













































Simplicity
Tucked along peaceful Forest Street just steps from the Seaside Chapel and town center, Simplicity is a beautifully renovated beach cottage that blends effortless style with the warmth of a true family retreat. Surrounded by lush pathways and just a short walk from the West Side Pool and W. Ruskin beach pavilion, this thoughtfully designed home offers the perfect base for coastal adventures and memory-making moments. Expansive porches on both levels set the tone for relaxation, with Adirondack seating, a porch swing, and glowing evening lights creating a setting that feels both inviting and timeless. Inside, the open-concept layout is designed for gathering—whether it’s movie night in the living room, family meals around the dining table, or breakfast prepped in the fully updated kitchen with stone countertops and a Sub-Zero fridge. With four bedrooms—two with ensuite baths—and a cozy top-floor tower room complete with a futon and PlayStation 4, the home offers flexible space for families, friends, and little ones alike. A lighted side yard, outdoor shower, grill deck, and designated parking add convenience, while designer details and coastal charm deliver an unforgettable stay in the heart of Seaside.
Our promise
We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.
Amenities
Elevate your stay with add-on services
Book a home, then customize your experience. From beach gear delivery to pre-arrival groceries and private chefs, we coordinate everything you need so you can make memories in the waves and stories at sunset.
Bedroom details
Location
Inside the destination
Neighborhood: Seaside - Nestled on the serene and enchanting Forest Street, just steps from the Seaside Chapel, town center, and beach access. - This charming retreat is just a short stroll to the West Side Pool, the private beach pavilion, Central Square, and everything Seaside has to offer. - 5-minute, 352-yard walk to beach access.
Parking information
- Designated parking in front of the cottage. 2 parking passes for two-bedroom and larger homes issued. - Strict parking limits apply per property. The Seaside Town Council will only issue 1 parking pass per one-bedroom cottage and 2 parking passes per two-bedroom and larger. Smolian Circle is now paid parking for day visitors and does not allow overnight parking. Please plan accordingly. - The Seaside Town Council does not allow golf cart rentals nor renters to bring their own golf carts when visiting the Seaside Community. If a guest at your party has special needs and requires a golf cart, please coordinate to secure a permit for the golf cart. The golf cart will count as one of your allotted parking spaces.
We're here to help
Whether you have questions on this home or want us to source other options, we're a message away!
Reviews
Libby J.
This Simply Beautiful home is perfect for our girls trip, and our family trip to Seaside! It’s located a few doors down from the sweetest Seaside chapel where we got to see wedding guests arrive out our kitchen window on one of our stays. It is such a beautifully decorated well appointed house located in a convenient, yet quiet, safe street. It’s close enough to the beach, restaurants, and shopping, yet far enough to be quiet, safe, and private. Everything you could want is within a couple blocks making it easy for everyone in your party to come and go from the beach, shopping, restaurants safely as you wish. I can’t recommend this beautiful, comfortable home enough for your getaway to Seaside. AKA “Pleasantville! You will definitely want to come back and make more life long memories here! ENJOY your stay at SIMPLICITY!
Policies
Cancellation policy
Plans change, we get it.
Enjoy peace of mind when booking with KEY.co.
95% Refund: Receive a 95% refund when you cancel your reservation at least 61 days before check-in.
45% Refund: Receive a 45% refund when you cancel your reservation at least 31 days before check-in.
No Refund: Reservations canceled 60 days or less before check-in are not eligible for a refund.
Refunds subject to a 5% processing fee of the total.
Things you need to know
5-night minimum Spring, Spring Break, and Summer; 3-night minimum Fall; 2-night minimum Winter.
Access to 3 swimming pools, 5 clay tennis courts & 3 Pickleball courts (court fees apply) and a fitness center included.
Welcome tote with 2 beach towels, a complimentary bottle of wine, & 2 complimentary rental bikes for pickup at the Seaside Transit Authority.
Personalized service throughout your stay with starter amenities provided.
Your accommodation will include fresh bed linens, bath and kitchen towels, necessary kitchen amenities, and premium Seaside, FL exclusive toiletries and bathing amenities.
Upon arrival, you will find a clear box on the kitchen counter with the number of beach bands that matches the maximum occupancy for your cottage.
On departure, you must leave those items in that location. Failure to do so will result in a $150.00 fee per missing band or pass assessed from the Seaside Town Council that we will unfortunately have to charge to the card you provided at the time of booking.
The management fees for your booking include access for all members of your party throughout your stay to utilize the facilities of the Seaside Swim and Tennis Club and Fitness Center.
There are three swimming pools and two wading pools in the community, six Har Tru Hydro tennis courts, and a well-maintained exercise and fitness center with high-performance treadmills, spin bikes and other equipment. You will need to take the passes you will find in your arrival pack for access to each of these facilities each time you use them.
There are towels provided at the pools and fitness center and you are asked not to take the guest towels in the bathrooms of the cottages to the pools or fitness center. An hourly use fee for the tennis courts is collected at the tennis pro shop. You may bring your own rackets and balls, or you may rent these at the pro shop.
You may also check out basketball, badminton, croquet, shuffleboard, and volleyball accessories if you wish to use any of these facilities as well.
You may request additional frequency of housekeeping services for an additional fee.
Restrictions
- Minimum night stay requirements vary by home and time of year.
- Property Management is not responsible for any acts of theft or vandalism, or other damages to any personal property, or for personal items left by guests in the property at departure.
- You are responsible for the cottage, its contents, and the health and well-being of all members of your party during occupancy. You and your guests should remember to lock all doors and windows securely when not on the premises.
- Removing items from the cottage is prohibited.
- After check-out, Property Management will inspect the cottage for damage, missing items, and an abnormally dirty appearance. If it is determined that damage is present, items are missing, or the unit is abnormally dirty, Property Management will repair the damage, replace the missing items, and/or perform an extra cleaning service (a deep clean) at your expense. Subject to the guest damage waiver, the cost of these repairs, replacements, and extra services will be your responsibility.
- All of our properties have internet access. However, we do not and cannot guarantee internet connection or access due to service being provided by an outside third-party vendor, restrictions placed on internet services by personal computers, different connection specifications, and any additional factors that may lead to interruption, failure, or unavailability of internet service. No refunds will be given.
- During your stay, you are responsible for placing your waste items into plastic garbage bags and setting these into the outdoor garbage cans at the curbside and securing the can lids. Seaside town council empties these cans twice a week and three times during the season.
- Please report any items requiring maintenance to Property Management, who will attend promptly and attempt to resolve any difficulties with minimum inconvenience to you.
- Do not leave doors or windows open while the A/C or heater is operating.
- The use of fireworks is strictly prohibited.
- Smoking is not permitted within the cottage, on the porches, or in the fenced yard. If members of your party wish to smoke, they may do so on the street or in any of the nearby parks.
- No flag other than one American Flag, no larger than 3ft x 5ft, may be displayed on the cottage at any time during your stay.
- Cottage rentals are not available to vacationing students or groups of young adults under the age of 25. The person making this rental must be the parent or legal guardian of at least one of the young adult guests. The parent must be continuously present and always stay in the cottage with the young adults.
- There shall be at least 1 adult at least 25 years of age per every 3 unrelated children under the age of 18.
- House parties at the cottages are strictly prohibited. A house party shall be defined as 10 or more people under the age of 25 who are not staying in the cottage using the cottage without the principal renter being present within the cottage.
- The cottage may not be sublet, and your booking is not transferable to any other party.
- Guests who exceed the maximum occupancy listed in the property description are subject to immediate eviction and forfeiture of all rental payments and deposits.
- All beachfront areas in the Southern United States are subject to storm conditions from time to time. If a hurricane or tropical storm begins to threaten the South Walton coast of Florida, Property Management will receive instructions from local government officials which will be shared with you before and/or during your stay. If an evacuation order is issued, you will need to make your own arrangements to promptly leave the impacted area heading inland.
- Seaside is a unique mixed-use neighborhood that includes both short-term guests and permanent residents staying in proximity. Please abide by noise, traffic, parking, refuse, and other common-area rules and use your good judgment to assure an enjoyable beach holiday for not only your party but all in your vicinity.
- Please observe all rules and regulations (including all owner association rules and local state ordinances) governing the use and occupancy of the property you are occupying.
- Property Management cannot predict construction plans in the area and therefore cannot be held responsible for any inconvenience arising from or related to construction in the area.
- You will be staying in a privately-owned cottage-style home, and you are welcome there as vacationing guests. Please care for and treat this residence, its furnishings, fittings, artworks, and amenities as you would in your own home.
You may also like
Discover more luxury vacation rentals in FL | 30A. All curated by people, not algorithms.

Compass Point Condo #308
FL | 30A

Top Of The Dunes
FL | 30A

Domus Pacis
FL | 30A

Gulf Front Sanctuary
FL | 30A

-500x500.jpg)



