Discover paradise at this top rated beach location.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Walk to Seaside Beach
2 bedrooms3 bathroomsSleeps 8
Popular amenities
Heated pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Santa Rosa Beach, FL
Seaside Beach
Place, Seaside Beach
3 min walk
Seagrove Beach West
Place, Seagrove Beach West
3 min walk
Grayton Beach State Park
Place, Grayton Beach State Park
14 min walk
Fort Walton Beach, FL (VPS-Northwest Florida Regional)
Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)
60 min drive
Rooms & beds
2 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Other Space 1
2 Single Beds
3 bathrooms
Bathroom 1
Bathtub · Toilet
Bathroom 2
Bathtub · Toilet
Bathroom 3
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
About this property
Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8
Seaside is a place of whimsy and wonder for both adults and children, and Villa Whimsey captures that spirit perfectly. Ideally situated on historic Tupelo Street—Seaside’s very first street—this charming beach home offers easy access to the iconic white sand and shimmering turquoise waters that make Seaside so beloved. The wraparound screened porch on the ground floor immediately invites you to relax with a book, chat with friends, or simply soak in the laid-back beach vibe. Thoughtfully designed for comfort and convenience, the first level includes a queen primary suite with a full bath (shower only) and a private screened porch with a glider, plus an additional queen bedroom and full bath. An essential outdoor shower completes the ground floor.
Upstairs, the open and airy second floor features a sunlit kitchen, dining area, and living room—perfect for gathering with family and friends. Two breezy decks invite you to start your mornings slowly and end your days watching the sun dip behind Seaside’s distinctive rooftops. The third-floor sleeping loft, with two twin beds and two trundles (recommended for children), offers a cozy retreat beneath the sky. A full bath with a whimsical claw-foot tub and stained-glass window adds a playful touch to the top floor.
Just two doors down from the beloved Tupelo Street Gazebo and a short walk to Seaside’s Children’s and Recreation areas, unforgettable restaurants, and boutique shops, Villa Whimsey is a restful retreat in an ideal location. As they say, “all streets in Seaside lead to the sea,” and Tupelo Street is no exception—your private beach entrance awaits at the Tupelo Street Pavilion.
* 5 night minimum Summer; 3 night minimum Fall, Spring, & Spring Break; 2 night minimum Winter. Must be 25 years of age to rent and sign registration.
Features: * Features 1,439 square feet * Private Seaside residential beach at Tupelo Pavilion * Seaside is the largest private residential beach on 30A * 3-minute walk, 176 yards to beach access * Private driveway * Third-floor loft * Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home * Access to 3 swimming pools, 5 Clay tennis courts & 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 Authority * Personalized service throughout your stay with starter amenities provided. * 2 parking passes for two-bedroom and larger homes are issued. A golf cart is considered a car, and for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit. * No pets allowed * Tankless water heater
STR23-002234
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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
About the area
Santa Rosa Beach
Located near the beach, this holiday home is in Seaside, a neighbourhood in Santa Rosa Beach. The area's natural beauty can be seen at Grayton Beach State Park and Seaside Beach. Sundog Books and Eden Gardens State Park are also worth visiting. Snorkelling, fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Panama City, FL (ECP-Northwest Florida Beaches Intl.) - 49 min drive
Restaurants
McDonald's - 13 min drive
The Big Chill 30A - 11 min drive
Idyll Hounds Brewing Company - 13 min drive
Shunk Gulley Oyster Bar - 16 min drive
The Bay - 12 min drive
Frequently asked questions
Does Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8 have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8 pet-friendly?
No, pets are not allowed at this property.
How much is parking at Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8?
On-site parking is available at the property.
What time is check-in at Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8?
Check-in begins at 4:00 PM.
What time is check-out at Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8?
Checkout is at 10:00 AM.
Where is Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8 located?
Located in Seaside, this holiday home is within 1 mi (2 km) of Seaside Beach and Grayton Beach State Park. Seagrove Beach West and Seaside Repertory Theatre are also within 5 minutes.
About the host
Hosted by Homeowners Collection
Languages:
English
Premier Host
They consistently provide great experiences for their guests