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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

In Seaside Proper-LEEWARD-Spring Fever is in the Air!

Bedrooms 2
Half Baths1
Property type cottage
Minimum Stay 2 - 5 nights


About the property

2 Bedrooms, 2.5 Baths, Sleeps 4

Leeward cottage is a Seaside classic with a brand new look for 2018! This cottage features an impressive trio of porches for multiple floors of outdoor living, dining and views. Welcomed by a delightful front porch, complete with rockers, the home immediately creates an easy-going, relaxed vibe for all who visit.

Two queen-sized bedrooms, both with TVs and private baths, make up the first level of the home, highlighted by peaceful earth tones with hints of color throughout. Meanwhile, wooden steps wind up to the main living level of the home, with its comfortable and quaint living room, framed by an infusion of plenty of natural light.

A cozy kitchen offers up just the right amount of space for guests, large enough to prepare a meal, yet efficient enough to stay tidy. The nearby dining room, meanwhile, allows space for a casual meal, overlooking some of the best extra features of the home. For additional space, open up the glass doors to a delightful outdoor dining area, with tree topped scenery providing both views and privacy.

For some of the most exciting views in the home, climb up the unique ladder stairway to your own furnished tower porch. Whether sipping on your morning coffee high above the rest or watching a magical sunset at the end of your refreshing day, this versatile space helps push your Seaside vacation to new heights, delivering just the right mix of relaxation and comfort.

With a convenient location not far from swimming and recreation, Leeward presents an exceptional choice for guests, exceeding your expectations as it rises to the top of your list of vacation cottages in sunny Seaside, Florida.

*A non-refundable pet fee of $275.00 (plus sales tax) is required. The online quote does not reflect the additional charge. The additional fee of $275 will be added to your reservation and you will receive an updated receipt confirming your reservation and the total charge including the pet fee.


- Media in every room

- 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

- Located on the west side of Seaside

- Tower offering spectacular views

- Pole mounted grill

- Washer & Dryer

- Starter amenities provided

*Save 15% OFF 3-4 Nights, Save 20% OFF 5-6 Nights, Save 25% OFF 7+ Nights.

The Homeowner's Collection Spring Fever Special is available for stays from 3/3/18 - 3/9/18 and 4/21/18-5/27/18. Three (3)-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.

More Details

Property Manager
Homeowners Collection
Member since: 2007
Speaks: english
Manager indicates their response time is:
Within 12 hours
Calendar last updated:
March 18, 2018

About Homeowners Collection

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


Seaside Cottage Accommodation and Amenities

Property Type:
  • cottage
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 4
  • Min. age of primary renter: 0
  • Children welcome
  • Parties/events not allowed
  • Pets considered
  • Non smoking only
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • 2 Bathrooms
  • 1 Half Bath
  • 2 Bedrooms, Sleeps 4
  • 2 Queen beds
  • DVD Player
  • Satellite / Cable
  • Television
  • Balcony
  • Bicycles
  • Deck / Patio
  • Golf
  • Kayak / Canoe
  • Outdoor Grill
  • Tennis
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
  • cinemas
  • live theater
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • outlet shopping
  • paddle boating
  • scenic drives
  • shopping
  • shuffleboard
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • swimming
  • tennis
  • water skiing
Seaside, Florida...a beautiful coastal community where old time values still apply. Where kids can be outside and enjoy the sunshine and adults can relax and enjoy the beautiful beaches and town. Seaside offers three swimming pools, six tennis courts, croquet lawn, well equipped fitness center, nature walks, bicycle rentals, shopping and so much more. Our cottages have all the charm and space you'll need for a weekend getaway or a week stay. Homeowner's Collection-Where Your Story Unfolds!


4.5/5 -
(2 traveler reviews)

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In Seaside Proper-LEEWARD-Spring Fever is in the Air!
average rating of 4.5 based on 2 reviews
Birmingham, AL

Thanksgiving at Seaside

  • 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:

Everything at Leeward was as represented on the listing. One bonus is that the house has 2 1/2 baths instead of just 2, with the half bath being on the floor with the kitchen, LR and DR. The decks are very nice and the house is well-maintained. I booked at the last minute and management company was able to handle that and get all the information I needed to me in a timely fashion.

  • Submitted: Nov 29, 2017
  • Stayed: November 2017
  • Source: HomeAway
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Nice place, horrible beds

  • 4 of 5

We stayed for a week in Leeward and really enjoyed the house.


I liked that the bedrooms were on the first floor and the living was upstairs. The house had a sufficient and stocked kitchen, wifi included, basic tv, and decent furniture. I liked that there were 2 personal baths downstairs with the bedrooms and a 1/2 bath upstairs. The house was thoroughly cleaned and ready for us when we arrived. The location was nice. I was afraid it would be a little far back in town, but I forget how easily accessible everything is in Seaside. It was a short walk to town and to the beach. We also had plenty of parking in front of the house. The included pool pass was nice.


The mattresses were horribly uncomfortable. We rolled in to the middle of the bed all night and I will definitely have to see a chiropractor a few times to get realigned. If the beds were nicer, this would have been a much better property and more comfortable stay. The third floor loft wasn't ever used as getting up/down was a little scary. It was hard to keep my 4 year old away from the stairs. There are only two tall chairs in a small space on the third floor deck. It isn't really usable. The outdoor areas needed fans. Since it was so warm, we were unable to sit outside on either to top screened porch or the lower front porch because there was no air moving. No bikes are included. No beach toys, beach towels, games, dvd player, etc included like you can find in some of the houses.

  • Submitted: Jul 1, 2015
  • Stayed: June 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for taking the time to review Leeward. We truly value the opinion of our guests. We are glad your overall experience was positive. We have noted your amenity suggestions. Our staff is dedicated to making our guests feel at home. We look forward to the opportunity to host you again.
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Also available: Croquet. Volleyball and Badminton. Basketball court and Pilates & Yoga room.





  • 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.