Villa Whimsey

119 Tupelo Street

A Whimsical Victorian Cottage in the Heart of Seaside

Reminiscent of a classic Victorian-style beach cottage, Villa Whimsey delivers charm, comfort, and privacy in one of the most desirable locations in Seaside, Florida. With its inviting screened wraparound porch and storybook aesthetic, this home offers a peaceful retreat just moments from the energy of town.

Inviting Outdoor Living & Classic Seaside Charm

The spacious screened wraparound porch sets the tone for relaxed coastal living—ideal for al fresco dining, morning coffee, or classic Seaside people-watching. Additional private screened outdoor space on the ground level provides a quiet escape for unwinding after a beach day.

Ground-Floor Bedrooms Designed for Comfort

The first level features a queen primary suite styled with tropical accents, creating a calming coastal retreat. A second queen guest bedroom offers a charming window seat and cozy atmosphere. A full bathroom and access to a private screened porch complete this level, making it ideal for guests seeking privacy and convenience.

Airy Main Living Area with Vaulted Ceilings

Upstairs, the main living space is filled with natural light and coastal character. Vaulted ceilings, soft pastel tones, and comfortable furnishings create an inviting environment to relax. A dedicated desk and television add functionality, while the open layout flows seamlessly into the kitchen and dining areas.

Well-Equipped Kitchen & Sunlit Dining Nook

The kitchen is thoughtfully designed with ample storage, an island for additional prep or casual seating, and everything needed for vacation meals. A built-in dining nook, bathed in natural light, provides a charming space for gathering. Two adjacent decks extend the living space outdoors—perfect for enjoying Gulf breezes and unforgettable sunsets.

Unique Third-Floor Loft with Character

The third-floor sleeping loft features twin trundle beds and a full bathroom rich in personality. A claw-foot tub beneath a crescent-shaped stained-glass window adds a whimsical touch. An interior balcony overlooks the living room below, enhancing the home’s open and playful design.

Unbeatable Seaside Location

Located just two doors down from the iconic Tupelo Street Gazebo, Villa Whimsey places you within easy walking distance of Seaside’s private beach access, boutique shopping, dining, and town events. This charming cottage is perfectly positioned to experience the best of Seaside while enjoying a peaceful, private escape.

Must be 25 years of age to rent and sign the registration. 3-night minimum Spring, Spring Break | 5-night minimum Summer | 3-night minimum Fall | 2-night minimum Winter

FEATURES

• 1,439 square feet of thoughtfully designed living space
• Private Seaside residential beach access at Tupelo Pavilion
• Just a 3-minute (176-yard) walk to the beach
• Located two doors down from the iconic Tupelo Street Gazebo
• Peacock Alley Linens – fresh, luxurious towels and sheets throughout the home
• Full access to Seaside amenities, including 3 swimming pools, 5 clay tennis courts (court fees apply), 3 pickleball courts (court fees apply), and a fitness center
• Welcome tote with two beach towels, a complimentary bottle of wine, and two complimentary rental bikes for pickup at the Seaside Transit Authority
• Personalized service throughout your stay
• Starter amenities provided for a seamless arrival
• Parking passes issued per Seaside regulations: 1 pass for one-bedroom cottages and 2 passes for two-bedroom and larger homes
• Golf carts are considered vehicles; golf carts for non-homeowners are prohibited unless a special or medical permit is approved
• No pets allowed

STR23-002234