Tower W/Stunning Gulf & Sunset Views In Seaside, 7 Houses To Beach, +2 Bikes

Santa Rosa Beach, Florida
$865 avg/night Minimum Stay 1 Nights
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 1 nights

Min Stay

Located just one block from the beach in Seaside, this inviting family retreat sits on a spacious, shaded corner lot along quiet Robert’s Way—just seven homes from the Gulf. Blending classic coastal charm with thoughtful updates, this home offers multiple indoor and outdoor living spaces designed for relaxing, gathering, and making the most of your time at the beach. A true highlight is the third-floor open-air tower, featuring Adirondack bar seating for four and offering breathtaking sunset views as the sun dips over the rooftops and toward the Gulf.

The first floor welcomes you with a comfortable secondary living area, complete with dual club chairs, a queen sleeper sofa, and a large flat-screen TV—perfect for movie nights or unwinding after a day in the sun. This level also features a private king primary suite with its own bath (shower only) and a screened-in porch with a swing and Adirondack seating, overlooking the peaceful, park-like surroundings—an ideal spot for morning coffee with the sound of the waves nearby. A second bedroom with two twin beds is also located on this floor, along with an additional full bath, offering convenience and flexibility for families.

Upstairs, the second floor showcases a beautifully renovated kitchen designed for both style and function. Outfitted with stainless steel appliances, a Sub-Zero refrigerator, quartz countertops, farmhouse sink, custom cabinetry, and all the cookware needed for family meals, this space opens seamlessly into the dining and living areas. The dining table comfortably seats 6–8 guests, while the adjacent living space offers a cozy sofa, club chairs, and a mounted TV. Just off the main living area, a second screened porch with Adirondack seating provides a peaceful, tree-lined setting overlooking Rosewalk—perfect for evening cocktails or a quiet moment to unwind. This floor also includes a queen bedroom with a private ensuite bath.

The third-floor tower is truly the crown jewel of the home. Inside, a cozy enclosed sitting area offers a quiet retreat for reading or relaxing, while the outdoor deck delivers refreshing Gulf breezes, partial water views, and elevated sightlines across Seaside’s iconic rooftops—creating the perfect backdrop for unforgettable sunsets.

Tucked within the charming Rosewalk enclave—one of Seaside’s most beloved and historic cottage neighborhoods, designed by Robert Orr and Melanie Taylor—this home offers a rare combination of privacy, character, and walkability. With its lush landscaping, pedestrian-friendly paths, and close proximity to the beach, shops, and dining, this property captures the essence of a classic Seaside getaway and is sure to become a favorite for years to come.

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

Features:
* Features 1,370 square feet
* 3-minute walk, 176 yards to beach access at Tupelo Pavilion; largest residential private beaches on 30A
* Open Air Tower with Gulf views
* Private parking in front of the cottage for two cars
* Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
* Access to the town amenities, 3 swimming pools, 5 clay tennis & 3 Pickleball courts (ct. fees apply), and a fitness center
* Welcome tote with 2 beach towels, a complimentary bottle of wine, and 2 complimentary rental bikes included for pickup at Seaside Transit Authority
* Personalized service throughout your stay with starter amenities provided
* 2 parking passes are issued. Golf carts are treated as vehicles and are not permitted for non-homeowner guests in Seaside; exceptions require an approved permit for medical or special circumstances.
* No pets allowed

STR23-001888

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

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    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) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1370 Sq Ft (127 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker 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
  • 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 Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Snorkeling Nearby Surfing/body Boarding Nearby Swimming Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital 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 : 8

Map Map

School District Rates & Availability

Review Review

  • Submitted Jun 3, 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: Cottage was super cute and clean. It worked perfect for a girls trip of four for the weekend. We really enjoyed being in walking distance of Seaside with easy access to the beach, shops, and eateries. The only thing I will point out was that it had a pretty musty smell so if you have any allergies or are super sensitive, it may bother you as it did me, but the other guests didn’t seem to mind too much.

  • Michelle A.

    Submitted Oct 22, 2024

    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 husband and I had a wonderful stay at It's Always Sunny in Seaside. The view of the gulf was amazing from the top of this enchanting home! We loved being able to walk to the beach, shops and restaurants.

  • Kimberly V.

    Submitted Jul 29, 2024

    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 recommend this vacation rental. Reviewer Comments: Overall we had a great time, and great family time. We loved the private beach and the beach service (Cabana Man) was fabulous. The property management was always available and responsive. They delivered a can opener when I discovered the one in the property was broken. The whole area is a lot of fun. My girls would have loved more boutiques since they love to shop! The rental property was very cute. The washer and dryer need to be replaced. The washer would not drain and I had to bring home wet laundry. A good washer and dryer is a must for a beach vacation! When it did complete a load, it was so loud you could not watch TV, even on the second floor. The furniture is not all that comfortable. At the end of a busy day, my family likes to lounge (there was 5 of us) the main “hub” second floor where the kitchen is has a small love seat and a couple chairs, one is wicker, so no one wanted to lounge in that chair and not all of us would fit there. 1st floor has a sleeper sofa which is larger area, but with the washer going you could not watch tv. It would be nice to have a clock. The kitchen has name brand fridge and oven, nice sink. The water line to the ice maker I think was leaking so there was water when you opened the door. I did tell the property company so I think they were going to try and fix that. An improved shower head in the master bath would be great. My husband is 6’2” so lower shower heads are challenging. The outdoor shower is super nice feature. We are definitely coming back to Seaside next year.

  • Timmy T.

    Submitted Jul 17, 2024

    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: Beautiful home in Seaside! We loved it! Close to beach. Nice view of ocean from top porch. Several screened in porches perfect for morning coffee. Highly recommend!

  • David R.

    Submitted Jul 3, 2024

    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: Our stay was perfect. Being farther away from 30a and the center of seaside makes this a quiet location. House has a fun layout.

  • Julie C.

    Submitted Jun 2, 2024

    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 recommend this vacation rental. Reviewer Comments: We were happy with everything except the bathrooms could have been updated.

  • Jennifer R.

    Submitted Apr 8, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We had a great time in Sea Side on vacation. The home was very clean when we arrived. We had 7 in our party (4 Adults and 3 children). We were comfortably crammed. The bedrooms are much small than they appear in pictures. Bathrooms definitely need updating. Staying in Sea Side is pricy we just had higher expectations for the price we paid.

  • Submitted Oct 15, 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: We brought our daughter and five friends to celebrate her birthday. They loved biking around Seaside. The beach was impeccable, this house is an easy elk to the Tupelo pavilion. We used the upstairs bedroom for us to give the girls the bottom floor. That room was a little tight for two grown ups , but doable for a few days. Kitchen was missing a few essentials but eating out was so easy. Loved the rental process and the homeowners collection. A very positive experience and I'd take the smaller space for the convenience of this house.

  • Umi C.

    Submitted Aug 1, 2023

    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 more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good

  • Alison S.

    Submitted Jun 14, 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: We loved our stay at It’s Always Sunny! Definitely plan to visit again!

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Total

Includes taxes and fees
$865+
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