Homes - Rating 5 (36 Reviews)

Playing Hooky on 30A


Bedroom 6 bedrooms
Bathroom 4 full, 1 half
Guests 20 guests
Pets Not Allowed Pets Not Allowed
Flexible Dates Flexible

  • Address: 4049 W County Hwy 30A
  • Location: 30A
  • Type: Homes
  • View: Beach Access

Description Description
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
-Newly Installed Tesla Charger

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.

 


Availability Calendar Availability Calendar
Clear Dates

Bedding Bedding
Bathroom 3

Toilet,Shower

Bathroom 2

Toilet,Shower

Bathroom 1

Toilet,Tub,Shower

Bedroom 6
King

Bedroom 5
King

Bedroom 4
Queen,Sleep Sofa

Bedroom 3
Bunk Bed Double and Single (2)

Bedroom 2
King

Half Bathroom

Toilet

Bathroom 4

Toilet,Tub,Shower

Bedroom 1
King,Sleep Sofa


Amenities 32 Amenities
Access & Services
  • 24Hr Check-In
Bed, Bath, & Laundry
  • Dryer
  • Iron
  • Iron Board
  • Linens
  • Towels
  • Towels provided
  • Washer
Climate Control
  • Air Conditioning
  • Ceiling fans
  • Central heating
Entertainment
  • TV
Internet & Workspace
  • Internet
Kitchen & Dining
  • Dishwasher
  • Microwave
Outdoor
  • Beach Access
Outdoor Living
  • Balcony
  • Fenced yard
  • Garden Or Backyard
  • Grill
  • Patio
Pool, Hot Tub & Spa
  • Heated Outdoor Pool
  • Heated Outdoor Pool Private
  • Heated Pool
Pool/Spa
  • Private Pool
Property Features
  • EV Car Charger
  • Fireplace
  • Garage
  • Hot Deals
  • Luxury
  • Pets Not Allowed
  • Private Entrance

Location HOT DEALS

Book now to enjoy an additional 10% off your stay!

Promo Code: HOTDEALS

Stay dates: Now through December 31, 2026

Don’t miss this opportunity to save on your dream vacation along the beautiful Emerald Coast. Book now and create unforgettable memories with your loved ones!

*Stay date must be before December 31, 2026. Offer available on select properties. This offer cannot be combined with other discounts or promotions.


Location Location

Reviews Rating 5 (36)
Rating 5
Beautiful home to host our family of 16! Everyone was comfortable. Beach so close, pool so refreshing.
- Reviewed On: 10/2/2026
Thank you for the wonderful review! We’re thrilled to hear that our home was a great fit for your family of 16 and that everyone was comfortable during your stay. It’s great to know you enjoyed the convenient beach access and refreshing pool! We appreciate you choosing to stay with us and hope to welcome your family back for another memorable beach getaway soon!
Emerald Coast Vacation Rentals staff
Rating 5
Great location and very clean
- Reviewed On: 8/13/2026
- Check Out On: 8/1/2026
Rating 5
- Reviewed On: 8/11/2026
- Check Out On: 7/20/2026
Glad you like it! 😊We hope to have you back soon.
Emerald Coast Vacation Rentals staff
Rating 5
What a great location! East beach access and walkable to everything we needed for the week. Would definitely stay here again!
- Reviewed On: 7/19/2026
- Check Out On: 7/16/2026
Thanks for the review. Glad Playing Hooky on 30A’s location and east beach access worked well for your week. We’d be happy to host you again!
Emerald Coast Vacation Rentals staff
Rating 5
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!
- Reviewed On: 6/14/2026
- Check Out On: 6/14/2026
Thank you so much for your wonderful and detailed review! We’re thrilled to hear that the home was a great fit for your group and that it had everything you needed for your baseball tournament stay. It’s great to know you enjoyed the spacious layout, extra refrigerator space, ice machine, convenient location, and easy access to the beach, restaurants, and shops. We also appreciate your kind words about our communication and are glad we could assist you during your stay. Thank you for letting us know about the master tub faucet—we'll be sure to check it and provide clearer instructions if needed. It was a pleasure hosting you and your group. We truly appreciate your recommendation and look forward to welcoming you back for another stay in the future!
Emerald Coast Vacation Rentals staff
Rating 5
This was the perfect stay for our family vacation. Easy access to the beach, walkable to shops and restaurants, and plenty of space for everyone!
- Reviewed On: 6/8/2026
- Check Out On: 6/6/2026
Thanks so much, Sarah! We’re really glad the house worked so well for your family and that you enjoyed the easy beach access and nearby spots. Hope we get to host you all again!
Emerald Coast Vacation Rentals staff
Rating 5
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.
- Reviewed On: 5/31/2025
Rating 5
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!
- Reviewed On: 10/26/2024
Hi Allison, we are so happy to hear you enjoyed your stay with us. We hope to have you and your family back again soon. -The Venture Team
Emerald Coast Vacation Rentals staff
Rating 5
Senior trip
Enjoyed the stay
- Reviewed On: 7/12/2024
Hello! We are thrilled you enjoyed your stay. We hope to have you back again soon. -The Venture Team
Emerald Coast Vacation Rentals staff
Rating 5
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
- Reviewed On: 6/27/2024
Hi Hiwasse, we are so happy to hear you enjoyed your stay with us! We hope you and your family were able to make some wonderful memories. Please come back again soon!
Emerald Coast Vacation Rentals staff
Rating 5
Family Spring Break
Wonderful time with the family!
- Reviewed On: 4/2/2024
Hi Micki, we are thrilled to hear you had a wonderful time with your family at Playing Hooky. We look forward to helping you make many more family memories in the future. Thank you, Venture Found
Emerald Coast Vacation Rentals staff
Rating 5
Wonderful family vacation
Loved the house, location and surrounding area
- Reviewed On: 3/26/2022
Rating 5
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
- Reviewed On: 1/15/2022
Hi Paula, Thank you so much for the excellent review. We are excited this home is having a full renovation in all the bathrooms unfortunately some of the beach gear available was not accessible in the garage due to the new supplies being delivered early and placed in the garage. We are happy we were able to assist and make sure you enjoyed your stay at this beautiful home. We hope you can come back soon and see the results of the remodel.
Emerald Coast Vacation Rentals staff
Rating 5
Family Vacation
Accommodations exceeded our expectations!!
- Reviewed On: 12/1/2021
Hi Chris, Thank you so much for the excellent review! We are glad to hear you enjoyed your stay with Venture Found Vacation Rentals at our Playing Hooky on 30A location. We hope to have you stay with us again soon.
Emerald Coast Vacation Rentals staff
Rating 5
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
- Reviewed On: 10/29/2021
Hello William, Thank you So Much for the Excellent Review! We are glad to hear you enjoyed your stay with Venture Found Vacation Rentals in our Playin Hooky on 30A location. Thank you for the suggestions. We hope to have you stay with us again soon.
Emerald Coast Vacation Rentals staff
Rating 5
Great House for Family Vacation
This house was exactly as described. The short walk to the beach without crossing 30A was great. The private pool was enjoyed by all 9 family members. It was also nice that we could enjoy the community pool and jacuzzi. We had one minor problem and the property manager had it taken care of immediately. Could not have asked for better service. The house was located within walking distance to everything but yet felt isolated because of trees around it. Parking was perfect for the three families. I would definitely recommend this house for a family vacation.
- Reviewed On: 7/18/2021
Hi Gary, Thank you so much for the kind words and Excellent review. We are pleased to hear you and your family enjoyed your vacation with Venture Found Vacation Rentals at our Playing Hooky Location. We hope you can stay with us again soon!
Emerald Coast Vacation Rentals staff
Rating 5
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.
- Reviewed On: 6/28/2021
Hi Betsy, Thank you for the Great review! We are so glad you enjoyed your Vacation with Venture Found Vacation Rentals at our Playing Hooky on 30A location. We do supply a starter kit for every home this is just enough to get you started. We hope you can stay with us again soon!
Emerald Coast Vacation Rentals staff
Rating 5
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.
- Reviewed On: 6/13/2021
Hi Wendy, Thank you for the great review! So glad you were pleased with Venture Found Vacation Rentals and our Playing Hooky on 30A location. We hope to have you stay with us again soon!
Emerald Coast Vacation Rentals staff
Rating 5
Great location
Great location - short walk to beach and local shops/restaurants! Lovely house!
- Reviewed On: 5/21/2021
Hi Galen, Thank you for the Great review! We are so glad you enjoyed your Vacation with Venture Found Vacation Rentals at our Playing Hooky on 30A location. We hope you can stay with us again soon!
Emerald Coast Vacation Rentals staff
Rating 5
Marriage of daughter on beach
House was beautiful and clean. We needed help with wifi and got immediate response from rental folks. Great experience.
- Reviewed On: 5/9/2021
Rating 5
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.
- Reviewed On: 5/3/2021
Hi Robert, We appreciate all the kind words. It is our pleasure to host you and your company. We are thrilled to know you enjoyed your stay at our Playin Hooky on 30A location and that you had plenty of space during your vacation. Thank you again and we hope to see you again soon! Venture Found Vacation Rentals
Emerald Coast Vacation Rentals staff
Rating 5
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.
- Reviewed On: 6/14/2020
Hi Sharon, thanks for your kind words! We are so happy to hear you thought this property was great. We appreciate you booking with us and look forward to seeing you again soon! Venture Found Vacation Rentals
Emerald Coast Vacation Rentals staff
Rating 5
Amazing Home
We arrived with our 4 children, their spouses and 5 grandchildren. There was plenty of space for everyone. The property was clean and decorated beautifully. The pool was a great addition. The walk to the beach was not far. There were plenty of beach chairs for our use and inflatables for the pool. There were restaurants close enough to walk to along with ice cream shops. The property manager and owner were very easy to work with. You are a part of a condo resort so there was another pool and exercise room. It was a great vacation and I highly recommend this vacation home.
- Reviewed On: 8/26/2019
Thank you Linda for writing a review! We are so glad you had an enjoyable vacation with us. We are happy you found the home clean; that is our expectation. Your recommendation for others to stay at our home is the ultimate compliment; hope you will visit again! Venture Found Vacation Rentals
Emerald Coast Vacation Rentals staff
Rating 5
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.
- Reviewed On: 8/15/2019
Thank you Frank for writing a response! We are so glad you enjoyed your vacation here with us. PLAYING HOOKY IS A GREAT HOME CLOSE TO THE BEACH! We would love to have you come back next year. Venture Found Vacation Rentals
Emerald Coast Vacation Rentals staff
Rating 5
Awesome
Will go back!
- Reviewed On: 8/3/2019
Thank you Janet for writing a response! We are so happy to hear you enjoyed your vacation with us; especially using the words AWESOME, WILL GO BACK! Best compliment ever! We would love to have you come back next year. Venture Found Vacation Rentals
Emerald Coast Vacation Rentals staff
Rating 5
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.
- Reviewed On: 8/2/2018
Rating 5
An excellent house at the beach.
Our family of 15 stayed in this house during the Fourth of July week, and thoroughly enjoyed ourselves. The house was clean and beautifully appointed and equipped, without pretense. The pool was loads of fun and, somewhat to our surprise, we appreciated the use of the facilities offered by the condo located between this house and the beach. Although we would have preferred an ocean-front property, the walk to the beach took only 3 minutes or so, and was certainly not burdensome. We would stay in this house again, with the slightest hesitation.
- Reviewed On: 7/17/2018
Rating 5
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!
- Reviewed On: 4/22/2018
Rating 5
Amazing house south of 30A!!
Our extended family enjoyed a week at this great house! The house with two refrigerators, with a small drink fridge downstairs + a separate icemaker was wonderful! Large bedrooms on all three floors helped separate people in a really nice way. The location is really convenient to restaurants and activities nearby. The walk to the beach through San Remo was closer and easier than we had anticipated. Our grown kids loved the access to the San Remo workout room and went every morning. Kitchen and seating was so great, we ate several meals in!! Can't go wrong booking Playing Hooky on 30A!!
- Reviewed On: 8/29/2017
Thanks so much for your review! We're delighted you enjoyed the many, many amenities - and the great location - of Playing Hooky on 30a. We're glad to hear you you enjoyed spending time together cooking at the home and hope to see you on your next trip to our beautiful area! Thanks again for staying with us!
Emerald Coast Vacation Rentals staff
Rating 5
Amazing Vacation
Loved the house it was perfect location and just so beautiful. We will be back next year.
- Reviewed On: 8/19/2017
So glad you enjoyed your stay!! We look forward to seeing you next year!
Emerald Coast Vacation Rentals staff
Rating 5
Fantastic Home
This was a perfect home for our family beach trip. We had 4 couples who were able to each have a room and private or shared bath and 3 additional adults. The kitchen was very well equipped. We enjoyed the large common area for meals, games, TV and visiting. Having an extra refrigerator, plus the small beverage refrigerator was very handy. We did have a problem with the downstairs ice maker but it was being solved and there was room to store a couple bags of ice so was not an issue. The pool was great. There was a short walk to the beach and the garage contained lots of pool/beach items plus bikes to use. Chris and Janet responded quickly to any questions or concerns we had. We're hoping this rental will be available for our next beach trip!
- Reviewed On: 6/30/2016
Thanks for your review, Joan! We hope you and your family can join us again next summer!
Emerald Coast Vacation Rentals staff
Rating 5
The PERFECT vacation house!!
Wow!! My entire family of 16 were extremely impressed with this home! There was more than enough room for all of us. Every room including the bathrooms were very spacious and super clean!! In fact the entire house was immaculate! It's gorgeous inside and out! Very neatly decorated and up to date!! The entire property is very well kept and maintained! There isn't anything we would've changed! The pool was awesome, clean and enjoyed by all. Plenty of sun during the day! The walk to the beach was quick and easy, no traffic to deal with. There were plenty of beach items for use, and bikes to ride as well. Chris and Janet were super easy to communicate with, and answered every question and were quick to respond. I honestly could write another paragraph on how perfect this home was. I would recommend it to anyone without hesitation! Thank you for allowing us to enjoy this beautiful home! It's PERFECT!!
- Reviewed On: 6/12/2016
Wow! Thanks so much for the awesome review! We really appreciate the kind words too. We think Playing Hooky on 30a is super special too, but it’s so nice to hear it from our guests. We’re glad you enjoyed your vacation and hope you’ll come back and see us again on another trip to our area!!
Emerald Coast Vacation Rentals staff
Rating 5
Beautiful spacious house steps from the beach
We had four families together for Spring Break - eight adults and eight small children. Everything about the house was great - big modern kitchen, multiple refrigerators, big bedrooms with nice bathrooms, plenty of pool and beach gear... and most importantly, lots of common areas to hang out in! The pool was perfect for the kids (especially HEATED) and only a three-minute walk to the beach with no roads to cross. We had a small issue with the cable and the owners were quick to resolve the issue. What a great place for a family retreat!!
- Reviewed On: 4/14/2016
Thanks for the kind review, Wes! We’re delighted you enjoyed your family getaway at Playing Hooky. We also love the fact that the beach is so close and convenient, which makes it easy to transport the beach gear we offer. We hope to see you on another trip to our area! Thanks again for staying with us!
Emerald Coast Vacation Rentals staff
Rating 5
Amazing!
This home was absolutely beautiful! The rooms are huge and the beds are so comfortable, that I had the best sleep I have ever had. We had such an amazing time and the pool was just perfect! The pool heater had malfunctioned, but it was repaired immediately!The beach was easily accessed, with a family memory made of star gazing over the waves. I highly recommend this home, especially to families. If given the ability to choose more than 5 stars, I would do so. Thank you Kiley Beach Resorts for such a wonderful experience!
- Reviewed On: 3/15/2016
Thanks so much for your kind review, Janet! We're glad you enjoyed the home - and your sleep (another great part of going on vacation). We hope to see you and your family back on another trip to Playing Hooky! Thanks again for staying with us!
Emerald Coast Vacation Rentals staff
Rating 5
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.
- Reviewed On: 11/7/2015
We're so glad you enjoyed your stay at Playing Hooky on 30a! The beach is definitely super close, and we're glad you found the house to be everything you needed for your special trip. We hope you'll choose Playing Hooky on 30a again on your next trip to our area!
Emerald Coast Vacation Rentals staff
Rating 5
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
- Reviewed On: 11/6/2015
Thanks so much for recommended Playing Hooky on 30a! We'd love to see you back on your next trip to our special 30a area!
Emerald Coast Vacation Rentals staff
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