • Cable TV
  • DVD Player
  • Games
  • WiFi
  • Smart TV
  • Netflx, Amazon, & Hulu+
  • 4 Bikes Included
  • Television
Beach Town
  • Beach Town - Seaside
  • DiningSeats - 13
  • DisplayRate - From $875-$2275/nt
  • LocationField - Sandpiper Vacation Rentals
Special Amenity
  • Special Amenity - Community Pool
  • View - Tower View
Show All

Season Period Min.Stay Nightly Weekly Monthly
Holidays 9/23/2023 - 10/13/2023 3 $1040 $7280
Fall 10/14/2023 - 11/5/2023 3 $1200 $8400
Winter 11/6/2023 - 11/17/2023 3 $800 $5600
Holidays 11/18/2023 - 11/24/2023 3 $1300 $9100
Winter 11/25/2023 - 12/22/2023 3 $800 $5600
Holidays 12/23/2023 - 12/31/2023 3 $1300 $9100
Winter 1/1/2024 - 3/1/2024 3 $800 $5600 $18000
Early Spring 3/2/2024 - 3/8/2024 7 $10500
Spring Break 3/9/2024 - 4/5/2024 7 $10500
Late Spring 4/6/2024 - 5/24/2024 3 $1200 $8400 $36000
Summer I 5/25/2024 - 6/28/2024 7 $14000 $60000
Peak Summer 6/29/2024 - 7/5/2024 7 $15400
Summer II 7/6/2024 - 8/2/2024 7 $14000
Summer III 8/3/2024 - 8/16/2024 3 $2000 $14000

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