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Tradewinds Cottage

2 bedrooms·2.5 bathrooms·8 guests·1,833 sq/ft
Secluded
Beach access
Pool

Sophisticated coastal elegance and exceptional designer details define this stunning two-bedroom, two-and-a-half-bathroom luxury home in the heart of Seaside, Florida. Spanning 1,833 square feet and accommodating up to eight, this beautifully appointed retreat features refined interiors, custom millwork, luxurious marble bathrooms, and a thoughtfully designed sleeping nook. The open-concept living area showcases a chef's kitchen with premium Wolf and Sub-Zero appliances, a spacious marble island, and an elegant dining space. A dedicated coffee and beverage station adds a touch of indulgence, while the expansive screened porch offers comfortable outdoor lounging, dining, and entertainment with charming views of the iconic Seaside Chapel. Ideally located beside the Seaside Chapel and just a short stroll from the pristine shores of the Gulf, this exceptional home offers a wonderful blend of luxury, convenience, and coastal tranquility. A private fenced yard with a custom double swing, inviting front porch, and spa-inspired outdoor shower create delightful spaces for relaxation. Access to three community swimming pools, tennis and pickleball courts, a fitness center, and complimentary rental bikes makes exploring Seaside's picturesque surroundings effortless. With exquisite furnishings, luxurious linens, and thoughtfully curated amenities, this remarkable retreat provides an elegant setting for memorable coastal escapes.

Our promise

Satisfaction Guarantee

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.

KEY Curation Notes

Seaside location with no private pool. This 2-bedroom, 2.5-bath home on Forest Street sits directly beside the Seaside Chapel in the heart of town. Seaside's private residential beach at East Ruskin Pavilion is a 7-minute walk (528 yards). Three community pools are accessible via the Seaside amenity system; pool access is communal, not private to the home.
Two complimentary bikes included. The welcome package includes two rental bikes for pickup at the Seaside Transit Authority, along with a beach towel tote and a bottle of wine upon arrival. Starter amenities are provided, though supplies are limited — KEY.co can arrange grocery delivery before your arrival.
Every bedroom has a private en-suite bath. The primary queen bedroom features a marble bath with a deep soaking tub, glass-enclosed walk-in shower with rain head, and a TV mounted above the tub. The second queen guest room has its own marble en-suite with walk-in shower. A twin bunk nook with trundle is tucked beneath the staircase and sleeps two additional children. A queen Murphy bed in the upstairs living room rounds out sleeping for eight.
Chef's kitchen anchors the upper-level living space. The kitchen is equipped with a Wolf six-burner gas range, Sub-Zero refrigerator, and a marble island with seating for four. A second-floor bar area adds a Moccamaster coffee station, beverage fridge, and a pellet ice maker. The screened porch off this level seats eight at an outdoor dining table and overlooks the chapel yard — the property's most distinctive shared space.
Golf carts are not permitted for renters in Seaside. Community rules restrict golf cart use to homeowners; non-owner visitors cannot operate a golf cart even with a medical exemption unless an approved permit is obtained in advance. Two parking passes are provided for the property. Court fees apply for the five clay tennis courts and three pickleball courts accessible to Seaside residents and renters.
Summer-only rental; minimum stay and age requirements apply. The home rents in summer only with a 5-night minimum. Renters must be 25 or older to sign the registration.

Amenities

Indoor
Icemaker
Iron and board
Dryer
Washer
TV
Outdoor
Pool
Communal pool
Outdoor spa shower
Outdoor dining
Porch
Misc
Shuffleboard
Satellite / Cable
Workout center

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.

Private chef

Private chef

In-home massage

In-home massage

Beach rentals

Beach rentals

Pre-arrival groceries

Pre-arrival groceries

Alcohol delivery

Alcohol delivery

Private driver

Private driver

Bedroom details

Bedroom 1: Queen
Bedroom 2: Queen
Living Area: Murphy Bed
Additional Sleeping Space: Single Over Single Bunk + Trundle

Location

Inside the destination

Neighborhood: Seaside - Located next to the Seaside Chapel.

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

Gary D

Fabulously appointed with top of the line kitchen and bathroom amenities.

Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
Renter's age: 25+ years old
No smoking allowed
No events allowed
No pets

Cancellation policy

Plans change, we get it.

Enjoy peace of mind when booking with KEY.co.

Partial Refund: Receive a 95% refund when you cancel your reservation at least 61 days before check-in.

Partial Refund: Receive a 45% refund when you cancel your reservation at least 31 days before check-in.

No Refund: Reservations canceled 30 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

Peacock Alley Linens - Fresh and luxurious Peacock Alley sheets and towels throughout the home.

Welcome tote with 2 beach towels, complimentary bottle of wine, and 2 complimentary rental bikes.

Your accommodation will include fresh bed linens, bath and kitchen towels, necessary kitchen amenities and premium Seaside, FL exclusive toiletries and bathing amenities.

Restrictions

Guests & Occupancy

  • The primary Guest must be at least 25 years old. Reservations for vacationing students or unaccompanied young adults under 25 are prohibited. A parent or legal guardian must accompany young adult Guests throughout the stay. Eligibility may be verified.
  • At least one adult aged 25 or older is required for every three unrelated children under 18. Children are considered related through blood, marriage, or legal custody.
  • Occupancy must not exceed the property's advertised limit.
  • The primary Guest is responsible for all occupants, their conduct, and compliance with applicable rules. Reservation terms must be communicated to all occupants.
  • The property is for temporary vacation accommodation only. Subletting and reservation transfers are prohibited.

Events & Noise

  • House Parties: House parties are prohibited, including gatherings of 10 or more nonregistered individuals under 25 without the primary Guest present.
  • Good Neighbor Policy: Noise, traffic, and neighborhood regulations must be observed. Disturbances affecting neighboring residents are prohibited.

Prohibited Activities

  • Pets: Pets are permitted only in designated pet-friendly accommodations, limited to two approved, housebroken domestic dogs, subject to breed and weight restrictions. A nonrefundable $275 fee applies per approved pet. Unauthorized pets incur a $500 cleaning fee plus damages. Assistance animals are subject to applicable law.
  • Smoking: Smoking is prohibited indoors, on porches, and in fenced yards. Violations incur a $500 cleaning fee.
  • Fireworks: Fireworks are prohibited on or near the property.
  • Flag Display: Only one American flag, measuring no more than 3 ft × 5 ft, may be displayed.
  • Property Contents: Removal of furnishings, equipment, or other property contents is prohibited.

Equipment & Amenities

  • Internet _(if equipped)_: Internet access is provided but not guaranteed. Guests are responsible for lawful internet use, including compliance with intellectual property and content laws.
  • HVAC: Doors and windows must remain closed while heating or air conditioning is operating.
  • Maintenance: Equipment failures and maintenance concerns must be reported promptly. Authorized personnel may enter for maintenance or housekeeping without prior notice.
  • Parking: Parking is limited to assigned spaces. Overnight parking on Smolian Circle is prohibited.
  • Beach Bands & Parking Passes: Beach bands are provided according to maximum occupancy. One parking pass is provided for one-bedroom accommodations and two for accommodations with two or more bedrooms. All bands and passes must be returned to the clear box on the kitchen counter at departure. Missing items incur a $150 fee each.
  • Golf Carts: Golf cart rentals and privately supplied golf carts are prohibited unless a special-needs permit is approved. Permitted golf carts count toward assigned parking limits.
  • Community Facilities _(if equipped)_: Access to community pools, tennis courts, and fitness facilities is included. Access passes are required. Cottage towels must not be taken to these facilities. Tennis court usage fees and optional equipment rental charges apply.
  • Additional Rules: Applicable community, association, local, and property-specific regulations must be followed.

Checkout & Care

  • Check-In: Check-in begins at 4 PM CST, subject to cleaning or maintenance delays. Early check-in between 1 PM and 4 PM may be requested when available. Arrivals after 7 PM must be coordinated in advance.
  • Checkout: Checkout is required by 10 AM. Unauthorized late checkout incurs a half-day rental charge. Door access codes expire at 10 AM.
  • Property Care: The property, furnishings, artwork, and amenities must be maintained in good condition. Doors and windows must be secured when unattended.
  • Housekeeping: Accommodations are cleaned and inspected before arrival. Fresh linens, towels, kitchen essentials, and toiletries are provided. Housekeeping concerns must be reported promptly. Additional housekeeping is available for a fee. A departure cleaning fee applies, with additional charges for excessive cleaning.
  • Trash Disposal: Waste must be bagged and placed in outdoor curbside garbage cans with lids secured.
  • Damage Reporting: Damage must be reported before checkout to qualify for applicable damage waiver coverage. Visible defects present at check-in must be reported within eight hours.

Liability & Disclaimers

  • Guest is responsible for damage, loss, or injury resulting from the actions or negligence of occupants and visitors.
  • No responsibility is assumed for theft, vandalism, or belongings left behind. Unclaimed items may be discarded without notice. Requested returns, if available, are at the Guest's expense.
  • No refunds, credits, or rate adjustments are provided for unforeseen maintenance issues, system failures, internet interruptions, appliance malfunctions, or unreported housekeeping concerns.
  • No refunds, credits, or discounts are provided for delayed access caused by cleaning, maintenance, or circumstances beyond reasonable control.
  • Hurricanes & Tropical Storms: Official evacuation instructions must be followed, and Guests must arrange their own departure. Payments for the affected portion of a stay will be refunded when an evacuation order causes cancellation or early departure. No refunds are provided for fear of travel.
  • Nearby construction may occur without notice. No refunds are provided for related disturbances or inconvenience.
  • Comparable accommodations may be substituted when the reserved property becomes unavailable due to unforeseen circumstances, with size and location considered where possible.
  • Reasonable differences from advertised descriptions or photographs may occur due to renovations, maintenance, normal wear, or circumstances beyond reasonable control.
  • Failure to arrive on the scheduled date without reporting an unavoidable travel delay results in cancellation without refund.