Expansive Porches, Outdoor Dining & Tower w/Views, Steps To Pool In Seaside

Santa Rosa Beach, Florida
$1258 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Welcome to Timeless, a family friendly Seaside home perfectly situated in one of the most desirable locations in town. Located directly across from the West Side Pool, just a four-minute walk to the beach and five minutes to Central Square, this spacious four-bedroom home offers the perfect combination of convenience, comfort, and exceptional outdoor living. With ample parking and expansive furnished porches stretching the length of both the first and second floors, Timeless is designed for gathering with family and friends while enjoying the relaxed Seaside lifestyle.

The welcoming first-floor porch immediately sets the tone for your vacation. Flanked by comfortable daybeds on each end and furnished with four rocking chairs, it's the perfect place to sip your morning coffee, read a book in the afternoon shade, or unwind in the evening while listening to the nearby sound of the Gulf.

Inside, the foyer opens to three well-appointed bedrooms. The first-floor primary suite features a king bed, fireplace, large flat-screen TV, small closet, and a private ensuite bathroom with dual marble vanities and a glass-enclosed walk-in shower. Down the hall, the second guest bedroom offers two twin beds, a flat-screen TV, an in-room sink, and access to the shared hall bathroom with a single vanity and tub/shower combination. Adjacent is the bunk room with two twin bunk beds, a TV, an in-room sink, and the same shared bath, creating an ideal setup for families with young children.

Upstairs, the heart of the home is an inviting open-concept living space designed for spending time together. The spacious living room features two oversized sofas, a large flat-screen television, and a fireplace for cozy evenings after the beach. Just beyond, the expansive second-floor porch creates an additional outdoor living room with multiple spaces to gather, including an outdoor dining table for six, a comfortable lounge area, and chaise seating perfect for soaking up the Florida sunshine. These generous porches seamlessly extend the home's living space and are one of Timeless' most loved features.

At the center of the home, the farmhouse dining table comfortably seats ten guests, making family dinners and holiday gatherings easy. The adjoining kitchen is fully equipped with stainless steel appliances, including a four-burner gas cooktop, full-size microwave, two coffee and espresso makers, toaster, and everything needed to prepare meals throughout your stay. Just off the kitchen, a side balcony with bistro seating for two provides another quiet place to enjoy the fresh coastal air and connects to the first-floor porch below.

Also located on the second floor is a private queen guest bedroom featuring a flat-screen TV, small closet, large armoire, direct porch access, and a nearby full bathroom with a single vanity and glass-enclosed shower.

A spiral staircase leads to one of the home's most charming spaces—the third-floor tower. Inside, the enclosed tower room offers a cozy daybed, television, and club chair, making it the perfect reading nook or quiet retreat. Step outside onto the observation deck to enjoy panoramic views over Seaside, spectacular sunset skies, and a peek of the Gulf of Mexico while relaxing at the bar-height seating for two.

With its unbeatable location, expansive wraparound porches, spacious gathering areas, and easy walk to both the beach and downtown Seaside, Timeless has long been a favorite for families returning year after year. Whether you're planning a beach vacation, family reunion, or holiday getaway, Timeless offers everything you need to create unforgettable memories in the heart of Seaside.

For additional room, the guest house, Time Out of Time, VRBO# 570284 may also be rented as a 1-bedroom cottage.

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

Features:
* Features 2,360 square feet
* 4-minute walk, 352 yards to private beach access at Odessa Pavilion; largest private residential beaches on 30A
* Directly Across from the West End Pool
* Full size washer & dryer
* Enclosed outdoor shower
* Peacock Alley Premier Linen Partner - Fresh and luxurious Peacock Alley towels, sheets, and coverlets throughout the home
* Access to 3 swimming pools, 5 clay tennis courts & 3 Pickleball courts (court fees apply)
and a fitness center.
*Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes for pickup at Seaside Transit Authority
*Personalized service throughout your stay with starter amenities provided
*2 parking passes are issued. A golf cart is considered a car, and for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit.
* No pets allowed

STR23-002362

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Day Bed
  • GENERAL

    Unit Size: 2360 Sq Ft (219 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard
  • POOL/SPA

    Heated Pool Massages Shared/communal Pool
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Bicycle On Site Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Snorkeling Nearby Surfing/body Boarding Nearby Swimming Nearby Tennis On Site
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • beth g.

    Submitted May 17, 2026

    Stayed May 7, 2026

    The location was perfect! Easy walk to the private beach and we could walk to all of the wonderful restaurants and cute little shops. The parking needs to be better explained on the front end. The home had plenty of parking space but we were only allowed 2 parking spaces. We had to move our cars to the highway public parking for the week and we dared not move them due to limited overnight public parking in Seaside. The only other option was to pay for parking in a public lot (not secured) the next town over and pay 15 a day for each car. We rented a large home and we had more than two cars! Overall, we had a wonderful time once we figured out where all of our guests could park.

  • Longleaf Writers....

    Submitted Jun 1, 2025

    Stayed May 10, 2025

    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: 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!

  • Suzi B.

    Submitted Oct 1, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfect house, perfect location , perfect friends and food 👍👍👍

  • Sarah Y.

    Submitted Aug 1, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Timeless is in an excellent location and has a nice layout for a large group. However, it is in need of an update. The refrigerator and freezer are difficult to open and the freezer quit making ice after two days.When we arrived we were preparing dinner. No cookie sheet, no whisk and no pot with a lid that fit. There are about 20 pots of various sizes but no lids except for one skillet. The only working blender leaked and sprayed contents out the backside. What is the point of a non-refundable damage deposit if an inventory is not taken before every rental and items replaced that are not there? Overall the cottage seems pretty worn-out: lots of chipped paint, sagging cabinet doors, worn floors and stained slip covers.

  • Kristi H.

    Submitted May 1, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Timeless was in a great location for our weekend wedding stay. The management staff was helpful, and the property was clean. The property was in need of updates (paint) both inside and out. There were multiple cockroaches in the home that we dealt with as well.

  • Patti M.

    Submitted Jul 23, 2023

    Stayed Dec 31, 1969

    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: 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!

  • eleanor p.

    Submitted May 22, 2023

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Lovely house, way overcrowded. Too much furniture and throw pillows, etc! Felt extremely claustrophobic. Some of the furniture wasn’t in the best condition but that’s to be expected in a rental house, I suppose.

  • eleanor g p.

    Submitted May 21, 2023

    Stayed May 13, 2023

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Lovely house, way overcrowded. Too much furniture and throw pillows, etc! Felt extremely claustrophobic. Some of the furniture wasn’t in the best condition but that’s to be expected in a rental house, I suppose.

  • Marta M.

    Submitted May 16, 2023

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Good experience. We love the house. It does need someUpdates. Some of the furniture is very weathered, and the appliances were not in good shape. Several burners on the stove were not working and the freezer was not cold enough.

  • Marta M.

    Submitted May 15, 2023

    Stayed May 6, 2023

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Good experience. We love the house. It does need someUpdates. Some of the furniture is very weathered, and the appliances were not in good shape. Several burners on the stove were not working and the freezer was not cold enough.

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Total

Includes taxes and fees
$1,263+
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