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4 BR
3 BA
10 Guests

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WELCOME TO TIMELESS IN SEASIDE, FLORIDA!KING PRIMARY BEDROOM WITH FIREPLACESO MUCH OUTDOOR LIVING SPACE WITH DOUBLE DECKER PORCHESLARGE LIVING AREA WITH AMPLE SEATING LOCATED ON THE CORNER OF FOREST STREETALTERNATE VIEW OF TIMELESS BEAUTIFUL DOUBLE PORCHESFRONT PORCH ENTRANCE INCREDIBLE FURNISHED FRONT PORCH W/ BED SWING AND TWO ROCKING CHANOTHER PORCH SWING AND TWO ROCKERS ON THE FRONT PORCHSIDE STAIRS TO UPSTAIRS PORCHFOYER ENTRANCE OF TIMELESSFIRST FLOOR KING PRIMARY BEDROOMKING PRIMARY WITH FLATSCREEN TV AND FIREPLACEKING PRIMARY WITH ENSUITE BATHROOM LARGE BATHROOM WITH DUAL VANITY SINKS AND LARGE WALK IN SHOWERFIRST FLOOR FOYER ENTRANCE W/SEATING AREAHALL LAUNDRY ROOM ON FIRST FLOORSECOND BEDROOM DOWN WITH TWO TWIN BEDSSECOND BEDROOM DOWN WITH TWO TWIN BEDS AND FLATSCREEN TV AND SHAALTERNATE VIEW OF SECOND BEDROOM DOWN WITH TWO TWIN BEDSSHARED ENSUITE BATHROOM WITH SINGLE VANITY AND SHOWER AND TUB COTHIRD BEDROOM DOWN; BUNK ROOM ON FIRST STORY, SLEEPS 4THIRD BEDROOM WITH SHARED ENSUITE BATHROOMALTERNATE VIEW OF THIRD BEDROOM DOWN; BUNK ROOM ON FIRST STORYUPSTAIRS OPEN LIVING AREALIVING AREA WITH TWO COUCHES AND TWO CHAIRS AND FIREPLACEDINING AREA WITH SEATING FOR 9 PLUS ALTERNATE VIEW FROM DINING AREAALTERNATE VIEW OF LIVING ROOM WITH LARGE FLAT SCREEN TVLARGE OPEN UPSTAIRS LIVING AREA WITH NATURAL LIGHTBEAUTIFUL KITCHEN KITCHEN WITH ACCESS TO SIDE PORCHKITCHEN OPENING TO LIVING AREAKITCHEN ALTERNATE VIEWOPEN LIVING AREA WITH LIVING AREA AND DINING AREA AND KITCHENOUTDOOR DINING FOR SIX ON WRAP AROUND PORCHPORCH SEATING WITH SEATING FOR FOURADDITIONAL PORCH SEATING WITH TWO LOUNGERS AND CHAIRWRAP AROUND PORCH WITH ADDITIONAL SEATING FOR TWO AND STAIRS TO FOURTH BEDROOM, SECOND FLOOR, QUEEN BEDQUEEN BEDROOM ALTERNATE VIEWFOURTH BEDROOM WITH FLATSCREEN TV AND ACCESS TO PORCHBATHROOM OFF QUEEN WITH MARBLE SHOWERSTAIRS UP TO TOWER ALTERNATE VIEW OF STAIRS TO TOWERTHIRD FLOOR DAY BED WITH FLATSCREEN TVLOUNGE CHAIR AT THE TOP OF THE STAIRS TO TOWERTHIRD FLOOR TOWER SEATING FOR TWOINCREDIBLE ROOF TOP & TOWN VIEWS FROM TOWER OUTDOOR SEATINGENCLOSED OUTDOOR SHOWERGUEST WELCOME COOLER SET UP UPON ARRIVALPRIVATE SEASIDE BEACH ACCESS AT ODESSA PAVILIONODESSA PAVILION STEPS & SEASIDE BEACH VIEWS SEASIDE AERIAL VIEWSEASIDE WEST SIDE POOL AND GRILLSEASIDE ADULT POOL
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Description

814 Forest Street

1 KING, 1 QUEEN, 2 TWINS, 2 BUNKS 

A Gracious Seaside Cottage with Timeless Southern Charm

With enduring appeal and an exceptional location, Timeless is a spacious Seaside cottage that blends classic Southern hospitality with relaxed coastal living. Designed for gathering and gracious outdoor living, the home features expansive first- and second-floor porches spanning the entire front of the cottage, offering ample space for outdoor dining, porch swings, rocking chairs, and leisurely afternoons enjoying the views.

Elegant First-Floor Living & Sleeping Quarters

Inside, the first floor welcomes guests with a refined sitting area accented by custom built-ins, setting a warm and inviting tone. The ground-level king primary bedroom offers a peaceful retreat, complete with a private shower bath, dual vanities, and a cozy fireplace. Two additional first-floor bedrooms each accommodate twin beds and share a convenient Jack-and-Jill bathroom, making this level ideal for families or groups traveling together.

Light-Filled Second Floor with Living, Dining & Kitchen

The second floor opens to a comfortable living room centered around a fireplace and flat-screen television. Oversized windows fill the space with natural light, enhancing the airy coastal feel. Just beyond, a well-appointed kitchen leads to a side balcony, creating another inviting space for outdoor dining or quiet moments in the Seaside breeze. Back inside, a large formal dining table seats up to ten guests, while a second-floor queen bedroom with a full bath provides additional privacy and comfort.

Loft & Tower Deck with Scenic Seaside Views

A spiral staircase leads to a cozy loft-style sleeping area, furnished with a convenient daybed. Just a few steps above, the open third-level tower deck offers an elevated escape—perfect for greeting the sunrise or watching the sunset over the charming rooftops of Seaside.

Prime Location Near Pools, Beach & Guesthouse Option

Ideally located directly across from the West Side swimming pool, Timeless provides easy access to Seaside’s renowned amenities, including multiple swimming pools, tennis courts, and a fitness center. The property also serves as the main house to the guest cottage Time Out of Time, offering the flexibility to rent the homes separately or together—an ideal solution for larger families or guests seeking additional privacy while vacationing together.

* Must be 25 years of age to rent and sign registration. 5-night minimum Spring, Spring Break and Summer; 3-night minimum Fall; 2-night minimum Winter.

FEATURES

  • 2,360 square feet of spacious living, located directly across from the West Side swimming pool
  • Access to the Seaside Private Residential Beach at Odessa Pavilion, the largest private residential beach along Scenic Highway 30A
  • 4-minute walk (352 yards) to Seaside’s sugar-white sand beach access
  • Third-level tower deck, ideal for sunrise and sunset views over Seaside
  • Expansive front and upper porches designed for outdoor lounging and dining
  • 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 including two beach towels, a complimentary bottle of wine, and two complimentary rental bikes for pickup at the Seaside Transit Authority
  • Starter amenities provided, along with personalized guest service throughout your stay
  • Parking policy: Two parking passes are issued for two-bedroom and larger homes. Golf carts are considered vehicles
  • Golf cart policy: Golf carts are not permitted for non-homeowners visiting Seaside. Special circumstances or medical needs require an approved golf cart permit
  • No pets allowed

STR23-002362

Amenities

Activities

  • Church
  • playground
  • restaurants
  • fitness center
  • Bicycles
  • Communal Pool
  • Heated Pool
  • basketball court
  • cycling
  • fishing
  • golf
  • swimming
  • tennis
  • Massage
  • Paddle Boarding
  • Shopping

General

  • Satellite / Cable
  • Internet
  • Staff

Comforts of Home

  • Iron & Board
  • Linens Provided

Outdoor

  • outdoor shower
  • Parking
  • Balcony
  • Deck / Patio
  • Outdoor Grill
  • Porch

Beds and Baths

  • king bed
  • tub

Availability

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

Get Directions

Reviews

A Perfect and Quiet Beautiful Home in Seaside

Reviewed on2025-06-01 by from Santa Rosa Beach, FL United States
Updated on 2025-06-01
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Timeless is a wonderful home in the Seaside area and has everything you would ever want for comfort and relaxing yet is close enough to everything Seaside has to offer! We have rented her for over a decade and this home is in the top 5% of all Seaside homes--the patios and furniture and all their extras were perfect and clean and well-kept--and the home is big enough to have privacy even if you have the whole family. Thanks to the Timeless owners and Homeowners Collection!
Hi Longleaf Conference! Thank you for your loyalty to Timeless Cottage & our team at Homeowners Collection.
We so appreciate all the details of enjoyments that you mentioned. We do hope to continue welcoming your group, time and time again.
We will share this with the Property Owner. Smiles, for sure..
Happy Summer!

Perfect Family Week in Seaside

Reviewed on2023-07-22 by from Plano, TX United States
Updated on 2023-07-22
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
My family has been to Seaside for about 7-8 years. Every visit has been perfect. Homeowner's Collection always has the houses ready to go and absolutely beautiful! Timeless and Time Out of Time are a great location for a family as the kids can ride their bikes around the circle as we sit on the front porch. Not a heavy traffic area and not within hearing distance of the 30A noise, this is our happy place. We also have the swimming pool across the street which is the stopping place on the way back from the beach. If we are going to the beach - we are going to Seaside!
Thank you so much for taking the time to write this positive review of Timeless 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!

Perfect Family Vacation!

Reviewed on2022-10-26 by from Tulsa, OK United States
Updated on 2022-10-26
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We rented Timeless and Time after Time and it gave our family of 11 plenty of room. The house was beautiful—very comfortable and clean. The casita gave our family with a baby some quiet space for naps. The outdoor porches are huge and have lots of seating/eating options. The location could not be more perfect. It is tucked back on a dead end street so is quiet and kids can play outside safely. The very short and easy walk to the Odessa Pavilion was nice. We always use Cabana Man for our chairs and though expensive its so nice to have good chairs and umbrellas waiting for us on the beach. The bikes provided were used by kids to bike around neighborhood. We took advantage of everything in Seaside Circle. Our favorite stop as soon as we land is Georges in Alys Beach. All of the spots in Seaside to eat are fabulous. Bud & Alleys always. Great Southern Cafe, even Modica Market! We tried Black Bear Bread for first time and its awesome! Homeowners Collection was great about dropping by items we had run out of. That was such a help. Just cant say enough good things about everything!!! Its why Seaside is always our first choice when staying on 30A. We will definitely stay at this house again and MOST definitely use Homeowners Collection again
Thank you so much for taking the time to write this positive review of Timeless and Time Out Of Time, 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!

Can't Wait to Come Back

Reviewed on2022-06-27 by from Efland, North Carolina United States
Updated on 2022-06-27
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Our trip to Seaside was to celebrate my daughter's High School graduation. We could not have had a better time. The Timeless Cottage was absolutely perfect for my daughter and 2 friends along with my sister-in-law and me. The kitchen was great as well as the family area. We loved all the porches and outdoor sitting areas. Being across from the Westside pool was perfect. Our walk to the beach was no more than a couple of minutes. The girls were able to hop on their bikes and be to the center of Seaside quickly and absolutely loved it! The folks at Homeowners Collection were super helpful. We can't wait to come back!!
Thank you so much for taking the time to write this positive review of Timeless 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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