44 Grayton Beach Vacation Rentals

Beach Homes & Condos in Grayton Beach, Florida

You are here

Grayton Beach has been discovered, and it seems that everyone wants to come here for a fun family vacation. For those of you who are “not in the know” Grayton Beach off Scenic 30A is well deserved of such newfound popularity but has actually has been around for years. It started out in the mid-1800s as a timber plantation and then for turpentine. In the late 1800s, an entrepreneur discovered the sugary shoreline next to the bountiful gulf, bought some land and subdivided it for sale as fish camps near the beach. A General Store and a few cottages were completed. Unfortunately, it was not connected to paved roads until the 1940s, and it went to sleep for many decades. In the 1960s artisans flocked to this isolated village “to get away from it all.” It started to get a kind of funky feel, and later bumper stickers started to appear that summed it up saying: “Grayton Beach. Nice Dogs, Strange People!”

Today Grayton Beach has a charming historic village center of within walking distance of many properties with a unique gallery and two wonderful restaurants with lively bars. The Zoo Gallery features vibrant decorative pieces from select artisans nationwide. Chiringo offers Spanish style tapas and drinks. The famous Red Bar, where celebrities are sometimes spotted, provides excellent dining, favorite beverages with live music. Picturesque coastal villages along Scenic 30A are minutes away from a wide array of other restaurants, friendly beach bars, specialty shops, concerts, and seasonal festivals. This charming village center is nestled beside the beautiful beach and the shores of Western Lake. This coastal dune lake is a rare natural phenomenon and one of a precious few since there are they are found in very few other places in the entire world. A magical water composition is created when dunes open and close a freshwater estuary connection to salt water from daily tides. The natural beauty is a true treasure supporting abundant wildlife. Visitors enjoy splashing around in the surf and catching fish or paddle boarding to explore this lovely lake. The shimmering shoreline and emerald-toned waters of the gulf here adjoin Grayton Beach State Park. Forbes Magazine recently named it as one of the most beautiful beaches in America.

Ocean Reef Resorts has just added 44 distinctive vacation rental properties to supply the sizeable demand for Grayton Beach and the nearby residential community of Gulf Trace. Most are big hospitable homes or cottages that sleep between six and twenty fortunate guests. Since Grayton Beach has a reputation of having “nice dogs” we have a great selection of properties here that are Pet-Friendly, which are as follows: 

Grayton Getaway is a recently refurbished classic beach home with three bedrooms that’s able to sleep up to nine along with beloved fur babies in your family. It’s only one block away from the beach and has a new heated private pool with a screened porch to enjoy the gulf breezes.

A Grayton Tradition

A Gratyon Tradition
A Grayton Tradition could also be yours since this historic home is only 100 yards away from the gulf. It was built in the late 1800’s and has classically styled touches like two levels of columned wraparound porches with rocking chairs for leisurely lounging. This gracious home has four bedrooms and can sleep up to twelve guests.

Breeze Easy is a three bedroom chalet styled home that can accommodate six guests. It features plenty of space including a screened porch out back, an open porch out front and a rooftop Observation Deck with gulf views.   

Sealake Cottage is a charming three bedroom abode that sits on the shores with breathtaking views of the precious coastal dune lake that borders the beach. A private dock allows you to swim, paddle board or fish right on the property.

Lollygag Too is a renovated three bedroom Mid Century Modern styled cottage with original stainless steel countertops, rich hardwood flooring and tongue and groove walls but with updated creature comforts like a 15’ x 20’ swimming pool.

Grayton Beach Villas 102 is a recently renovated two bedroom condo that’s only an arrow’s shot away from the beautiful beach. Each bedroom has a king-sized bed and direct access to an en-suite bath.

Castle of Dreams is a romantic three bedroom cottage nestled among sandy pines where you may feel like royalty since it is comfortably appointed and can sleep up to eight happy guests.

Gulf Trace Pet-Friendly properties include:
For Heaven’s Sake a three bedroom home that can sleep ten happy beachgoers since it is only 100 yards from the glistening gulf.  It also has a 28’ x 12’ private pool and a spacious deck for sunning.

Lucy by the Sea is a classic four bedroom duplex that sleeps eleven guests. It features beautiful gulf views and a beach access point diagonally right across from the front door. A community pool is included.  

Papa’s Port is part of the same duplex building with two bedrooms and the ability to sleep four guests. This could be a perfect beach reunion rendezvous by renting both sides for a fun family gathering.  

R and R is a lovely four bedroom home with a sparkling private pool and is only fifty yards to the beach. You may go from a freshwater dip to a salty plunge in no time.

Here are some wonderful Grayton Beach vacation rentals that are available for your next beach reunion with friends and family when you want to share a vacation but enjoy separate living quarters:

Grayton Beach Villas 103 is only 150 yards from the beach. It has recently been renovated to include comfortable furnishings, chic coastal décor, lavish lighting and magazine worthy accouterments. It sleeps up to six and is right next door to unit 102, which is Pet-Friendly.


Gulfstrand Grayton Beach

Gulfstrand Up & Gulfstrand Down are two separate units in a duplex with one above and one below near the bright white beach. Their location in the heart of the village is steps away from the restaurants with bars and the gallery. They each sleep nine and may be rented simultaneously for a beach reunion of eighteen with separate living spaces.

Grayton Place 4 & Grayton Place 6 are two townhomes only one block away from the beach and village center that each sleep six but may sleep twelve using both rentals for a memorable beach reunion offering separate quarters.

Grayton Beach Duplex East and Grayton Beach Duplex West just had major renovations and new furnishings that each offer two bedrooms accommodating six guests. A furnished covered deck for drinks and conversation has views of the old village main avenue and glittering gulf.

Here are single family vacation homes and cottages in Grayton Beach:

Shepherd Cottage is a historic enchanting romantic one bedroom cottage that will make you feel like you are in the ‘little house on the prairie’ but here you are minutes away from the glowing gulf and village center for fun.

Grayton Sunset accommodates ten fortunate guests with four bedrooms at a superb sugary dune front location near the village center.  A veranda, screened porch, and rooftop deck provide heavenly views of the dazzling dunes with the glittering gulf in the background. A 24’ x 14’ private swimming pool provides a lushly landscaped tropical oasis for refreshment.

Sweaty Palms is a well-priced classic cottage with two bedrooms that sleeps four is near the village center and an easy stroll away from the beach.  

Magnolia Shades has two bedrooms that sleeps six and is a fashionable Vintage Mid Century Modern two bedroom home. It has a wonderful comfortable mix of vintage modern, contemporary and casual coastal furnishings near the historic village.

Sand Dollar has four bedrooms and can accommodate up to twelve guests. It is only a three-minute stroll away from the sugar white beach and village center. A lovely lagoon shaped pool out back has plenty of lounge chairs and a porch swing for refreshing relaxation.

Laid Back is a charming five bedroom home with the ability to sleep eighteen beachgoers that’s just a minute’s walk away. A 28’ x 14’ swimming pool out back has a gate to the beach access providing the best of both worlds.

Salty Dawg is a gracious three bedroom vacation home that can sleep ten guests. This Vintage Mid Century Modern property is nestled behind live oaks and magnolias on a large lot a short distance away from the beautiful beach. The comfortable spacious design has a split bedroom plan with two different living areas.

Shangri-la at Grayton is a large five bedroom cottage with private en-suite baths that sleeps twelve gulf goers near the beach and is also handicapped accessible. It has handsome appointments accented by tropical art and cottage styled décor.  

Dune Watch is a three bedroom classic beach home that will evoke golden memories and can create more for eight happy beach-going guests. The beach is only fifty yards away and a screened porch with a deck faces west for unobstructed heavenly views across the dunes with the glittering gulf as a beautiful backdrop.  

Down by the Sea is a cheerfully updated four bedroom home near the historic village center and bright white beach that sleeps up to eleven delighted guests. It’s just steps away from a beach access across a sugary shore beside a gorgeous coastal dune lake. A community pool adorned with palms is also conveniently close by.  

Grayton Dream can sleep up to fourteen dune loving guests since this four bedroom home on the west side of the old village center faces a wide expanse of a sensational seascape. Spectacular sunsets over the dunes are a regular occurrence and may be viewed from within through a wall of windows.  

Gulfview West has two bedrooms in a village center duplex that sleeps six happy gulf going guests. The beach and delightful diversions are just a minute away.


Abaco Grayton Beach

Abaco is a gracious hospitable six bedroom beach home that was featured in Southern Living Magazine and provides a sensational setting for fourteen fortunate guests. It has a dock on a flowing estuary that connects a precious coastal dune lake to the jeweled waters of the gulf. A wraparound remodeled deck includes a bubbling hot tub for relaxation while overlooking paradise.

Absolutely Grayton is a  spacious six bedroom home that comfortably accommodates fourteen guests. Separate guest quarters and living areas on two floors are ideal for a beach reunion. It’s minutes away from the glowing gulf but also has a private pool measuring 21’ x 12’.

Grayton Sea Glass has four bedrooms and accommodates up to twelve happy beachgoers. It has a casual comfortable feel seamlessly blended with upscale sophisticated coastal elegance. It is about 400 yards from the beach but just steps away from the 22’ x 12’ private pool out back.

Grayton Orange is a six bedroom hospitable home that places sixteen privileged guests in the lap of luxury. Outstanding amenities and abundant comforts were featured in Southern Living Magazine. Double decks overlook sugary dunes with the beautiful beach close by and its own saltwater pool that measures 28’ x 14’ is steps away.

Here are our family vacation rentals in the perfectly placed residential enclave of Gulf Trace:

Wahoo is a five bedroom home that sleeps eleven with an open Great Room, guest bedrooms on two separate floors, a private pool and a porch where you may hear the surf when the waves are high since it is only 250 yards away.  

Lone Star was recently renovated with comfortable furnishings and lots of creature comforts with the ability to accommodate twelve happy beachgoers. A 28’ x 14’ lagoon shaped private pool provides refreshing entertainment with a grill, tables for poolside dining, rocking chairs, porch swings, and a kid’s play area.

Above the Dunes has 3,400 square feet of beautifully decorated space for up to fourteen fortunate guests that is only 100 yards from the bright beautiful beach. A 37’ x 12’ sparkling swimming pool wraps around the back of the house providing an enchanting tropical retreat.

It's Five O Clock Somewhere is a fantastic beachfront six bedroom home that can accommodate up to twenty happy members attending your family beach reunion. Multiple decks and beach balconies feature spectacular views of the jeweled gulf and soothing surf sounds while you enjoy extended happy hours.

Southern Heaven can accommodate up to fourteen guests in a recently refurbished home decorated with a festive use of vibrant color for distinct Floridian flair. A covered veranda spans across the back overlooking a palm-studded private pool that measures 30’ x 13’.

Beauty at the Beach has absolutely spectacular views of a coastal dune lake and the gorgeous gulf. Five wonderfully appointed bedrooms sleep up to fourteen fun loving beachgoers with separate guest quarters on three levels with two living areas and two kitchens.

Broad Reach is a handsome five bedroom beach retreat that sleeps ten pampered guests due to creature comforts and modern amenities that include a pool, a screened porch and a wraparound pool view balcony with 2,200 square feet of leisure space.


Breezeway Gulf Trace
Breezeway is a spectacular contemporary home with dramatic soaring ceilings and a rooftop Observation Tower that looks out toward the glorious gulf.  Four bedrooms sleep up to twelve. The beach is a short stroll away and a lagoon-shaped private pool is included.

Gulf Breeze has five bedrooms and sleeps fourteen fortunate beachgoers just steps away from the sugary shore and also includes a huge 38’ x 16’ saltwater swimming pool as a tropical oasis.

Seabiscuit can accommodate ten privileged guests in this lovely three bedroom home at the forested enclave of The Preserve at Grayton Beach just west of Gulf Trace off Scenic 30A. Community amenities include two lavish pools, a Fitness Center, tennis courts and a wooded boardwalk to the beach.  

Now that you have this preview feel free to use our friendly website to see multiple images, verbal descriptions, satellite aerial views, rental rates and calendar availability for whichever one you like. Have fun taking a look at your favorites and planning a beach reunion in Grayton Beach with loved ones.