Labor Day weekend in Grayton Beach is where sugar-white sand, emerald Gulf waves, and an old-Florida vibe collide—creating the perfect backdrop for one last summer escape. To make it unforgettable, you’ll want the right place to stay, and that’s where Rivard by Ocean Reef Vacation Rentals shines. With more than four decades as Grayton’s trusted local expert, we’ve curated a collection of cottages, compounds, and retreats that put you steps from the beach and the village’s iconic hangouts. Whether you’re craving a cozy hideaway or a family-sized retreat, these Grayton Beach homes set the stage for holiday memories you’ll carry long after the fireworks fade.
Magnolia House
5 Bedrooms / 5 Full Bathrooms / 11 Guests
Magnolia House is the ideal Labor Day weekend retreat in Grayton Beach, offering a rare setup with two charming cottages— Goodnight Moon and Bella Luna—that together accommodate up to 11 guests. Families and groups of friends love the flexibility of renting one or both homes, enjoying the balance of shared spaces and private quarters. Each cottage blends coastal charm with modern comfort, featuring open living areas, stylish kitchens, and relaxing patios shaded by Live Oaks and Palmettos. The unbeatable location places you just a short stroll from Grayton Beach’s historic village center, where iconic spots like The Red Bar, Chiringo, and Zoo Gallery keep the holiday spirit going with great food, live music, and local art. For those searching Labor Day rentals in Grayton Beach, Magnolia House delivers the perfect mix of space, character, and proximity to all the action.
Broad Reach
4 Bedrooms / 3 Full Bathrooms / 10 Guests
Broad Reach is a Gulf Trace treasure that puts you steps from Grayton Beach’s sugar-white sand while also spoiling you with a private pool and breezy screened porch for laid-back holiday lounging. This four-bedroom retreat sleeps up to ten guests, making it perfect for family getaways or groups of friends heading to the Gulf for Labor Day weekend. Inside, vaulted ceilings, hardwood floors, and coastal-chic furnishings set the stage for relaxed gatherings, with an open layout that flows seamlessly from the living area to the dining space and kitchen. A wraparound balcony and shaded outdoor dining areas extend the fun outside, while spacious bedrooms—including a regal primary suite and a cheerful bunk room—ensure everyone has a cozy place to land after beach and pool days. With Grayton Beach’s iconic Red Bar, Seaside’s festivals, and all of 30A’s coastal villages just minutes away, Broad Reach offers the best of South Walton for your holiday escape.
Grayton Beach Real Esate
Thinking about making Grayton Beach more than just your holiday tradition? Beyond vacation rentals, this iconic village also offers unique real estate opportunities—from classic cottages under the oaks to modern homes near the Gulf. If you’ve ever dreamed of owning a piece of 30A, now is the perfect time to explore Grayton Beach real estate.
Goodnight Moon
3 Bedrooms / 3 Full Bathrooms / 7 Guests
Goodnight Moon is a storybook-perfect Labor Day getaway in the heart of Grayton Beach, blending historic charm with modern style. This three-bedroom, three-bath cottage sleeps up to seven guests and offers bright, airy interiors with vaulted ceilings, hardwood floors, and a welcoming open floor plan made for gathering. Guests can enjoy a peaceful setting tucked beneath Live Oaks and Palmettos, complete with a breezy screened porch for morning coffee or evening cocktails. Inside, two king suites and a cheerful bunk room provide comfort for families or friends, while the retro-inspired kitchen makes mealtime a delight. Best of all, you’re just a short stroll to Grayton’s iconic village center—where The Red Bar, Zoo Gallery, and Chiringo keep the holiday weekend buzzing with live music, art, and coastal dining. For travelers seeking Grayton Beach Labor Day rentals, Goodnight Moon delivers both relaxation and prime access to everything that makes 30A unforgettable.
Grayton Place 6
2 Bedrooms / 2 Full Bathrooms / 6 Guests
Grayton Sedation (Grayton Place 6) is a renovated townhouse that sets the stage for a blissful Labor Day weekend in historic Grayton Beach. With two bedrooms, two baths, and room for up to six guests, this three-level retreat combines stylish interiors with laid-back outdoor living. Guests will love the spacious open great room, designer kitchen, and rooftop deck with Gulf views—perfect for sunset cocktails and holiday gatherings. A cozy courtyard below adds even more charm, featuring a grill, picnic table, and games for family fun. Just a short stroll from the sugar-white sand and steps from Grayton Beach State Park, this spot also puts you within easy reach of The Red Bar, Tribe Kelley Surf Post, Zoo Gallery, and 30A’s eclectic mix of shops, bars, and eateries. For travelers searching Grayton Beach Labor Day rentals, Grayton Sedation offers the ultimate blend of comfort, convenience, and coastal charm.
Bella Luna
2 Bedrooms / 2 Full Bathrooms / 4 Guests
Bella Luna is a delightful two-story guest cottage in Grayton Beach, perfectly sized for four guests seeking a Labor Day weekend escape along Scenic 30A. With two king suites, bright cathedral ceilings, and walls of windows, this retreat blends Old Florida charm with modern style. Guests can cook and gather in the sunny kitchen, unwind in the cozy living area, or relax on the patio after a day at the beach. Part of the Magnolia House compound, Bella Luna can also be reserved together with Goodnight Moon for larger groups of up to 11, making it a versatile choice for families or friends. Best of all, you’re just a short stroll from Grayton’s vibrant village center, where The Red Bar, Chiringo, and Zoo Gallery create the perfect backdrop for a festive holiday weekend. For those searching Grayton Beach Labor Day rentals, Bella Luna offers both charm and convenience in an unbeatable location.
Labor Day in Grayton Beach is all about slowing down and soaking up the magic of 30A—sugar-white sand, glowing Gulf waters, and evenings spent between live music, local art, and coastal dining. Whether you need a sprawling family compound, a poolside retreat, or a cozy cottage near the village center, these vacation rentals put you right where you want to be for the holiday weekend. Book early, pack your flip-flops, and get ready for a Labor Day escape that blends relaxation with unforgettable Grayton Beach charm—brought to you by Rivard by Ocean Reef Vacation Rentals, your trusted local source for 30A getaways for more than 40 years.
