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Newly renovated! Across from pool, minutes to beach, lake view!

Santa Rosa Beach, FL, USA
  • House
  • Bedrooms4
  • Sleeps8
  • Bathrooms3
  • Half Baths0
  • Minimum Stay4 nights

House, 4 Bedrooms, 3 Baths, (Sleeps 8), 4 Balconies (2 with Lake Views!)

Cracker Jack is designed to allow you to relax and refresh…Located along Scenic Route 30-A in Santa Rosa Beach.

In 2017, Cracker Jack was updated! Our home now has a newly upgraded modern kitchen, freshly painted guest rooms including new beds, upgraded appliances, tiles and carpets and more!

Scenic 30-A is considered by many to be the Monterrey of the east. The road is a spectacular 18-mile journey of beautiful beaches, sidewalks, architecture, restaurants, fishing, kayaking, biking, walking and shopping.

What makes Cracker Jack Special?

We think it begins with a lot of attention, care and love. The owners, Jamie & Susan worked to incorporate the things you expect and don’t expect while vacationing at the beach. The walls are finished with soothing beach colors; furniture is newly upgraded and comfortable; towels and bedding are provided; and “Club Cracker” in the tower is a magnet for kids (big and small). Hooks are everywhere to just hang your stuff with ease. Each bedroom has new Smart TV's. The goal was to make you feel comfortable like home, but with a true beach experience.

Where on Scenic 30-A is Cracker Jack?

Cracker Jack is located in Old Florida Village within the city of Santa Rosa Beach (within walking distance of Gulf Place). The village is made up of 75 distinctive, architecturally rich homes with a planned Retail/Loft entrance that will be similar to the nearby Watercolor Community. The Village has two community pools. . Green space is throughout the community. There is only one road into the neighborhood which creates a nice private feeling for adults and children. There is ample overflow parking at the front of the neighborhood.

Tell me more about the Cracker…

The natural beauty of Old Florida Village is very evident in the backyard. Hidden Lake fills up your back view and creates wonderful breezes. The morning sun rises above the lake and breakfast or morning coffee/tea on the deck seems to taste better.

The front of Cracker Jack can create a challenge! Which deck to sit on to watch the lazy day go bye? One of the pools is less than 50 yards away. A wireless Internet system works throughout the entire house. You can even surf the web at the pool.

There are three levels to enjoy at Cracker Jack. On the first level is a guest room with one queen bed and a spacious balcony facing the pool and beautiful Village architecture. There is a full bathroom directly adjoining.

The (NEWLY RENNOVATED) kitchen is modern and functional. The kitchen is outfitted with all the tools you will need - from making morning coffee, to a seafood feast (Across the street from OFV is a fresh seafood market). Our family loves cooking and you will find a selection of cookbooks in the large pantry for inspiration.

Off the kitchen is a dining area and open living room space with soothing beach colors and new TV. Lounge on the comfy corner couch, read a book, play a board game (lots at the house to choose from!), or just gaze out at hidden lake way from this inviting family room.

On the second floor, the mini master suite that has a queen size bed with full private bathroom and balcony. The mini-master queen bedroom is decorated with soothing sea salt colors.

Next, walk into the Master, close the door and create your own mini-spa. The view of the lake is perfect from the Master. The lounge chairs on the deck invites you to read a book, watch the birds on the lake or take a nap on the deck & feel like you are really on vacation.

The bathroom in the master has a full tub and separate shower. The king size bed has an extra padding to ensure a comfortable nights rest. In the morning, the sun rises beautifully over the lake.

On the second floor hallway you find a laundry room, hooks for hanging towels, and will notice a sign pointing upwards to "Club Cracker". Club Cracker is loaded with fun for kids of all ages.

Located in the third floor loft, Club Cracker has two sets of bunk beds with large drawers below to store all the kids gear, new plasma television, and comfy large couch for chilling on after a day at the beach.

This is truly a separate environment for kids, which allows a quieter environment for adults on the first level.

Where is the Beach?

The beach is a short stroll away (takes about 5 minutes to walk). If walking is not your style, you can ride your bike or load up the car and park at the beach. There is a clean restroom located at the beach entrance along with outdoor shower, picnic tables and grills, and is complete with Lifeguards & Flag system for your added peace of mind.

Did we mention Restaurants?

One of the charming elements of 30-A is that there are no national food chains allowed. When you go to the beach you want to experience something different from your hometown. Well, you are in for a treat…Within walking distance there are a handful of different restaurants of diverse flavors and budgets and a wonderful fresh seafood market. We are here to help you plan your vacation, so please ask us about our favorite places to eat!

Entertainment and Shops!

Gulf Place is 4/10’s of a mile from Old Florida Village. From April to September there is a free concert every Sunday night. Take a walk along the beach to Gulf Place and enjoy and evening of music. Cracker Jack is also a walk away from a Nail Spa, Drug Store, Coffee Shop, 30A Store, Bike Rentals, Retail shops.....There is so much more. You have to come down here to enjoy and explore…

We look forward to your call and welcome you to The Beaches of South Walton.

The Fay family

Keywords: Beach House, Beach Cottage,

4 bedroom, 2 pools, walk to beach, Family,

Clean, Newly Upgraded, Close to restaurants and shops, Private deck, Grill,

BBQ, Children welcome, Seniors, Tower bedroom, kid friendly, pool view

Property Manager

Susan and James Fay

Member Since 2005
Response rate:
Response time:
within a few days
Calendar last updated:
Apr 21, 2018
About Susan and James Fay

We are a family of four and LOVE the beach. From the moment we started vacationing at Santa Rosa Beach, we knew we were home...

Susan and James Fay purchased this House in 2010

Why Susan and James Fay chose Santa Rosa Beach

Our house is perfect for families. It is a short 5 minute walk to the beach and is located in a private and safe neighborhood with pools which is a close walk to shops, restaurants, and more. Our favorite part about walking to the beach is passing the fresh seafood market and picking up fresh steamed shrimp to enjoy on our back porch after a long day of sun and fun or back down at the beach for sunset! Cracker Jack is located on Hidden Lake Way and has viewing balconies off the back and bedrooms. It is across the street from the pool. We love biking along the beach trail, heading over to Seaside for ice cream or walking the wharf in Baytown. There is so much to love about Santa Rosa- so much to do, or not to do. This is the one place we can truly relax and live each day as it comes.....

What makes this House unique

One of our favorite rituals is stopping at GoatFeathers seafood market (across the road) and buying fresh fish to grill or steamed shrimp to take to the beach for sunset... We have so many favorite activities we would love to share with you but probably the best is heading back to the house at the end of a fun beach day and chilling on our back deck overlooking the lake....


    • Internet
    • Air Conditioning
    • Heater
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 4 Bedrooms, Sleeps 8
        • King size beds (1) Master Bedroom, Queen size Beds (1) Mini-Master Bedroom, Twin or Single Beds (2) First Floor Bedroom has 2 twin beds, Bunk Beds (2) Club Cracker = two sets of bunk beds


        • 3 Bathrooms

            Location Type

              • Lake View
              • Lakefront
                Hidden Lake is directly behind house. Natural lake that rises and lowers.


                  • Guests provide their own meals


                      • Linens Provided
                        Guest sheets and pillows provided
                      • Air Conditioning
                      • Free Long Distance
                        Free local and domestic long distance
                      • Hair Dryer
                      • Heating
                      • Internet
                      • Iron & Board
                      • Clothes Dryer
                      • Living Room
                      • Parking
                        2 cars Overflow parking for guests available on property
                      • Telephone
                      • Towels Provided
                        Bathroom towels and provided. Please bring your own beach towels!
                      • Washing Machine
                      • Wireless Internet
                        free wifi included
                      • Free Wifi


                          • Kitchen
                            Brand new appliances: Coffee Maker, Coffee Grinder, Toaster, Blender, Crock Pot, cooking/baking utensils and more! Cookbooks included....
                          • Coffee Maker
                          • Dishes & Utensils
                          • Dishwasher
                          • Ice Maker
                          • Cooking Utensils
                          • Microwave
                          • Oven
                          • Refrigerator
                          • Stove
                          • Toaster


                              • Dining Area
                              • comfy seating for 6 people


                                  • Books
                                  • CD Player
                                  • DVD Player
                                  • Games
                                  • Satellite / Cable
                                  • Stereo
                                  • Television
                                  • Video Library
                                    DVD's and board games for use


                                      • Balcony
                                        (3) Private Balcony off each of the three bedrooms
                                      • Deck / Patio
                                        Private deck off of living room - back of house
                                      • Outdoor Grill
                                        Brand new 2015


                                          • Long-term Renters Welcome

                                            Pool / Spa

                                              • Communal Pool
                                                (2) There are 2 pools in the neighborhood for your use


                                                  • cinemas
                                                  • health/beauty spa
                                                  • live theater
                                                  • restaurants
                                                  • theme parks

                                                    Leisure Activities

                                                      • antiquing
                                                      • boating
                                                      • miniature golf
                                                      • shelling
                                                      • shopping
                                                      • sight seeing
                                                      • wildlife viewing

                                                        Local Services & Businesses

                                                          • ATM/bank
                                                          • fitness center
                                                          • groceries
                                                          • hospital
                                                          • laundromat
                                                          • massage therapist
                                                          • medical services

                                                            Sports & Adventure Activities

                                                              • roller blading
                                                              • cycling
                                                              • fishing
                                                              • freshwater fishing
                                                              • golf
                                                              • hiking
                                                              • jet skiing
                                                              • kayaking
                                                              • mountain biking
                                                              • pier fishing
                                                              • deepsea fishing
                                                              • sailing
                                                              • scuba diving or snorkeling
                                                              • snorkeling
                                                              • snorkeling/diving
                                                              • sound/bay fishing
                                                              • surfing
                                                              • swimming
                                                              • tennis
                                                              • water skiing
                                                              • wind-surfing

                                                                9 Reviews


                                                                Latest reviews

                                                                The house is beautiful and perfectly stocked.

                                                                Victoria M.

                                                                We really enjoyed our time. The home was gorgeous, clean, and lacked nothing.

                                                                The owners put thought in every detail and decorated it beautifully.

                                                                The owner was very helpful and friendly . Super easy to work with.

                                                                Thank you Susan!

                                                                Fun in the Sun!

                                                                Wendy M.Tennessee

                                                                What a wonderful beach home! It had all of the comforts of home. The photos are truly representative of the condition of the home, beautifully decorated and well maintained! "Club Cracker" was a favorite hangout for the teenagers! The owners were very responsive and accommodating. Thank you for sharing your home for our family vacation. We will have fond memories of Cracker Jack in Old Florida Village and the white sandy beaches.

                                                                Favourite Vacation Home

                                                                HennaArnprior, Ontario, Canada

                                                                Cracker Jack, in Old Florida Village is now our favourite vacation "home away from home" in Santa Rosa Beach having stayed there for the past two years, (2014/15). This charming four bedroom beach house, including "Club Cracker" on the third floor (ideal for the kids), is artfully decorated with a beach theme and is absolutely meticulous and fully equipped with every amenity. A place to simply relax and enjoy.

                                                                Located a short distance from pristine white coral Santa Rosa Beach, you can walk for miles, or merely sit and be mesmerised by the crystal clear emerald waters.

                                                                Be sure to pick up some fresh shrimp or seafood at "Goatfeathers", which is close by, or feast in their upstairs restaurant. On Sunday go for brunch at "Fire" which includes complimentary champagne - and for a unique and very fun night go to "The Red Bar" in Watercolour, a short distance from Cracker Jack. The well known restaurant "Stinky's" in Santa Rosa offers entertainment, along with scrumptious food.

                                                                On County Road 30A - East and West, there is great shopping - great food - great outdoor concerts - beach walks - hikes (our favourite is Grayton Beach Nature Trail in the State Park) - golf -and much more. Of course you can simply sit on one of the decks at Cracker Jack and simply relax!

                                                                Once again it was hard to leave Cracker Jack - a perfect beach house in appealing Old Florida Village. The photos speak for themselves.

                                                                A Week To Remember!!!

                                                                MarRonOntario, Canada

                                                                We just returned from the most wonderful week staying at Cracker Jack with our friends. We explored beautiful Santa Rosa Beach and the surrounding area and enjoyed ourselves beyond our wildest expectations!!! The house is....well, how shall I put this....phenomenal!!! Very roomy yet so cozy, decorated so beautifully with amentities to the nines and just spotless. The kitchen is outfitted to perfection with items we have never seen in the many vacation rentals we have had over the years. The beds are incredibly comfortable, especially for afternoon naps! What a comfortable place to call home after a day of sightseeing, beaching (yes,in Feb!), music hopping and dining. And the 30 mile walking/jogging/biking path which runs along beautiful 30A is accessible at the entrance of the beautiful development. So you can walk/run on the beach one day, on the path the next. Great restaurants such as Stinky's where the fish stew was off the charts! and FIRE where Sunday brunch with free flowing champagne! should not be missed. And buying fresh fish and shrimp from Goatfeathers to bring home for the bbq is just the best. One place we did not take the opportunity to experience was a little place called The Donut Hole which we heard had the best donuts (and breakfasts) anywhere. Oh, well, something to look forward to next time!!

                                                                Thanks to the wonderful owners who were so accommodating and easy to work with. You truly have a beautiful home which made for a great week for the four of us!!

                                                                Great Summer Vacation

                                                                Family of 8Sugar Hill, GA

                                                                Just returned from a week stay in Cracker Jack! It was our first stay in Santa Rosa. What a wonderful quaint town. We loved the house. We enjoyed everything about it. It's wonderfully decorated and comfortable. The beds are extremely comfortable. The kids loved the tower room. They spent a lot of time up there. We spent time relaxing at the pool (which is very close to the house) and the beach (short walk). My family let me handle the vacation this year and everyone was so pleased with my choice. The kids loved getting ice cream from the ice cream trucks that came through a few times a day. We were so happy with the neighborhood as it is quiet, friendly and has a "safe feeling". The kids could just go out and play without us feeling like we needed to either be outside or check on them every five minutes. We met so many nice people in the neighborhood, and they all had such wonderful things to say about Old Florida Village. Most of them were returning vacationers. Our vacation was almost perfect! I only have one complaint - THAT WE HAD TO LEAVE!

                                                                The owners are very friendly and so helpful with any question you might have. I talked to Susan several times before and after reserving Cracker Jack and probably asked a million questions of which she was happy to answer.

                                                                Thank you to the Fay family for sharing your home with us. We will be back!

                                                                Beautiful home!!!! Love this area!

                                                                The CrewTupelo, MS

                                                                We just returned from a week in Santa Rosa Beach and staying at the Cracker Jack! This area is so quaint and beautiful. This home was so beautifully decorated and very clean. It is decorated in bright colors and a very beachy atmosphere. I loved the long white curtains on the windows. Plenty of space for the family. The master bedroom and bathroom are nicely done! The loft area was great for our teenagers! I cannot wait to visit again, a week was not enough! Thank you to the owners for making our stay a great experience. Thank you for being so helpful! You really know how to make your guest feel at home!!!


                                                                Santa Rosa Beach, FL, USA

                                                                Cracker Jack is centrally located between San Destin/Destin area and Seaside Beach. Our neighborhood, Old Florida Village is a short distance from several shops,restaurants and attractions. It offers the best of both worlds as you can swim in our pools or walk across the road to Santa Rosa Beach....the Emerald Coast awaits you!

                                                                Rates & Availability

                                                                Additional information about rental rates

                                                                Cleaning Fee
                                                                Damage Deposit
                                                                Tax Rate

                                                                There is also a $230 cleaning fee No pets allowed.

                                                                9 Reviews
                                                                Wonderful 4.9/5
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                                                                For booking assistance, call 888-640-7927

                                                                Property # 53785