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VILLA WHIMSEY -President’s Day Get-A-Way - Stay 2 Get 3!- Seaside, FL.

Bedrooms 2
Property type cottage
Minimum Stay 3 - 7 nights


Minimum Stay
3 - 7 nights

About the property

Cottage, 2 Bedrooms + Loft, 3 Baths, (Sleeps 8)

*Friday to Friday, seven-night minimum required during Spring Break & Summer.

Seaside is a place of whimsey for adults and children alike. Villa Whimsey, located on Tupelo Street, Seaside's first street, with easy access to the dazzling white beach and sparkling turquoise water for which the Gulf of Mexico and Seaside are famous, is the perfect place to call home during your visit. The wrap-around screened porch on the ground level immediately invites you to read, visit, or just hang out. It also welcomes you to the best of all possible beach house designs. A queen master suite, including a full bath and a private screened porch with a glider, a queen bedroom and bath, and the all important outside shower complete the ground floor. The second floor is an open, airy and light-filled dining room, kitchen, and living room with plenty of room for socializing with family and friends. Two decks encourage you to wake up slowly and then entice you to watch the sunset over the distinctive roofs of Seaside as another day comes to a close. A third-floor sleeping loft with views of the sky further adds to the ambiance of being at the beach. The full bath has a whimsical claw-footed tub and a stained glass window. There are two twin beds with trundles in the loft. Villa Whimsey makes a restful and relaxing retreat for all.

Villa Whimsey is two doors from the Tupelo Street Gazebo, a favorite gathering place for young and old. The Children's and Recreation Areas are close by, along with unforgettable restaurants and boutiques. It is said that 'all streets in Seaside lead to the sea' and Tupelo is no different. Your special treat is that your gateway to the beach is the Tupelo Street Beach Pavilion.

Seaside is a place different from any other. It allows the whole family a freedom to explore and experience a simpler life while benefiting from the New Urban-ism that has been the guiding principle of this town. It doesn't matter if you are going shopping, to the beach, to a restaurant, or to the post office - walking is the preferred means of getting there. The opportunities to enjoy cultural activities whether it be live theater, great art galleries, live concerts, or movies on the lawn; to learn a new skill such as tennis, boccie ball, or extended porch sitting; or just to have fun riding bikes, sharing, and experiencing the special Seaside collection of white picket fences and pastel-colored wooden houses are all right there - just down an inviting brick street or a hidden winding path. Dune lakes, golf courses, and longer bicycle treks are all nearby.

This charming destination on the Gulf of Mexico is neighbor to other Emerald Coast Beaches including Destin, Sandestin, Grayton, Seagrove, and South Walton. You are certain to enjoy this delightful town with its beautiful homes, friendly businesses, gracious community, and its laid-back and easy lifestyle. Villa Whimsey is the essence of it all.

*Quotes are approximate.


* Located on the east side of Seaside

* Access to the town amenities, 3 swimming pools, 6 tennis courts, and a fitness center

* Welcome tote filled with goodies for your stay including a bottle of wine

* Personalized service throughout your stay

* Starter amenities provided

Sweetheart Deal (3rd night free + Champagne & Chocolates), President's Day (3rd night free), and the Seaside School Half Marathon & 5K! Sooooo many reasons to STAY WITH US!

The Homeowner's Collection "Valentine's" special is available for stays February 9- February 16, 2017 for participating cottages. The Homeowner's Collection "President's Day" special is available for stays February 17- February 21, 2017 for participating cottages. Two (2)-night minimum consecutive stay required. Limited availability and not applicable to existing reservations. Additional restrictions may apply; fees & taxes are excluded. These specials cannot be used in conjunction with other offers, are based on availability, and some restrictions may apply. Available on participating cottages only. Subject to change. Special offers and packages are not bookable online. Please call 855.411.1557 for reservations.

More Details

Homeowners Collection
Member since: 2007
Speaks: english
Manager indicates their response time is:
Within an hour
Calendar last updated:
January 20, 2017

About Homeowners Collection

An exclusive vacation experience brought to you by the homeowner's of Seaside, Florida.


5/5 -
(2 traveler reviews)

VILLA WHIMSEY -President’s Day Get-A-Way - Stay 2 Get 3!- Seaside, FL.
average rating of 5.0 based on 2 reviews
Atlanta, GA

A whole lot of Whimsey is a great thing!

  • 5 of 5

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!

  • Submitted: Jan 4, 2012
  • Stayed: Dec 2011
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for your kind comments. We're so glad you and your family enjoyed your stay in Villa Whimsey. We look forward to hosting you again in the future. Happy New Year!
During this stay the property was under previous owner or management.
Did you find this review helpful?
3 0

A Wonderful Family Respite!

  • 5 of 5

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!

  • Submitted: May 26, 2011
  • Stayed: Apr 2011
  • Source: VRBO, from HomeAway
During this stay the property was under previous owner or management.
Did you find this review helpful?
3 0


Nearest Airport
35.5 Miles
Northwest Florida Beaches International Airport
Nearest Barpub
0.1 Miles
Bud & Alleys Waterfront Restaurant & Rooftop Bar
Nearest Golf
2.4 Miles
Santa Rosa Golf & Beach Club
Nearest Restaurant
0.1 Miles
The Great Southern Cafe
Car: not necessary

Also available: YOLO Boarding and lawn croquet. Volleyball and Badminton courts. Pilates & Yoga room.


Rates & Availability

Seaside Cottage Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Jan 2 2017 - Mar 3 2017
3 night minimum stay
Mar 4 2017 - Mar 10 2017
3 night minimum stay
Spring Break
Mar 11 2017 - Apr 21 2017
7 night minimum stay
Apr 22 2017 - May 26 2017
5 night minimum stay
May 27 2017 - Jun 30 2017
7 night minimum stay
July 4th
Jul 1 2017 - Jul 7 2017
7 night minimum stay
Jul 8 2017 - Aug 11 2017
7 night minimum stay
Aug 12 2017 - Nov 3 2017
3 night minimum stay
Nov 4 2017 - Nov 17 2017
3 night minimum stay
Nov 18 2017 - Nov 24 2017
3 night minimum stay
Nov 25 2017 - Dec 22 2017
3 night minimum stay
Dec 23 2017 - Jan 5 2018
3 night minimum stay

Additional information about rental rates

Limited Damage Waiver $50 + Tax
Departure Clean $230 + Tax
Processing $100 + Tax
Tax Rate 12.5%

Seven night minimum with a Friday to Friday stay required during Spring Break & Summer.
50% is due at the time of booking. The remaining 50% is due 45 days before arrival.
Published rates are exclusive of taxes and fees and are subject to change at anytime.

50% is due at the time of booking. The remaining 50% is due 45 days before arrival.
Published rates are exclusive of taxes and fees and are subject to change at anytime.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates for accurate pricing
Available arrival
Available stay (no arrival)


Seaside Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Floor Area:
  • 1439 sq. ft.
Location Type:
  • Downtown ...
  • Away From It All
  • Family
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking Off Street
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Bathroom 3 - toilet , tub
    Bathroom 1 - toilet , combination tub/shower , tub has shower head connection
    Bathroom 2 - toilet , shower
  • 2 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 queen , with TV
    Loft - 2 twin/ single , Third floor, with TV
    Bedroom 2 - 1 queen , with TV
  • Books
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Balcony ...
  • Bicycles ...
  • Deck / Patio ...
  • Outdoor Grill
  • Tennis ...
  • 2 bicycles
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
Onsite Services:
  • Concierge
  • churches
  • cinemas
  • health/beauty spa
  • live theater
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • boating
  • horseback riding
  • miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
The Adult pool is reserved for those 16 years of age or older and is not heated. The Family pool is heated and covered in the winter, and the West pool is heated during peak winter times.

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