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Susan and James Fay

Member since: 2005
Call Manager
Speaks: english

Cracker Jack Beach Retreat, 3rd floor kids loft, Across from pool, 5 STAR rating

8 Reviews
Bedrooms 4
Property type house
Minimum Stay 3 - 7 nights

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Santa Rosa Beach House Rental Photos and Description

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 on Scenic Route 30-A in Santa Rosa Beach. 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 a Ralph Lauren palette of Caribbean colors that soothe your senses; furniture is simple 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. 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. The streets are made of pavers, special pavement and stone. Green space is throughout the community. There is only one road into the neighborhood which creates a nice private feeling for adults and children.

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 a balcony facing the pool and beautiful Village architecture. This room was designed with two single beds to give room assignment flexibility. There is a full bathroom directly adjoining.

The kitchen is efficient and functional. The kitchen is outfitted with all the tools you will need - from making morning coffee/tea 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 kitchen for inspiration. The Florida Room has a green sectional couch that is soft and comfortable for those inside days. A television with cable is ready for clicking.

However, you will notice a well-stocked bookcase filled with the best from Grisham, Collins, etc – take one of the books off the shelf and start reading. Better yet, take the book outside to read on the deck. You are welcome to borrow/take a book but we ask that you add another book for others to enjoy.

Travel up the stairs and you will find a mini-master suite that has a queen size bed with full private bathroom and balcony. The mini-master is decorated with soothing caribbean color. The hallway is lined with hooks and Palm Tree art.

There is a washer and dryer on this level to handle all the crews needs. Walk into the Master, close the door and create your own mini-spa. The view of the lake is perfect from the Master. The chaise lounge on the deck invites you to read a book, watch the birds in the lake or take a nap on the deck & feel like you are really on vacation.

The bathroom 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 will notice a sign pointing upwards to Club Cracker. Club Cracker is loaded with fun for kids of all ages.

Two sets of bunk beds with large drawers below to store all the kids gear, new plasma television, bean bags for sitting or for playing your favorite game.

One wall is decorated in red with three skim boards. Views of the pool and lake… This is truly a separate environment for kids, which allows a quieter environment for adults on the first level. Remember to bring your favorite DVD’s, CD’s, X-Box or Game Cube…

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, 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

More Details
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed
Susan and James Fay (Property Manager)
Member since: 2005
Call Manager
Speaks: english

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 South Walton

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....


based on 8 traveler reviews

Cracker Jack Beach Retreat, 3rd floor kids loft, Across from pool, 5 STAR rating
average rating of 5.0 based on 8 reviews

Fun in the Sun!

  • 5 of 5

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.

  • Submitted: Jun 20, 2015
  • Stayed: Jun 2015
  • Source: VRBO, from HomeAway
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Arnprior, Ontario, Canada

Favourite Vacation Home

  • 5 of 5

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.

  • Submitted: Apr 20, 2015
  • Stayed: Feb 2015
  • Source: VRBO, from HomeAway
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Ontario, Canada

A Week To Remember!!!

  • 5 of 5

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!!

  • Submitted: Feb 24, 2012
  • Stayed: Feb 2012
  • Source: VRBO, from HomeAway
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Sugar Hill, GA

Great Summer Vacation

  • 5 of 5

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!

  • Submitted: Jun 20, 2011
  • Stayed: Jun 2011
  • Source: VRBO, from HomeAway
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Just Booked Our Return Trip!

  • 5 of 5

After renting Cracker Jack for Spring Break, we just booked a return trip later this summer at our favorite beach getaway! Over the past 5 years, we have rented multiple homes in this neighborhood (and walked through many others rented by friends) and this house is simply the BEST. First, it is located very close to the main pool, which is both critical and convenient when vacationing with kids. The house itself is spotless with a great floorplan and a relaxing island theme. The 3rd floor tower room, Club Cracker, is a favorite for kids and parents. The double bunk-beds slept four kids and gave them their own private area to play, watch TV and listen to music. Best of all, the adults were able to relax in peace on the first floor and enjoy cocktails on one of the shaded back decks. The second floor is well-designed with both bedrooms sporting private bathrooms. The master bedroom is an island oasis with a large bathroom and private deck. Every possible amenity is provided and the owners have thoughtfully placed hooks everywhere for towels and bathing suits. A short 5-10 minute walk takes you to one of the most beautiful beaches in Florida. The color of the water is absolutely incredible and the sand actually squeaks when you walk on it. After a day at the beach, we usually stop by the local fish market - Goatfeathers - located across the street from the neighborhood and bring back fresh fish to cook on the grill (while the kids swim in the pool, of course!). The location of the neighborhood is ideal - close to everything but without all of the traffic. It is just a quick 10 minute drive to the town of Seaside (east) or Sandestin (west) for shopping and entertainment. There is also no shortage of great restaurants nearby - our favorites are Red Bar, Stinky's, Bud & Alley's and Cafe Tango. We highly recommend Cracker Jack and can't wait to go back!

  • Submitted: Jun 18, 2011
  • Stayed: Mar 2011
  • Source: VRBO, from HomeAway
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Tupelo, MS

Beautiful home!!!! Love this area!

  • 5 of 5

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!!!

  • Submitted: Jun 17, 2011
  • Stayed: Jun 2011
  • Source: VRBO, from HomeAway
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Stinky's Fish Camp
The Red Bar
La Loba's Bakery
Pizza by the Sea-Gulf Place
Donut Hole Bakery Cafe
"The BEST donuts anywhere and they do an awesome breakfast for those mornings you just want t..."
Cowgirl Kitchen Market
Bud and Alley's
Blue Mountain Beach Creamery
Dewey Destin Seafood
Luther's Pontoon, Waverunners, & Kayaks Rentals
Bud and Alley's
Great Southern Cafe
Louis Louis
Heavenly's Shortcakes & Ice
Nearest Airport
38 Miles
Panama City International
Nearest Barpub
1 Miles
Gulf Place
Nearest Golf
1 Miles
Santa Rosa Beach
Nearest Restaurant
1 Miles
Gulf Place, Local Catch, Cafe Tango
Nearest Beach
1 Miles
Santa Rosa
Nearest Point of Interest
Stinkys Fish Camp Bar & Grill
Nearest Point of Interest
Goat Feathers Seafood Market & Restaurant
Nearest Point of Interest
Gulf Place Shops
Nearest Point of Interest
The Red Bar
Nearest Point of Interest
Bud & Alleys Rooftop Bar
Nearest Point of Interest
Grand Boulevard Shops & Restaurants
Nearest Point of Interest
The Donut Hole
Car: recommended

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

Santa Rosa Beach House Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Fall 2016
Sep 1 2016 - Nov 30 2016
7 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Refundable damage deposit $300
cleaning $230 + Tax
Tax Rate 11.5%

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

Manager's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.
Enter dates for accurate pricing
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Available arrival
Available stay (no arrival)


Santa Rosa Beach House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Location Type:
  • Lake View
  • Lakefront ...
  • Air Conditioning
  • Clothes Dryer
  • Free Long Distance ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker ...
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 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
  • Books
  • CD Player
  • DVD Player
  • Games
  • Satellite / Cable ...
  • Stereo
  • Television
  • Video Library ...
  • Balcony ...
  • Deck / Patio ...
  • Outdoor Grill ...
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • non smoking only
  • pets not allowed ...
Pool / Spa:
  • Communal Pool ...
  • 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:
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing

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