Entire home

Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8

Photo gallery for Updated 2-Bedroom W/Loft in Seaside 1 Block to Beach, 2 Adult Bikes, Sleeps 8

A two-story house with a front porch, a screened door, and a small staircase leading to the entrance.
A covered porch with wicker furniture, a ceiling fan, and large windows.
A deck with wicker chairs and a table, overlooking a residential area with trees and a distant building.
A spacious living area with a high ceiling, a kitchen in the background, and a dining area with stools.
A bedroom with a bed, a ceiling fan, a window with curtains, a nightstand, and a potted plant.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Top rated beach location
    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

View in a map
Santa Rosa Beach, FL
  • Place, Seaside Beach
    ‪3 min walk‬
  • Place, Seagrove Beach West
    ‪3 min walk‬
  • Place, Grayton Beach State Park
    ‪14 min walk‬
  • 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

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 121053vb
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.
Map
Santa Rosa Beach, FL

What's nearby

  • Seaside Beach - 3 min walk - 0.3 km
  • Seagrove Beach West - 3 min walk - 0.3 km
  • Central Square - 5 min walk - 0.4 km
  • Seagrove Beach East - 6 min walk - 0.6 km
  • Grayton Beach State Park - 14 min walk - 1.2 km

Getting around

  • 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

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback