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Private Pool & Beach Access-Playing Hooky

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Beach nearby - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
TV, fireplace, DVD player - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
A heated pool - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
Interior - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
6 bedrooms, iron/ironing board, free WiFi, bed sheets - Private Pool & Beach Access-Playing Hooky (Santa Rosa Beach)
Close to 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

Entire home

6 bedrooms5 bathrooms394 sq m

Popular amenities

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

Add dates for prices

About this property

Private Pool & Beach Access-Playing Hooky

  • Why Book Playing Hooky on 30A?
    -Private beach access just 250 yards away
    -Gated community for added privacy
    -Spacious wraparound balconies
    -Private pool surrounded by nature
    -Golf cart available for rent*
    -Walk or bike to Gulf Place Town Center
    -Minutes from Silver Sands Outlets, Baytowne Wharf & Grand Boulevard
    -Professionally managed with 24/7 support

    Welcome to Playing Hooky on 30A, a luxurious 3-story beach retreat perfect for large groups and families. Sleeping up to 21 guests, this 4,200+ sq. ft. home features a spacious, open floor plan with generously sized bedrooms, upscale furnishings, a fully stocked kitchen, an oversized laundry room with extra fridge and wine cooler, and multiple porches and balconies to enjoy the coastal breeze.

    Just steps from a quieter stretch of the beach, the home sits along the scenic bike path and is a short walk to Gulf Place Town Center. Relax in your private pool, surrounded by nature, with plenty of chaise lounges and seating for everyone.

    Inside, the chic coastal living area opens to a fully equipped kitchen with a wet bar, ample dining at both the large table and kitchen bar, and a balcony overlooking the pool—perfect for entertaining. A second fridge, large wine cooler, and expansive pantry make hosting effortless. The wet bar is ideal for cocktails or mocktails, and the first floor offers a mini fridge and ice maker for poolside snacks.
    Outside, the private backyard provides shade during the hottest months, with loungers, a dining table for al fresco meals, and a grill for poolside burgers after a day at the beach. Located on the south side of 30A in a gated community, the home offers privacy, with only a condo complex nearby. We highly recommend renting bikes to explore Gulf Place and Blue Mountain Beach.

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

    The cost to rent the 6-seater golf cart is $100 per day.

    **No access to the fitness facility in the nearby condo complex.
    **We've cut the cord! All TV's in the home are Smart TVs and available for you to stream your favorite services.

    No smoking, no parties and no pets, please.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • DVD player
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 4,242 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Located in Santa Rosa Beach, this vacation home is near the beach. Shoppers can check out Baytowne Wharf, while everyone can enjoy the natural beauty of Santa Rosa Beach and Blue Mountain Beach. Sundog Books and Sirens at the Beach 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

  • Pathway and sea oats on beach at Santa Rosa Island near Pensacola, Florida; Shutterstock ID 104491910; purchase_order: SP-1269 HA 2018 Batch 1; Order: ; client: ; other:
    Blue Mountain Beach
    6 min drive - 3.5 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
    3 min drive - 1.4 km

Getting around

  • Northwest Florida Regional Airport (VPS)
    55 min drive

Restaurants

  • Burger King
    6 min drive
  • Mcdonald’s
    7 min drive
  • Santa Rosa Golf & Beach Club
    6 min drive
  • Palm Folly Hard Seltzer
    6 min drive
  • Stinky's Fish Camp
    4 min drive

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. Blue Mountain Beach is 1.7 mi (2.7 km) away.

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Private Pool & Beach Access-Playing Hooky Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 30 out of 39 reviews
Rating 8 - Good. 7 out of 39 reviews
Rating 6 - Okay. 2 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

9.0

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Allison H.

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

10/10 Excellent

Micki T.

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

Family Spring Break

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

10/10 Excellent

Hiwasse S.

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

10/10 Excellent

Kristi S.

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

Senior trip

Enjoyed the stay
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Tammi L.

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

10/10 Excellent

Chris C.

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

Family Vacation

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

10/10 Excellent

Galen C.

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

Christy W.

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

8/10 Good

Michael C.

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

lori l h.

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

10/10 Excellent

Wendy B.

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

10/10 Excellent

Jennifer G.

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

10/10 Excellent

Colleen W.

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

10/10 Excellent

Frank M.

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

10/10 Excellent

Janet P.

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

Awesome

Will go back!
Stayed 7 nights in May 2019
Verified

10/10 Excellent

Paula F.

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

8/10 Good

Ron W.

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

10/10 Excellent

William B.

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

10/10 Excellent

Mary Kaye B.

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

10/10 Excellent

Kathryn J.

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

Great Multi Generational Rental

This property was fantastic for our large family vacation. We had 7 adults and 8 children, but we never felt like we were on top of one another. The bedrooms were a great size and the beds were very comfortable. The kitchen was well stocked with pots, pans, dishes, etc. There were several fridges which was great for extra groceries and drinks. It was an easy walk to the beach access. We had plenty of parking and so many options for dining and shopping were walkable. The private pool was very clean and a great ammenity. The owners were extremely responsive and communication was great. Thank you for a fantastic family vacation.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Robert G.

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

10/10 Excellent

Betsy N.

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
Verified

10/10 Excellent

sharon c.

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

Multigeneration family beach trip

The property was very nice. The location was excellent- south of 30a with no road to cross. This is important for our family with children. They supply beach chairs, umbrellas, and toys. Our middle school kids ride the large flamingo up and down the beach all week! The beds were awesome-so comfy! The pool with the little water fall was a good size and fun.
Stayed 7 nights in May 2020
Verified

8/10 Good

Patricia S.

So far the best location we have stayed in the last 7 years.

The house is lovely and spacious. It is a little dated but overall nicely decorated. It would have been great if there was a full bath for each of the six bedrooms instead of only 4. The pool was great but we had to call about the pump on 3 occasions. There are beach items and a cart available for use which was great. Also, having bicycles was great.
Stayed 7 nights in Jun 2018