Entire home

Private Pool & Beach Access-Playing Hooky

Photo gallery for Private Pool & Beach Access-Playing Hooky

A garage with a golf cart, a window with a view, and a garage door. - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
A swimming pool with lounge chairs and a fence, surrounded by trees. - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
Exterior - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
A modern kitchen with white cabinetry, a stainless steel sink, and a window with a view of greenery. - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
A balcony with wicker furniture, a glass table, and a view of trees. - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
Private Pool & Beach Access-Playing Hooky provides amenities like a water park and laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

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About this property

Private Pool & Beach Access-Playing Hooky

  • Top Reasons to Book Playing Hooky on 30a!
    * Private beach access
    * Gated community
    * Private balconies
    * Large flat-screen televisions in each room
    * Private pool
    *Golf Cart available for rent for addt'l fee*
    * Walk or bike to Gulf Place
    * Minutes to Silver Sands Outlets, Baytowne Wharf & Grand Boulevard
    * Professionally Managed; 24/7

    Welcome to Playing Hooky on 30a, a luxury home nestled on the south side of 30a in South Walton perfect for large groups, small weddings, corporate retreats, and multiple families wanting to vacation together in paradise! This 3-story home sleeps 21 with plenty of room for everyone! With over 4200 sq. feet of a wonderfully laid out open floor plan, Playing Hooky on 30a offers large bedrooms, upscale furnishings, fully renovated and stocked kitchen, oversized laundry room with extra refrigerator, and three levels of wraparound porches and balconies to enjoy.

    Located just 250 yards to the beach, Playing Hooky on 30a is located in a less crowded section of the South Walton beach, along the bike path, and only a few minutes' walk to Gulf Place Town Center. A large private pool is surrounded by nature with the pool deck offering plenty of chaise lounges and seating.
    ​​​​​​​
    Upon entering the home, you'll encounter a completely renovated coastal chic kitchen and living room with furniture, flooring, 65'' Smart TV with DVD player, wine bar, fully equipped kitchen, with plenty of dining seating at a large table and the bar area. Also featured on this floor, an oversized laundry room with extra full refrigerator, and King bedroom with pull out Twin oversize chair and 55'' Smart TV. The third story at Playing Hooky on 30a features a huge King Master Suite with a spacious sitting area with pull out Queen sleeper sofa and 55'' Smart TV. The Master Suite also features an ensuite bath with large double sinks, stand up tiled shower and Garden Tub, as well as views of the tranquil 30a scenery. Another King bedroom on the third floor adjoins a full bath. A third bedroom on the third floor has a comfy Queen bed with a Queen pull out sleeper sofa. All bedrooms have wall-mounted TVs. The first floor offers access to the pool and pool deck as well as two additional bedrooms.
    The Bunk Room features two bunk beds with Twins on top and Full-size beds on the bottom bunk - with easy access stairs for the top bunk! The other bedroom on the first floor offers a King bed and a large flat-screen TV and DVD player.

    San Remo condominium pool access available to you for your stay!!

    The pool can be heated from Oct-March for an additional fee.

    **No access to the fitness facility

    No smoking, no parties and no pets, please.

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About the area

Located in Santa Rosa Beach, this vacation home is near the beach. While the natural beauty of Blue Mountain Beach and Coleman Beach can be enjoyed by anyone, those looking for an activity can check out Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links. Sundog Books and Blast Arcade and Laser Maze are also worth visiting. Discover the area's water adventures with scuba diving, snorkeling, and motor boating nearby, or enjoy the great outdoors with ecotours. Visit our Santa Rosa Beach travel guide
View more Vacation homes in Santa Rosa Beach
Map
Santa Rosa Beach, FL

What's nearby

  • A pier extending into the ocean at sunset.
    Destin Beaches
    25 min drive - 33.3 km
  • CHROMA Kathleen Broaderick Studio & Gallery
    2 min walk - 0.2 km
  • Santa Rosa Beach
    3 min walk - 0.3 km
  • South Walton Beaches
    8 min walk - 0.7 km
  • Justin Gaffrey Gallery
    2 min drive - 1.4 km

Getting around

  • Northwest Florida Regional Airport (VPS)
    55 min drive

Restaurants

  • McDonald's
    7 min drive
  • Shunk Gulley Oyster Bar
    7 min walk
  • Stinky's Fish Camp
    4 min drive
  • Burger King
    6 min drive
  • Tom Thumb Food Stores
    19 min walk

Frequently asked questions

Does Private Pool & Beach Access-Playing Hooky have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Private Pool & Beach Access-Playing Hooky pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Private Pool & Beach Access-Playing Hooky?

Check-in begins at 4:00 PM.

What time is check-out at Private Pool & Beach Access-Playing Hooky?

Check-out is at 10:00 AM.

Where is Private Pool & Beach Access-Playing Hooky located?

Situated by the sea, this vacation home is within a 5-minute walk of CHROMA Kathleen Broaderick Studio & Gallery and Santa Rosa Beach. South Walton Beaches and Justin Gaffrey Gallery are also within 1 mi (2 km).

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Reviews

Private Pool & Beach Access-Playing Hooky Reviews

9.6

Exceptional

9.2

Cleanliness

10

Location
Rating 10 - Excellent. 35 out of 44 reviews
Rating 8 - Good. 7 out of 44 reviews
Rating 6 - Okay. 2 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and very clean
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a great location! East beach access and walkable to everything we needed for the week. Would definitely stay here again!
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mom/kids beach trip

We had a wonderful time and this space was perfect for our large group! Safe, clean and easily accessible to beach!
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Spring Break

Wonderful time with the family!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect vacation

The house was perfect for my husband and I and 3 grown kids and their familys. Plenty of room. Restaurants were within walking distance and beach just a few minutes away
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Senior trip

Enjoyed the stay
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful family vacation

Loved the house, location and surrounding area
Stayed 7 nights in Mar 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

Accommodations exceeded our expectations!!
Stayed 7 nights in Nov 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location - short walk to beach and local shops/restaurants! Lovely house!
Stayed 5 nights in May 2021
Archival

10/10 Excellent

Amazing Vacation

Loved the house it was perfect location and just so beautiful. We will be back next year.
Stayed 7 nights in Aug 2017
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Great location

There were some minor issues that didn’t coordinate with how the listing was stated…but overall a nice place and great location
Stayed 7 nights in Jul 2021
Archival

10/10 Excellent

AWESOME STAY

This is by far the best place I have EVER stayed in Florida. House is wonderful and large enough to have fun all in one room yet rooms for privacy. Easy access to beach, restaurants and can use amenities of the condos. Would highly recommend
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home with a private pool in a great location

Beautiful home with a private pool in a great location. The house was clean and comfortable, property management respond quickly to small issue, we thoroughly enjoyed this day.
Stayed 7 nights in Jun 2021
Verified review

10/10 Excellent

Absolutely PERFECT!

We just left Playing Hookey today, and we all cannot get over how perfect this house was. It has ample space, is very clean, and the short walk to the beach was easy, even for the small kids in our group. We all want to stay in this house again next year!
Stayed 7 nights in Mar 2018
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is beautiful with lots to offer multiple families. Very spacious and the extra fridge, wine cooler, ice machine and mini fridge downstairs was an added bonus. Very close to the beach, convenient location. Gas station right down the street. Walking distance from many restaurants and ice cream shops. Gated for privacy. Hosts responded quickly with any questions we had. We were in town for a baseball tournament with multiple families and it served all our needs! Would def rent again. Only downside is that I couldn’t figure out how to work the faucet in the master tub. It kept shutting off unless you hold a button down. We just used the shower instead. Overall, it was a great rental and would highly recommend!
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

The property was perfect for our family reunion. We had three families with 7children.

The property was clean and well maintained. The kitchen was exceptionally well stocked and two full sized refrigerators were a plus. All the bedrooms are large and the beds are comfortable. The kids loved the pool and the short walk to the beach was not a problem. We had a great week.
Stayed 7 nights in Jul 2018
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Week, Great house

Wonderful home, close to beach and Santa Rosa shopping. Management took care of minor problems quickly. Will be back for sure next year.
Stayed 7 nights in Jul 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

Will go back!
Stayed 7 nights in May 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Florida beach stay

Management company on top of everything owners lead us to believe their were beach and pool toys and there was not but management company and a trip to Walmart solved our problems
Stayed 6 nights in Dec 2021
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer vacation

Very nice house and grounds. Access to the beach was good and the house itself suited us fine. The only thing I would change was the seating in the living area wasn't enough for our group.
Stayed 14 nights in Jul 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

review

Clean, large house, great location, house could be stocked with a few more minor necessities like salt and pepper shakers, but overall a great vacation and easy access/checkin- out
Stayed 4 nights in Oct 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Marriage of daughter on beach

House was beautiful and clean. We needed help with wifi and got immediate response from rental folks. Great experience.
Stayed 4 nights in May 2021
Archival

10/10 Excellent

Girlfriend Retreat

What a place! We had the best time. Everything about this property was fantastic. Beautiful, upscale decor with all the updated amenities. Plenty of space for everyone to relax, take walks, bike rides or just visit. The walk to the beach is very short, however, on the cloudy day we enjoyed the private heated pool! Plenty of restaurants and shopping are all close by. Great location.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just as shown

Pictures tell it accurately, beautiful place, great vacation spot. Parking situation is better than expected, no one else parked in the ten or so spaces right next to the house besides us. Tons of space. Everything was just as advertised.
Stayed 5 nights in Apr 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous House and great location

Plenty of room for our group of 10. Pool was not as large as we thought, but worked out fine. Easy walk to the beach. Only complaint is for the money we paid, we had to purchase paper towels, toilet paper and there were only two kitchen towels for drying dishes.
Stayed 7 nights in Jun 2021