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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

Seaside -VILLA WHIMSEY-20% Savings on remaining Summer Dates.

Bedrooms 2
Space 1,910 sq ft
Property type cottage
Minimum Stay 3 - 7 nights


About the property

2 Bedrooms, 3 Baths, Sleeps 8

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 ambience 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.

*Please note this cottage only allows Friday-Friday rentals during our high season. (No exceptions)


* Located on the east side of Seaside

* Private driveway

* Third floor loft

* Access to the town amenities, 3 swimming pools, 6 tennis courts (court fees apply), 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

*20% savings offer is available for remaining dates from 6/1/18 - 6/30/18 and 7/9/18 - 8/10/18. Excludes July 4th week. Limited availability, 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. Subject to change.

More Details

Homeowners Collection
Member since: 2007
Speaks English
Calendar last updated:
22 July, 2018

About Homeowners Collection

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


Accommodation and facilities for this holiday cottage in Seaside in Santa Rosa Beach

Property Type:
  • cottage
Floor Area:
  • 1910 sq ft
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 10:00
  • Max. occupancy: 8
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Beach View
  • Away From It All
  • Family
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Hob
  • Toaster
  • 3 Bathrooms
  • 2 Bedrooms, Sleeps 8
  • 2 Queen beds, 2 Twin beds, 2 Other beds
  • Satellite / Cable
  • Television
  • Balcony
  • Bicycles
  • Golf
  • Lanai / Gazebo
  • Barbecue
  • Tennis
  • 1 bicycles
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
Onsite Services:
  • Massage
  • Staff
  • churches
  • live theatre
  • playground
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • eco tourism
  • outlet shopping
  • paddle boating
  • scenic drives
  • Shopping
  • Shuffleboard
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • fishing
  • golf
  • hiking
  • diving
  • surfing
  • swimming
  • tennis
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.


5/5 -
(4 traveller reviews)

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Seaside -VILLA WHIMSEY-20% Savings on remaining Summer Dates.
average rating of 5.0 based on 4 reviews
ada, OK

Girl's trip greatness!

  • 5 of 5

Rating Details:

The property manager was very helpful.

The vacation rental was spotless.

I was very happy with the location.

I was very satisfied with the condition of the vacation rental.

Overall, I recommend this vacation rental.

Reviewer Comments:

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.

  • Review Submitted: 13-Jun-2018
  • Date of Stay: June 2018
  • Source: HomeAway
Owner's Response: Thank you for taking the time to provide this review. We appreciate your nice comments regarding Villa Whimsey and always enjoy hearing that our guests have had a great time! We look forward to welcoming you back to Seaside very soon.
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0 0
Santa Rosa Beach, Florida


  • 5 of 5

Could not ask for a better location. House was spacious enough for all of us.

Would definitely return.

  • Review Submitted: 14-Mar-2018
  • Date of Stay: February 2018
  • Source: VRBO, from HomeAway
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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!

  • Review Submitted: 04-Jan-2012
  • Date of Stay: December 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!
Property under previous ownership / management during this stay
Did you find this review helpful?
4 0
Atlanta, GA

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!

  • Review Submitted: 26-May-2011
  • Date of Stay: April 2011
  • Source: VRBO, from HomeAway
Property under previous ownership / management during this stay
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4 0


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


Prices & Availability

Ask Owner a Question


  • 50% Deposit is Required at Time of Booking. Balance is due 45 days prior to arrival.
    Cancellations permitted prior to 45 days of arrival. Please refer to Homeowner's Collection policies and procedures.

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