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Spring Break
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Fourth Of July
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Fall Break
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Summer 2019
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Villa Whimsey

Bedrooms: 2 | Bathrooms: 3 | Max Occ: 8          Virtual Tour

Address: 119 Tupelo Street

Pets Not Allowed

*Note: Published rates are exclusive of taxes and fees and are subject to change at anytime.

2 QUEEN BEDS, 2 TWINS WITH TRUNDLES (Twin trundles accommodate smaller children)

Reminiscent of a Victorian-style home, the whimsical ‘Villa Whimsey’ cottage offers comfort and privacy in beautiful Seaside. Greeted by a screened-in, wraparound porch, the welcoming home provides plenty of room for people watching and outdoor dining, with an ideal Seaside location.

The ground floor of the cottage includes a queen-sized master suite, decked out in tropical décor, along with another queen-sized guestroom with a window seat and the addition of a first-floor bath. There’s also a private, screened-in porch off this level of the home.

The second floor of the pastel-hued home also features a vaulted ceiling in the main living area, creating the illusion of even more space in the comfortable surroundings. It includes casual furnishings, plus a desk and a television. Meanwhile, a well-equipped kitchen provides the convenience of an island for extra prep room or for casual dining. There’s also to a built-in dining area, surrounded by plentiful natural light. As well, there are two decks off this level, ideal for watching a spectacular sunset.

Head up to the third floor for the sleeping loft, complete with twin trundle beds. The top-level bath adds distinctive touches, including a crescent-shaped, stained glass window over a claw foot tub. As well, this level looks down upon the spacious living area, with an interior balcony that opens up the space even more.

In addition, the cottage provides an ideal location for heading out to the beach and water, at home along Tupelo Street. The home sits just two doors down from the popular Tupelo Street Gazebo, and is not far from a number of boutique stores, restaurants and various family-friendly areas of spectacular Seaside.  Must be 25 years of age to rent and sign registration.  

*Five-night minimum required during Spring Break & Summer. 7 Night Minimum July 4th week.


  • Located on the east side of Seaside
  • Two doors down from the Tupelo Street Gazebo
  • 1,910 sq. ft.
  • Access to the town amenities, 3 swimming pools, 6 tennis courts (court fees apply), and a fitness center
  • Welcome tote with 2 beach towels and a complimentary bottle of wine
  • Personalized service throughout your stay
  • Starter amenities provided

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Jan H.     Review Date: September 2014

Perfect location for a perfect house! Loft was great for 2 teenage boys and the claw foot tub was adorable! The house was so comfortable. Loved every minute of our New Year's trip to the beach. The weather was perfect and we didn't want to leave. We will stay at Villa Whimsey again!

Tim B.     Review Date: September 2014

We were so appreciative of the owners kindness and our experience at the Villa Whimsey over the Easter holiday of 2011. I had just lost my mother and needed a peaceful, "glitch-free" get-away... and this was certainly our answer. We had several questions and concerns about our stay before even arriving... which were quickly and thoughtfully addressed. Upon arriving I was deeply touched to find heartfelt words of condolences waiting for me! The villa was clean and charming, with all the conveniences we needed to feel "at home" during our stay. Most importantly, it was very quiet (a quick walk to all the "action" and beach, yet not in all the noise!). The only issue we mentioned to the owner was that the sleeping area was distinctively cooler in airconditioning than the other floors... yet this would not distract us from happily renting at the Villa Whimsey in the future. Thank you, sweet owners, for personalizing our visit to your home!

Kelli L.     Review Date: June 2018

Our group of 7 enjoyed a relaxing, wonderful trip in Seaside! We had great food, fellowship and lots of fun in this wonderful house. Perfect for guests of varying ages, the early risers didn't have to disturb the late sleepers. Plenty of room at the table for meals and games, along with everything you'll need to enjoy your stay.

Kelli E     Review Date: October 2018

This home was perfect for a long weekend get away! Kids loved the loft area. The kitchen is fully stocked with everything you could possibly need! House was very clean. Management was quick to respond and send help when we couldn't access the WiFi. WiFi is spotty, but it's probably like that in all of Seaside. This house was great!!