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Thanksgiving week available, gated community

19 Reviews
Bedrooms 4
Property type cottage
Minimum Stay 7 - 60 nights

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Minimum Stay
7 - 60 nights


Photos and Description of this 4 bedroom holiday cottage in Santa Rosa Beach - On Cypress Pond

Cottage, 4 Bedrooms, 4 Baths, Sleeps 8

Cypress Dunes will be providing free shuttle service to beaches and 30A communities this summer through the Sunshine Turtle Express. Leave the driving to others and enjoy all that 30A has to offer, including restaurants at Gulf Place, Blue Mountain Beach, Seaside and beyond. Also, don't forget the free summer Sunday concert series at the nearby Gulf Place outdoor amphitheater.

Scenic Route 30A is a special location offering visitors a unique coastal experience. This beach community distinguishes itself from the others with a picturesque array of different architectural styles, superb seafood restaurants and pubs. The entire length and breadth of 30A is to be experienced! On the west-end of the route lies Cypress Dunes vacation community offering an absolutely peaceful setting. This “park like” atmosphere is a result of the surrounding Topsail Hill Preserve State Park on two sides and our vacation home. “On Cypress Pond” overlooks a 200 hundred year old cypress head forever preserved as a wetland. We enjoy our morning coffee in the shade of the upper level back porch overlooking the cypress pond. For our viewing and listening pleasure, we watch the many birds fly by as the clouds move through a blue sky with the tall cypress and pine trees in the foreground. The front porch is for evening cocktails when the sun has moved to the backside. Mojitos anyone?

Another thing that makes Cypress Dunes enjoyable among the Scenic Route 30A communities is the infinity pool and clubhouse that overlooks Topsail Hill Preserve and the Gulf of Mexico - a facility that rivals any resort pool. Our favorite beach is next door at the Park where it is less crowded and an easy bike ride. As part of your stay, it is worthwhile to visit each of the beaches along Scenic Route 30A where public access is readily available. These are great beaches for people watching and admiring the many gorgeous beach homes along the shore.

“On Cypress Pond” is a two-story Floridian style beach cottage with the living space on the upper level to better enjoy the views. As with most of the homes in Cypress Dunes, it was built by John Willis, winner of Atlanta’s 2005 best builder award. The home sleeps 8-10 with four bedrooms and a sleeper sofa in the great room. The bedrooms have their own bathrooms and include 1 king, 2 queens and 1 full bed; three of the bedrooms have tv’s. The dining table is situated in the center of an open floor plan and seats 8 people. The chef of the family will enjoy a stocked kitchen accented with gorgeous granite countertops with stainless steel appliances, gas stove, microwave and dishwasher. The Great Room is furnished with a set of comfy sofa and chairs that overlooks a gas fireplace and 50” plasma high definition television with a blue-ray player for your movie enjoyment.

Come enjoy all that Scenic Route 30A has to offer and stay at “On Cypress Pond” where you can begin and end your day in peace and tranquility with family and friends.

Keywords: Beach Home, Beach House, Cypress Dunes, Scenic 30A, Topsail Hill Preserve State Park, Dune Allen Beach, Santa Rosa Beach, Beaches of South Walton, Emerald Coast, Panhandle

More Details
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible

Property Manager
Sandy Kennedy
Member since: 2011
Speaks English
Response time:
Within an hour
Response rate:
Calendar last updated:
9 October, 2016
Call Manager

About Sandy Kennedy

We are midwesterners who look foward to our retirement on the Emerald Coast of Florida. In the meantime, we use it during our limited vacation time and are glad to share 'On Cypress Pond' with other families.

Sandy Kennedy purchased this cottage in 2011

Why Sandy Kennedy chose South Walton

We love all things 30A, including the people, white sand, emerald colored water and the beach communities. We chose Cypress Dunes because as campers we love the peace and serenity that is offered in this park like setting. Yet, nearby are all the shops, restaurants and activities a person could possibly desire.

What makes this cottage unique

We love sitting on our back porch in the morning with coffee watching and listening to the birds. After a day on the beach or shopping, we enjoy sitting in the shade of the front porch visiting with family and friends, along with your beverage of choice!


based on 19 holidaymaker reviews

Thanksgiving week available, gated community
average rating of 4.9473686 based on 19 reviews

Cypress Dunes is a slice of heaven!

  • 5 of 5

I can't say enough about the week we spent at On Cypress Pond with our family. The view of the Gulf from the infinity pool makes you feel like you are at your own resort. Six of us stayed very comfortably and had room for more! The house was very well stocked with more items than I could have imagined.

Sandy was very helpful answering our questions and made our stay very comfortable. We met many of the residents of Cypress Dunes and they made us feel right at home. I would highly recommend this area if you like nature, peaceful settings, wildlife and enjoy an active lifestyle. The gated community made me feel very safe and I think it is a great neighborhood to take long walks and bike rides. We even saw several deer grazing at sunrise!

We can't wait to come back and share this little slice of heaven with our friends!

  • Review Submitted: May 17, 2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
Owner's Response: I'm happy you and your family had a wonderful vacation at our home! Thank you Sandy
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2 0

More than expected

  • 5 of 5

We chose this location because our daughter was getting married on a beach nearby. It was the perfect retreat for our family of 8. A great place to relax after going to the beach or shopping in the crowds. Accommodations for privacy were wonderful. I cannot say enough about how kind, patient and helpful Sandy was with all of my questions. The gated community is so quiet and peaceful with lots of amenities. I highly recommend bringing/renting bicycles as the trails are amazing. You will not regret staying here. We will be back.

  • Review Submitted: Jul 21, 2015
  • Date of Stay: Jul 2015
  • Source: VRBO, from HomeAway
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0 0

Such a wonderful week "On Cypress Pond!"

  • 5 of 5

My family came in for the July 4th for the week. After having stayed in the Destin area every year for 14 years, we decided to move our adventures down to the 30A area. On Cypress Pond was the best stay that we have had in all of these years, the layout of the home offered a getaway and privacy for everyone. The porches were our favorite spots in the early evening hours after a long day at the beach. The home was truly a retreat away from the hustle and bustle and the beaches around the home are some of the best in the South Walton area for sure. Sandy made sure the house had all the accommodations that we would need for the week and the master bath and private porch was so luxurious, we never wanted to leave! Thank you Sandy for renting us this home, I think it is safe to say we will be back year after year. Right down the road from some of our favorite spots, Stinky's Bait Shack is less than a 5 minute drive with no traffic to ever fight, Seaside was right down the road, but the perfect thing about this location was we did not have to fight with the Seaside traffic, and Destin was just a hop skip and a jump away. I cannot recommend this location enough! We fell in love with Stalworth Beach, beautiful and secluded, and just a mile down the road. Just an amazing week and has left us wanting more!

  • Review Submitted: Jul 13, 2015
  • Date of Stay: Jul 2015
  • Source: VRBO, from HomeAway
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0 0

Beautiful house in a perfect location

  • 5 of 5

We stayed at Sandy's place during the Memorial week holiday. The house is beautiful, the photos are perfect descriptions of it. Very new, well maintained, beautiful pine wood floors and lovely decor throughout the home. Cypress Dunes is a lovely and serene neighborhood. It wraps around a beautiful cypress lake with lily pads which lend for a movie like setting. Sandy's house backs right onto it it. You can enjoy the peace and beauty of this natural beauty from the back porch of the house. Cypress Dunes is adjacent to Topsail Hill Natural Preerve park. Complimentary access is provided by presenting the rubber wrist bands. The beach at Topsail is simply gorgeous in a vaery natural setting, a dune preserve area, very unspoiled. The perfect amount of people visit this lovely spot daily. Mostly family with kids are here to enjoy the beautiful white sands and turqousie waters. My family wanted to stay here forever. Sandy was very easy and acomodating and was extremely dilligent at adressing any questions or issueswe might have had. Certainly recommend Sandy's place to my best friends and family.

  • Review Submitted: Jun 9, 2015
  • Date of Stay: May 2015
  • Source: VRBO, from HomeAway
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2 0
Pekin, IL

Relaxing Retreat

  • 5 of 5

Our family of 6 (ages 10-66) enjoyed a relaxing Easter / spring break week at On Cypress Pond. The weather was gorgeous with cool gulf breezes. With lively 30A and beautiful white sand beaches just minutes from the house, we had plenty to keep us busy. During the day, we walked the beach, built sandcastles, rode bikes, played tennis, read in the hammock, shopped at the outlet mall, and then spent our evenings trying fantastic restaurants and playing games. We never made it to the pool, just didn't have time, but it is beautiful and overlooks the gulf. Sunrise and sunset are also a must see at Dune Allen Beach. We used the beach chairs, beach umbrellas, and sand toys that are available at the house. It made going to the beach even more enjoyable - and less to pack! If you're looking for a short day trip, we took a drive to Pensacola to visit the Navy Air Museum and even took in the Blue Angels practice show. There are several TVs with cable through the home if you want to watch your favorite show. In case you want to eat in, the house is supplied with all the cooking tools you'll need to make a delicious dinner. Shrimp (fresh from the Publix store) cooked on the grill was our favorite. There were plenty of clean bedrooms and bathrooms (towels, too) to accommodate our family. We are definitely looking forward to coming back and continuing to explore the area. Thank you Dave and Sandy for sharing your retreat with us.

  • Review Submitted: Apr 17, 2015
  • Date of Stay: Apr 2015
  • Source: VRBO, from HomeAway
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2 0

Father of teenage family

  • 4 of 5

Cypress Dunes is a nice community, the infinity pool was great and the second pool is nice as well. There are 3 teenagers in the family, each enjoyed their own room and separate bathrooms. Mom and Dad enjoyed the double sinks and shower in the Master Bath. I would recommend bikes to get to the pool and to ride around in the community. We even rode the bikes to the beach. The house is a short drive to the beach and to the shopping at the outlet mall. On Cypress Pond seemed much bigger than in the pictures. The owners were very easy to work with and answered all of our questions.

  • Review Submitted: Aug 5, 2014
  • Date of Stay: Jul 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thanks Don, we are glad your family enjoyed On Cypress Pond. The biking opportunities are great with the 18 mile path along Scenic 30A and Topsail State Park next door. Please return wth your teenagers soon.
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Stinky's Fish Camp
"Our favorite seafood restaurant!"
Donut Hole Bakery Cafe
"Our favorite breakfast restaurant!"
Publix Super Market at South Walton
"Our first stop in Santa Rosa Beach; try the made to order shrimp that comes in different sau..."
Silver Sands Premium Outlets
"Nations largest designer outlet center with over 100 stores including Coach, Saks, Polo Ralp..."
The Village of Baytowne Wharf
"Fun place with shops, restaurants, nightclubs and attractions for kids, and a marina full of..."
Emerald Grande at HarborWalk Village
"Water front shopping, boat rentals, fishing charters, restaurants, nightclubs, weekend firew..."
Pier Park
"Shopping & entertainment center, including Jimmy Buffets Margaritaville, Tootsies and more."
Topsail Hill Preserve State Park
"Topsail State Park has our favorite beach because it is so peaceful and less crowded. It is ..."
"Architects from around the world travel in to see Seaside, the beach community that started ..."
Grayton Beach State Park
"Another beautiful park and beach, similar but different from Topsail Hill Preserve and State..."
Dune Allen Beach Access
"Dune Allen Beach is a convenient beach access with parking and bathrooms, just a short 3-5 m..."
Artist At Gulf Place
"Gulf Place, a short 5 minute drive down 30A from On Cypress Pond, has developed so well that..."
Big Daddy's Bike Shop
"This is where we purchased our personal bikes. Very nice people and they will deliver rental..."
Santa Rosa Golf & Beach Club
"Nice course just down the road on 30A."
Grand Boulevard
"Grand Boulevard has lots of great shops, but most importantly, they have a newly opened 10 m..."
Justin Gaffrey Art
"Beautiful art paintings using a very unique art form. Stop at Justin's studio about 10 minut..."

Cypress Dunes is a peaceful, safe, gated community along Scenic 30A, located between SanDestin and Panama City Beach. The 18 mile stretch of 30A features unique beach commnities, pure white sand beaches, rare coastal dune lakes and the most wonderful people. There is something about 30A that pust everybody in a friendly, positive mood. It is truly the place to be.


Prices & Availability

Prices for this holiday cottage in Santa Rosa Beach, South Walton

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Fall 2016
13 Aug 2016 - 31 Dec 2016
7 night minimum stay
for 7 nights
Winter 2016-17
1 Jan 2017 - 25 Mar 2017
60 night minimum stay
for 60 nights
Easter spring break
1 Apr 2017 - 21 Apr 2017
7 night minimum stay
for 7 nights
22 Apr 2017 - 26 May 2017
7 night minimum stay
for 7 nights
27 May 2017 - 11 Aug 2017
7 night minimum stay
for 7 nights
Late summer
12 Aug 2017 - 22 Sep 2017
7 night minimum stay
for 7 nights
My Standard Rate
7 night minimum stay
for 7 nights

Additional pricing information

Refundable Damage Deposit £245
Property Damage Protection £48
Cleaning fees £143 + Tax
Tax Rate 11.0%

Manager's Cancellation Policy

  • 50% refund for cancellations more than 7 days before check-in date.
  • 100% refund for cancellations more than 14 days before check-in date.
Enter dates for accurate pricing
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Available arrival


Accommodation and facilities for this holiday cottage in Santa Rosa Beach in North West Florida

Property Type:
  • cottage
  • Self-catering
Location Type:
  • Water View
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Fitness Room / Equipment
  • Gas Fireplace ...
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Parking Off Street
  • Parking for RV/Boat/Trailer ...
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Hob
  • Toaster
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
  • The master bath has a double shower, two of the bedroom baths have a combination tub/shower and the fourth bedroom has a shower.
  • 4 Bedrooms, Sleeps 8
  • King size beds (1), Queen size Beds (2), Double Beds (1), Baby Cribs (1), Sleep Sofa
  • Books ...
  • DVD Player
  • Games ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Terrace ...
  • Garden ...
  • Barbecue
  • Tennis ...
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • non smoking only
  • pets not allowed ...
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
  • Shared Hot Tub ...
  • churches
  • cinemas
  • Health/Beauty Spa
  • marina
  • museums
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • Boating
  • eco tourism
  • outlet shopping
  • scenic drives
  • Shelling
  • Shopping
  • sight seeing
  • walking
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • jet skiing
  • Kayaking
  • paragliding
  • sailing
  • Snorkeling/Diving
  • bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis

Partner Offers

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