Rooftop Deck, Large Porches, Across From Pool In Seaside + 2 Adult Bikes!

Santa Rosa Beach, Florida
$1092 avg/night Minimum Stay 1 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 1 nights

Min Stay

Welcome to Up on the Roof, perfectly located in Seaside, just across from the West Side pool. This charming home greets you with two spacious open porches—one on each level. The first-floor porch is ideal for outdoor dining with a picnic table and Adirondack seating for four. Step inside to an open floor plan that’s perfect for families, featuring a connected living, dining, and kitchen area. The living room offers comfortable seating and a large flat-screen TV, making it a greatspot for family movie nights or watching the game. Adjacent to the living area, the dining room has a large table that comfortably seats eight, with additional seating for three at the breakfast bar in the kitchen. The kitchen has been recently updated with stainless steel appliances and new countertops. Just off the kitchen, you’ll find a cozy, furnished rear porch.

The first queen bedroom is located on the main floor and includes a private flat-screen TV. A generously sized full bathroom is directly across from this bedroom and the living area. Upstairs on the second floor, you'll find three more bedrooms and a large open-air front porch. The upstairs queen primary bedroom offers plenty of storage, a private en suite bathroom, and access to the porch. The en suite bath has been newly renovated with marble countertops and a luxurious marble rain shower. The second queen bedroom also opens onto the front porch, while the third queen bedroom, located at the rear of the house, shares a recently updated full hall bathroom with the adjacent bedroom. This shared bathroom features a tub-shower combo. The expansive front porch runs the length of the home and includes a custom-built queen-hanging bed and several rocking chairs, making it the perfect spot to relax while overlooking a peaceful wooded park area.

Head up to the third-floor loft, which features a built-in office space with two desks and access to the large open-air rooftop deck. The rooftop deck, with seating for four, offers stunning views of Seaside’s rooftops and a partial view of the Gulf. It’s the ideal spot to enjoy a nightcap after a day at the beach.

For additional room, check out the guest cottage, Wrinkle In Time, VRBO# 2886432.

* 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 registration.

Features:

* Features 2,166 square feet
* Private Seaside residential beach at Natchez Pavilion
* 3-minute walk, 176 yards to beach access
* Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
* Access to 3 swimming pools, 5 Clay tennis courts (court fees apply), 3 Pickleball courts, 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 for two-bedroom and larger homes are issued. A golf cart is considered a car. Golf carts for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit.
* No pets allowed

STR23-002210

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • 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

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2166 Sq Ft (201 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

    Barbecue Grill Patio
  • POOL/SPA

    Heated Pool Shared/communal Pool
  • BATHROOMS

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

    English
  • THINGS TO DO

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

    Stereo TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • 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

  • A guest from Com....

    Submitted May 29, 2025

    Stayed May 4, 2025

    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: Up On The Roof was in a great location and the rental company was very easy to work with throughout our stay. Overall our trip was wonderful and we love coming to Seaside. This was our first time in this house. The layout of the house was very nice and we appreciated the large kitchen table and porch setup. The dishes provided were very nice, bedding seemed clean and comfortable. We wondered what the owners did with their groceries as there was no obvious storage. Some suggestions:The front door was hard to open and close and a keypad would have made access easier for my handicapped mom who could not retrieve the key from the lock box. The house itself needs a few repairs. Some cabinet doors need to be re-hung/tightened, we feared the bookshelf might topple, the blinds would not stay open, shower ceilings need to be cleaned, the stove knob broke while we were there, etc All easy fixes. One big disappointment was the new furniture at the pool. Our mom could not get in or out of the new chaise loungers and no longer having the option to adjust the back of the loungers was a loss for the readers among us. It made time at the pool less enjoyable. We enjoyed exploring Seaside as usual, we found the best margaritas at pickles sandbar, and loved going to Modica Market in the mornings. We rented bikes and loved riding around the area. Friends of our family have booked the house for next year

  • Joan H.

    Submitted Oct 18, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very unhelpful. The vacation rental was very clean. 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 came into Seaside the 23 of September. We had purchased trip insurance. On the 24th of September Hurricane Helene formed in the gulf. On Wednesday the spaghetti models were showing a chance of the Hurricane hitting Seaside. CNN was calling for power outages, possibly weeks long, and storm surges. Schools were cancelled. The seaside transit authority closed at 3pm on Wednesday and was not reopening until 1PM Friday. Amy Wise Coble, General Manager, texted that they were operating remotely on Thursday and would only return on Friday when safe to do so. Amy also texted that winds could reach 73 MPH. We were vacationing with a 3 and 1 year-old and due to staff warnings left early. We purchased the insurance provided by Homeowners Collection and were denied trip interruption compensation. Because of the prices charged and the useless Homeowners recommended trip insurance, we will not by vacationing at Seaside again.

  • Yvette S.

    Submitted Aug 1, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: This is our 3rd year renting Up on The Roof for our Annual Family Reunion. The fully equipped kitchen allowed our professional chef (son) to bake & cook for our family. It has an outdoor beach toy locker & living room game & toy cabinet.The upstairs primary bedroom's (windowless) walk-in closet is big enough for a playpen, 2 other bedrooms have a nook which can also accommodate a playpen (bring your black-out playpen cover). The house had 2 portable playpens!

  • Tim D.

    Submitted Aug 22, 2023

    Stayed Dec 31, 1969

    Rating Details: 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: Excellent. The ladies that met us at the property were very nice. WE received a overnight letter which you delivered to the property. Thank you. We will definitely use you again. Regards

  • Barlow M.

    Submitted Jun 27, 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 Up On The Roof! Charming decor, great floorplan and location. The upstairs office was a huge bonus for those needing a well planned quiet space to stay in touch with offices. Especially loved the top deck at night where you could almost touch the stars!

  • Tricia E.

    Submitted Jun 15, 2022

    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: I loved the large porch for morning coffee and the upstairs porch swing was a wonderful place to read a book. The house was perfectly located away from the main traffic area, but still close to the beach. Loved it!

  • Beth K.

    Submitted Apr 10, 2022

    Stayed Apr 5, 2022

    This is the second stay for our extended family and we will be back! We absolutely love the home, the location, the whole experience was perfect!

  • Kristie B.

    Submitted Mar 21, 2022

    Stayed Mar 11, 2022

    Rating Details: The property manager was very helpful. The vacation rental was 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: This was a great location in Seaside. Close to the square, just a couple of blocks and yet quite and far enough away from the crowds. There is a spacious, light filled open floor plan on the first level. The house could use a deep cleaning, maintenance and minor repairs, cleaning supplies, and decent cookware. I would stay here again and recommend it to anyone looking in Seaside.

  • Jennifer S.

    Submitted Sep 21, 2021

    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 do not recommend this vacation rental. Reviewer Comments: Our overall experience was positive however, there are areas that need improvement. The house is in a great location...quiet, peaceful and a short walk to the beach and to Seaside Square. The house is spacious and we especially loved the porches. However, we had to clean the furniture on the front porch before we could use it. The furniture and garden in the back were a mess and we didn't want to put forth the effort to clean the furniture, so we didn't use that area. The house needed some TLC. The front and back exterior doors as well as the downstairs bathroom doors were difficult to open and close. The downstairs shower head was loose and spayed me in the face when I turned it on. We were able to tighten the connections enough to stop the spray/leak. The cleaning people should have caught that and corrected it when they cleaned. The bedrooms were a good size but the mattresses were very uncomfortable. For the money we paid, I would have expected better attention being paid to the maintenance of the house.

  • Yvette S.

    Submitted Aug 26, 2021

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Up On The Roof has a fantastic floorplan with great curb appeal and potential! The deep AND wide front porch and the open downstairs LR/DR/kitchen floor plan is it's best asset.However, it needs minor maintenance: outside shower runs out of hot water, downstairs interior shower curtain (covering the sliding glass door to the outside shower needs a shower was nailed to the wall, yes, really!) Bathroom sinks drained slowly, downstairs toilet continued to flush several times (on it's own) or just kept running, master bath's light out, broken refrigerator bins & broken freezer bins, broken kitchen cabinet hinge and the owner's rusty bikes are stored in front of the house.

You might like these similar properties

Your dates are Available!

Total

Includes taxes and fees
$1,092+
View details