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2 BR
2.5 BA
8 Guests

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WELCOME TO TRADEWINDS IN SEASIDE, FLORIDA!DIRECTLY NEXT TO THE CHAPEL ON FOREST ST. SLEEPS 8OPEN FLOOR PLAN, GREAT LOCATION, COMMUNAL SPACESGREAT FAMILY HOME, FULLY EQUIPPED, COASTAL CHEF'S KITCHENPRIVATE PARKING FOR TWO, PRIVATE YARD, WALK TO BEACHCUSTOM DOUBLE SWING AND SIDE YARDLARGE SIDE YARD OVERLOOKING THE SEASIDE CHAPELFRONT PORCH W/ROCKERS PERFECT FOR MORNING COFFEE!FOYER, 2 QUEEN BEDROOMS, AND TWIN BUNK NOOK DOWNFIRST BEDROOM, QUEEN MASER DOWNQUEEN W/FLAT SCREEN TV, LUXUY LINENSQUEEN MASTER W/PRIVATE BATH ALTERNATE VIEWPRIVATE LUXURY MASTER MARBLE BATH RETREAT!DEEP SOAKER TUBWALK IN SHOWER AND MOUNTED TV!GLASS ENCLOSED MARBLE SHOWER W/RAIN & SHOWER WAND HEADSDOOR OFF MASTER BATH LEADS TO OUTDOOR SPA SHOWEROUTOOR SPA LIKE SHOWER W/HUGE RAIN SHOWER HEAD AND WANDSECOND BEDROOM QUEEN W/PRIVATE BATH DOWNSECOND QUEEN W/FLAT SCREEN TVSECOND QUEEN PRIVATE MARBLE BATHROOMSHOWER W/RAIN SHOWER HEAD AND RAIN SHOWER WANDTWIN/ TRUNDLE BUNK NOOK PERFECT FOR YOUNG KIDSCOMPLETE WITH PRIVACY SHADES AND MOUNTED TVSTAIRS TO SECOND FLOOR LIVING AREASSECOND FLOOR LANDING BAR AREA, W/BEVERAGE FRIDGE AND ICE MAKERBAR SEATING FOR FOURWALL OF WINDOWS W/NATURAL LIGHTWOLF SIX BURNER STOVE AND ALL STAINLESS STEEL APPLIANCESKITCHEN ALTERNATE VIEW TO LIVING ROOMADJACENT DINING AREA SEATS 6 TO 8CUSTOM DINING TABLE EXPANDSDINING AREA ALTERNATE VIEWOPEN LIVING ROOM OFF OF KITCHEN & DININGDESIGNER FURNISHINGS THROUGHOUTOUDOOR SCREENED IN LIVING AREA W/FLAT SCREEN TVALTERNATE VIEW, FIREPLACE FOR DISPLAY ONLYPERFECT FOR OUTDOOR MOVIE NIGHT!OUTDOOR DINING TABLE FOR 8, OVER LOOKING CHAPEL VIEWSCOMPLETE W/WASHER DRYER/LAUNDRY ROOM AREAGUEST WELCOME COOLER SET UP UPON ARRIVALSEASIDE PRIVATE RESIDENTIAL BEACH ACCESS AT EAST RUSKIN PAVILIONWALK TO OVER 40 SHOPS & LOCAL EATS IN TOWNLARGEST PRIVATE BEACH ON 30AWALK TO RUSKIN SHOPS AND PARKGET GROCERIES OR LUNCH AT MODICA MARKET IN TOWNMANY DESSERT OPTIONS IN TOWN WITHIN WALKING DISTANCEAIRSTREAM ROW WITH SEVERAL FOOD TRUCK OPTIONS IN TOWNSTUNNING VIEWS FROM SEASIDE, FL BEACHSHORT STROLL TO WEST END POOLSEASIDE, FL BEACH SUNSETSUNDOG BOOKS AND CENTRAL SQUARE RECORDS
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Description

568 FOREST STREET

2 QUEENS,  1 TWIN W/TRUNDLE BED, 1 QUEEN MURPHY BED

Luxury Designer Home in the Heart of Seaside

Introducing Tradewinds, a stunning luxury designer home new to the Seaside rental market and beautifully renovated from top to bottom with exceptional custom detail throughout. Perfectly located next to the iconic Seaside Chapel, this one-of-a-kind home blends refined coastal elegance with thoughtful family-friendly design—making it an ideal retreat for discerning guests seeking comfort, style, and an unbeatable location.

Inviting Outdoor Spaces & Charming Curb Appeal

Tradewinds sleeps up to eight guests and offers multiple exceptional outdoor living areas. Upon arrival, guests are welcomed by an open front porch with three rocking chairs, ideal for slow mornings with coffee. The porch overlooks a generous fenced side yard featuring a custom-built double swing, perfect for children and relaxed outdoor moments. Completing the outdoor experience is a truly spa-like enclosed outdoor shower, designed to feel indulgent and serene after a day at the beach.

Luxurious First-Floor Bedrooms & Spa-Inspired Baths

The first floor features two beautifully appointed bedrooms along with a custom-built sleeping nook. The queen primary bedroom offers a pencil post bed, sofa lounger, luxurious linens, flat-screen TV, and a walk-in closet. The private marble primary bathroom is a standout, featuring a single vanity, mounted flat-screen TV, deep soaking tub, and a glass-enclosed marble walk-in shower with rain shower head and wand. A private door leads directly to the grand enclosed outdoor shower, complete with rain shower head, shower wand, and built-in bench—creating a true spa retreat.

The adjacent queen guest bedroom is equally refined, with designer furnishings, stunning linens, a corner chair, flat-screen TV, and a private ensuite bath featuring marble finishes, a single vanity, and a glass-enclosed walk-in shower with built-in bench, rain shower, and wand.

Custom Sleeping Nook & Family-Friendly Details

Tucked beneath the staircase is a thoughtfully designed built-in twin bunk nook with a twin trundle, a favorite space for younger guests. This cozy area includes privacy shades for the upper bunk, a mounted flat-screen TV, recessed lighting, and custom millwork—perfectly positioned between both bedrooms for added peace of mind.

Chef’s Kitchen, Bar Area & Open-Concept Living

At the top of the stairs, a custom built-in bar area welcomes you with a dedicated coffee station featuring a Moccamaster, beverage refrigerator, and an ice maker producing coveted Sonic-style ice. Adjacent is the home’s stunning open-concept living, dining, and kitchen space.
The chef’s kitchen features a large marble center island with seating for four, top-of-the-line appliances including a Wolf six-burner gas range, Sub-Zero refrigerator, deep galley sink, and a wall of windows overlooking the side yard and Seaside Chapel. The dining area includes a round expandable table seating six to eight guests, while the living room offers designer furnishings, ample seating, a large mounted flat-screen TV, and a queen Murphy bed. A convenient half bath completes this level.

Screened Porch Living with Views of the Seaside Chapel

One of the most loved spaces in the home is the expansive screened-in outdoor living porch located just off the bar area. Designed for both relaxation and entertaining, this space features two outdoor sofas, two oversized loungers, a large mounted outdoor TV, and an outdoor dining table seating eight guests. Overlooking the fenced yard and the Seaside Chapel, this porch is perfect for movie nights, game days, and memorable gatherings.

An Exceptional Seaside Home for Families, Couples & Special Occasions

With its prime chapel-side location, luxurious finishes, and thoughtful layout, Tradewinds is ideal for young families, two couples traveling together, or guests attending a Seaside wedding or special event. Rarely does a home of this caliber, location, and design become available—making Tradewinds a truly unforgettable Seaside vacation experience.

* For rent in summer only. 5NT minimum for Summers. Must be 25 years of age to rent and sign registration. 

FEATURES

  • 1,833 square feet of thoughtfully designed living space
  • Access to the private Seaside residential beach at East Ruskin Pavilion
  • 7-minute walk (528 yards) to beach access
  • Outdoor fireplace (decorative use only)
  • Ice maker with Sonic-style ice
  • Outdoor living and dining area with mounted television
  • Peacock Alley linens, featuring fresh, luxurious sheets and plush towels throughout the home
  • Access to 3 community swimming pools, 5 clay tennis courts, and 3 pickleball courts (court fees apply), along with a fitness center
  • Welcome tote and two complimentary rental bikes included for pickup at the Seaside Transit Authority
  • Personalized guest service throughout your stay, with starter amenities provided
  • Parking & golf cart policy: Two parking passes are issued for two-bedroom and larger homes. Golf carts are considered vehicles and are not permitted for non-homeowners visiting Seaside. Special circumstances or medical needs require an approved golf cart permit

STR23-002169

Amenities

Activities

  • Church
  • playground
  • restaurants
  • fitness center
  • Bicycles
  • Communal Pool
  • Heated Pool
  • swimming
  • tennis
  • Paddle Boarding
  • Shuffleboard
  • Shopping

General

  • Satellite / Cable
  • Internet
  • Staff

Comforts of Home

  • Iron & Board
  • Linens Provided
  • Ice Maker

Outdoor

  • outdoor shower
  • Parking
  • Porch

Beds and Baths

  • tub

Geographic

  • Park View

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Location

Get Directions

Reviews

Awesome home!

Reviewed on2025-06-15 by from Southlake, TX United States
Updated on 2025-06-15
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This house is super high end... beautifully appointed. Master bed was a bit too firm for our preference, but otherwise... top notch home. We loved the upstairs screened in porch... nicest we have ever used in 15 years of visiting the area. Also all loved the outdoor, but enclosed shower when coming back from the beach! Homeowners collection management is super attentive and helpful when there were any issues.
Hello Tim, We are so pleased you found a 'top notch favorite" Tradewinds Cottage . Thanks for your loyalty to Seaside and Homeowners Collection.
We hope to welcome you again for another 15 years. Happy summer.!.

Let’s Keep it a Secret !

Reviewed on2024-07-07 by from North Richland hills, TX United States
Updated on 2024-07-07
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This place was literally perfect in every way. The location was so closebut nestled back with the woods behind it and church besideIt .The layout is utilized perfectly and doesnt feel small for a familyof 8. The staff was top notch and so accommodating. Hopefullythis home can be a secret since its new because I want itto stay there next year for the 4th of July .Thanks again !
Hello Sarah, So you found a gem of a secret! YAY! Please come back. Thanks so much for taking the time to write a positive review for Tradewinds & our Homeowners Collection Team! We hope to welcome you on every Seaside visit in the future. Take care..

Great Stay

Reviewed on2022-10-17 by from Carmel, IN United States
Updated on 2022-10-17
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Great Experience!
Thank you so much for taking the time to write this positive review of Tradewinds and the Homeowner's Collection team! We are so pleased you enjoyed your stay and we hope to welcome you back on your next visit to Seaside!

Great Stay

Reviewed on2022-10-17 by from Carmel, IN US
Updated on 2022-10-17
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Great Experience!
Thank you so much for taking the time to write this positive review of Tradewinds and the Homeowner's Collection team! We are so pleased you enjoyed your stay and we hope to welcome you back on your next visit to Seaside!

Well Appointed Kitchen and Bathrooms

Reviewed on2022-07-18 by from HS, AR United States
Updated on 2022-07-18
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Fabulously appointed with top of the line kitchen and bathroom amenities.
Thank you so much for taking the time to write this positive review of Tradewinds and the Homeowner's Collection team. We are so pleased you enjoyed your stay and we hope to welcome you back on your next visit to Seaside!

Well Appointed Kitchen and Bathrooms

Reviewed on2022-07-18 by from Hot Springs, AR United States
Updated on 2022-07-18
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Fabulously appointed with top of the line kitchen and bathroom amenities.
Thank you so much for taking the time to write this positive review of Tradewinds and the Homeowner's Collection team. We are so pleased you enjoyed your stay and we hope to welcome you back on your next visit to Seaside!

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