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Twisted Oaks in Old Grayton Beach

Photo gallery for Twisted Oaks in Old Grayton Beach

Our Home under Twisted Oaks
Front Porch
Kitchen
Kitchen w/Gas Cooktop
Dining Area

Reviews

10 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 91800 sq ft

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue
  • Fenced yard

Explore the area

View in a map
Grayton Beach, FL
  • Place, Grayton Beach
    ‪3 min walk‬
  • Place, South Walton Beaches
    ‪3 min walk‬
  • Place, Grayton Beach State Park
    ‪13 min walk‬
  • Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)
    ‪61 min drive‬

Rooms & beds

4 bedrooms (sleeps 9)

Bedroom 1 - Upstairs - with en suite bathroom

1 Single Bed and 1 Queen Bed

Bedroom 2 - Upstairs - with en suite bathroom

2 Double Beds

Bedroom 3 - Downstairs

1 Single Bunk Bed and 1 Queen Bed

Guest Cottage - Sleeps 2

1 Queen Bed

4 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4 - Guest Cottage

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Twisted Oaks in Old Grayton Beach

High Season during the Summer (May thru Sept) is now only a minimum 5 night stay, allowing flexible check in & check out days!

Enjoy staying in one of Grayton Beach’s original homes, built in 1929 and maintained and loved by our family since 1976. The main house is a two-story frame house situated on a fenced double lot and is located about 2-1/2 blocks from the beach. In the main house, there are 3 bedrooms with 3 full baths accommodating up to 8 people maximum. Upstairs are two bedrooms – one has 2 double beds, the other a queen bed with twin bed– both with their own private bathrooms. The third bedroom, downstairs, has a bunk bed and a queen bed – great for kids. The house is perfect for two families with a couple of kids each or for three couples.

Downstairs there is a living area, kitchen with dining area, full bath and laundry facility. Enjoy the warm Florida sunshine all day with two screened porches. The private outdoor shower with hot and cold running water is nestled under the twisted oaks. Play bocce ball and grill out in the large shaded yard and walk to downtown Grayton!

ADD the guest cottage (sleeps two), in the rear of the lot, which has one queen bed, private bath, and breakfast kitchen, and is available with rental of the main house for an additional charge by adding a 9th person to the number of guests at booking time.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No early check in. No refund for early departure.

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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Santa Rosa Beach

Located on a lake, this holiday home is in Grayton Beach, a neighbourhood in Santa Rosa Beach. While the natural beauty of Seaside Beach and Grayton Beach State Park can be enjoyed by anyone, those looking for an activity can explore Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links. Sundog Books and Eden Gardens State Park are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
View more Holiday homes in Santa Rosa BeachOpens in a new window
Map
Grayton Beach, FL

What's nearby

  • Grayton Beach - 3 min walk - 0.3 km
  • South Walton Beaches - 3 min walk - 0.3 km
  • Seagrove Beach West - 6 min walk - 0.6 km
  • Grayton Beach State Park - 13 min walk - 1.1 km
  • Seaside Beach - 5 min drive - 4.2 km

Getting around

  • Panama City, FL (ECP-Northwest Florida Beaches Intl.) - 44 min drive

Restaurants

  • ‪Black Bear Bread Company - ‬16 min walk
  • ‪Scratch Biscuit Kitchen - ‬5 min drive
  • ‪The Red Bar - ‬3 min walk
  • ‪Bud & Alley's Waterfront Restaurant & Bar - ‬6 min drive
  • ‪Pickles - ‬6 min drive

Frequently asked questions

Is Twisted Oaks in Old Grayton Beach pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Twisted Oaks in Old Grayton Beach?

As of 29 Apr, 2026, prices found for a 1-night stay for 2 adults at Twisted Oaks in Old Grayton Beach on 1 May, 2026 start from S$835, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Twisted Oaks in Old Grayton Beach?

On-site parking is available at the property.

What time is check-in at Twisted Oaks in Old Grayton Beach?

Check-in begins at 4:00 PM.

What time is check-out at Twisted Oaks in Old Grayton Beach?

Checkout is at 10:00 AM.

Where is Twisted Oaks in Old Grayton Beach located?

Located in Grayton Beach, this holiday home is within 1 mi (2 km) of South Walton Beaches and Grayton Beach State Park. Seaside Beach is 2.5 mi (4 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 42 out of 42 reviews
Rating 8 - Good. 0 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Chad F.

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

Great place and stay!

We had our family down for a beach wedding and we’re more than pleased with the property. It was clean and charming and the back yard was perfect for our picnic brunch and photos. Highly recommend!
Stayed 3 nights in Oct 2022
Response from VrboOwner on 28 Oct, 2022
I am glad Twisted Oaks could be part of this special occasion! Thank you for your kind words!
Verified

10/10 Excellent

Keith F.

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

Home away from home

Just love the Old Fla feel. I love to cook, so could use some more pans, but it has plenty!
Stayed 8 nights in Jul 2025
Verified

10/10 Excellent

Eric C.

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

Great property and experience

Our family of 5 enjoyed this property for a week and had a great time. The house is great, the back screened in porch and yard are great for cookouts and kids.
Stayed 5 nights in May 2022
Response from VrboOwner on 28 Jun, 2022
I am happy to hear you enjoyed our beach home! Thank you for your kind words.
Verified

10/10 Excellent

Corky G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Old timey charm, well-equipped with modern conveniences. Easy walking distance to the beach. Great outdoor shower. Good book collection. Good communication with owner.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 12 Aug, 2025
As a first time guest I’m happy to know our home amenities made your stay comfortable!! TY!
Verified

10/10 Excellent

Alexandra L.

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

Lovely Old Grayton Home

This was a beautiful, well appointed home that I would stay in again. Recommend highly.
Stayed 4 nights in Apr 2024
Response from VrboOwner on 26 Aug, 2024
TY! So glad that you had everything that you needed!
Verified

10/10 Excellent

Marcia J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We LOVE, LOVE, LOVE Twisted Oaks! This cared-for home is close enough to the beach to walk back for gathering lunch for everyone and taking it back. Kitchen is great, porchES are great, little swing in the back, even a Love Shack, so everyone has a room. Hope we can keep coming to our favorite place in Grayton!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Stephanie F.

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

Best Beach Trip

Our stay at Twisted Oaks was wonderful!! We love the house! It was extremely clean and comfortable. The beach is a block away. We built many memories and hope to return next summer.
Stayed 9 nights in Jul 2024
Verified

10/10 Excellent

Ashley C.

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

Perfect Vacation

The house is so cute and clean. It is in the best location to easily enjoy the beach and restaurants. The owners are responsive and friendly. Make sure you allow ample time for check out as there is a lot of bed linens to wash. We loved our visit!
Stayed 5 nights in Jun 2022
Verified

10/10 Excellent

Alison M.

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

Sibling trip

House was perfect, weather perfect! We will be back again!
Stayed 3 nights in Sep 2022
Response from VrboOwner on 20 Oct, 2022
Thank you!
Verified

10/10 Excellent

Madeleine M.

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

Love this house!

This house is exactly as advertised but what they don’t hype is the excellent location! It is one block from the fun bars and restaurants but yet it feels like it is in a quiet little neighborhood. Four large bathrooms and two awesome porches - one where you can watch all who walk by and one a little more private. If I go back to Grayton I will rent this again.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 6 Jul, 2025
Thank you…we’re so happy you enjoyed our very special beach home!! We are truly blessed : >
Verified

10/10 Excellent

Anna C.

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

Wonderful Week

We had such a wonderful spring break week with 2 families total. Our kids loved the bunk room and the back yard with the swing! Harriet was on top of everything and gave us peace of mind going into a busy week with little ones. It is a short walk to the beach and even shorter walk to the fun restaurants! Highly recommend!
Stayed 5 nights in Mar 2025
Response from VrboOwner on 25 Jun, 2025
Anna - Thank you for taking the time to write a review on Twisted Oaks. We truly appreciate you, our guests, taking care of our home which has been in our family for over 50 years!
Verified

10/10 Excellent

Terrence C.

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

Twisted Oaks

The owner, Harriet Gentry, has done an excellent job maintaining this home from Old Grayton.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 15 Aug, 2022
Thank you! We appreciate frequent guests such as yourselves who enjoy Twisted Oaks ‘old Grayton’ style!
Verified

10/10 Excellent

Marcia J.

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

Wonderful!

We LOVE Twisted Oaks!! From the plank swing in the backyard to hanging out on the porches, we just enjoyed being together where everything has been thought out for you: great kitchen, many get-together areas, beautiful property; we hope we can return to Grayton Beach for our tenth year--and to Twisted Oaks!
Stayed 7 nights in May 2024
Response from VrboOwner on 8 Jul, 2024
We’re happy that you enjoyed our beach home! Thank you for your kind words : >
Verified

10/10 Excellent

Shawna D.

Liked: Check-in, communication, location

Grayton Family Vacation

We had the most marvelous time at Twisted Oaks. It is an original house in Grayton, gracefully restored to maintain the character, comfortable, and full of interesting nooks and porches. This has become our favorite home in Grayton and we've come for over 25 years. The owner was very prompt if we had any questions. Love it!
Stayed 5 nights in Jul 2024
Response from VrboOwner on 29 Aug, 2024
So glad to hear you enjoyed our home which we have loved on for almost 50 years! Thank you for your kind words!
Verified

10/10 Excellent

Verified traveller

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

Perfect family location

This property is an easy walk to beach (or bike ride). Community is top notch. Western lake is perfect alternative for red flag days. Porches and back yard were perfect for time off beach. Plenty of comfortable beds and bathrooms. Owner is exceptional with communication and accommodating requests. We had the cottage too and used it for quiet space/ overflow.
Stayed 5 nights in Jul 2022
Response from VrboOwner on 28 Aug, 2022
We’re happy to hear you valued the Grayton Beach neighborhood and enjoyed Twisted Oaks amenities!!
Verified

10/10 Excellent

Marcia J.

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

Wonderful Twisted Oaks

Twisted Oaks was so perfect for our family. The granddaughter adored the tree swing in the backyard, under the "twisted oaks." The beach is a short walk; the kitchen is fabulous; the porches are THE BEST--where we spent "home" time, mostly, for Memorial Day week. Cannot say enough positive. Clean.
Stayed 7 nights in May 2023
Response from VrboOwner on 28 Jun, 2023
Thank you! We’re so happy that you enjoyed our beach home : >
Verified

10/10 Excellent

Stacie G.

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

Who could ask for more?

The house is very lovely in beauty, size and location with a great backyard for corn hole and games and also a cute cottage for more guests to stay. Very few steps to the soft white sand beach and Western Lake. The owners were so good at communicating with me. We are only home a day and have to ask, is it too soon to be nostalgic? My family hopes we can make this a tradition.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 12 Oct, 2022
Thank you!
Verified

10/10 Excellent

Kate R.

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

Beautiful home for family beach vacation

We stayed at Twisted Oaks with our two young children (ages 5 and 15 months), my sister and brother-in-law and their children (ages 7, 4, and 20 months), and my parents. The home was so nicely appointed with all the amenities we needed. Beds were comfortable, wifi was fast, and the kitchen was well equipped. We absolutely loved the screened porches, ceiling fans, and backyard lights - we spent most of our time on the porches, taking in the ambiance. The cottage was also perfect for those of us who needed to do some work while on vacation. And the home was an easy walk to the beach! We hope to return someday!
Stayed 5 nights in Oct 2021
Response from VrboOwner on 31 Oct, 2021
Thank you for sharing your time at Twisted Oaks. I am so glad you and your family found our home comfortable!
Verified

10/10 Excellent

Verified traveller

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

We recently attended a wedding in Grayton and hosted a pre wedding party at The Red Bar.

Property is very nostalgic of the homes that once graced the coastline of Florida. Charming and immaculately clean. We enjoyed our stay and hope to stay again in the the future! The children especially enjoyed the back porch and rope swing that hangs from one of the twisted oaks in the back yard. The house is two blocks from beach and our extended families also stayed close by . People in the area are very courteous and there are some great restaurants. Loved visiting near by “Watercolor” and “Seaside” and hanging out in shops at Grayton! Thank you for the pleasure of staying in this historic house!
Stayed 7 nights in Sep 2022
Response from VrboOwner on 13 Oct, 2022
Thank you for appreciating the nostalgic feel of Twisted Oaks and historic Grayton Beach area! It’s been a very special place for our family for almost 50 years : >
Verified

10/10 Excellent

Alison M.

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

Childhood memories!

This house was built by my grandparents in the 1930s. My sister, brothers and I have great memories of time spent there before it was sold. We were finally able to find a weekend to enjoy time together and reminisce. The Gentrys have done a beautiful job of restoring and updating the house. I loved the bright, comfortable, rustic decor! The house was very clean and well kept. They went above and beyond when providing the daily essentials, especially in the kitchen. We enjoyed time spent on the two porches. The only downside was the amount of traffic that continually passed by the house. Grayton Beach is a popular place. We had a great time and hope to make this an annual tradition!
Stayed 4 nights in Sep 2021
Response from VrboOwner on 15 Oct, 2021
I am glad to hear that you enjoyed our home, we are very blessed to have Twisted Oaks in our family since the early 70’s —- that’s 50 years!!
Verified

10/10 Excellent

Elaine P.

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

Perfect paradise!

Wow! Cannot say enough about our week stay! The space was perfect for our family vacation! The two screened porches were such a bonus along with the backyard to hang out. Very comfortable and clean. We hope to book this lovely home every year to spend time with loved ones! Quite comfortable, very homey and very Old Grayton vibe!
Stayed 7 nights in May 2022
Response from VrboOwner on 2 Jun, 2022
Thank you for your kind words! I am glad to hear that you enjoyed staying at Twisted Oaks!
Verified

10/10 Excellent

Donna R.

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

Great home

Great location original home features the quaint historic features you don’t see anymore
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Bill M.

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

Twisted Oaks

Great property!
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Heather H.

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

Wonderful location along 30A

This house couldn't be any cuter! It has a lot of charm and atmosphere and is located within easy walking distance to the beach. Our family loved cooking in the well stocked kitchen and dining on the porch.
Verified

10/10 Excellent

Tom F.

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

Grayt time

Three bedroom house was clean, great character, and well equipped. Lots of hooks to hang wet clothes. Two screened in porches were our family gathering places. Easy walk to beach. Owner responded to AC issue quickly and we were pleased. Loved the property and location. Grayt house and highly recommend. Owner was great to work with.
Stayed 7 nights in Jul 2020

About the host

Hosted by Harriet Gentry

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