30A Rentals Fall Break

Fall Break 30A Vacation Rentals

We have a diverse selection of luxury 30A Fall Break rentals still available. October is one of the best months of the year to visit the South Walton County Florida area. The weather is almost always ideal (lots of sun / low humidity) and the Gulf Of Mexico water is still warm enough to swim. The area is typically less crowded than the summer months so Fall Break on 30A presents a great opportunity to get out and explore. SoWal is loaded with fun things to do for everyone in your group. Popular 30A activities include biking the Timpoochee Trail, exploring State Parks, and bonfires on the beach to name just a few. With so many Fun Things To Do, you`re sure to have a great time no matter where you stay in South Walton! Now is the perfect time to secure your 30A Fall Break vacation rental and save when you book direct!


30A ESCAPES presents… "103 E Kingston," your luxurious retreat in Rosemary Beach Community. Featuring a private heated pool, a detached carriage house, and outdoor loggia with a fireplace and grill, this beautifully designed spacious 5 King suite home for up to 12 guests offers everything you need for a sophisticated 30A vacation. Located near worl
Hot HOT 273
103 E Kingston
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half baths
Guests 12 guests
Rating 5 (25)
30A ESCAPES presents… "Stairway to Heaven Carriage," a charming 1-bedroom home in the heart of Rosemary Beach, just steps from the Coquina Pool and a 2-minute walk to the beach. Enjoy a well-equipped kitchenette, inviting interiors with a cozy Queen nook and 2 Twin loft, plus a wrap-around porch with seating to relax and unwind outdoors soaking up
Hot HOT 235
Stairway to Heaven Carriage
Carriage House
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (11)
30A ESCAPES presents… “Sea Ya Soon,” your next unforgettable getaway in 30A's Seacrest Beach! Just steps from the 12,000 sq ft Lagoon Pool and a short tram ride to sugar-white sands, this home is where memories are made. With 4 cozy suites, the interiors blend coastal charm with modern elegance. Soak up the sun, explore nearby shops, ride bikes to
Hot HOT 210
Sea Ya Soon
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 4.9 (31)
30A ESCAPES presents…"Tidey Whitey", a luxurious Seacrest Beach West retreat featuring a private heated pool, spa, and a charming carriage house. Accommodating up to 14 guests, this home offers a chef’s kitchen with top-tier appliances, multiple living areas, and expansive porches overlooking the pool. Just a short walk to prime beach access and cl
Hot HOT 255
Tidey Whitey
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 5 (20)
30A ESCAPES presents…“License To Chill MH + CH,” where luxury meets laid-back vibes in Seagrove Beach! Unwind by your private heated pool or host movie nights in the home theater. Just a 5-minute stroll to sugar-white sands, this dreamy retreat sleeps 20 with room to spare. Cruise around on 7 included bikes or a LSV (Low-Speed Vehicle) and whip up
Hot HOT 218
License to Chill MH + CH
House
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (7)
30A ESCAPES presents..."Emerald Coast Oasis", a one-of-a-kind retreat in Seacrest West! Relax by your private pool or take a short stroll to the sugar-white sands just steps away. As the sun sets, savor al fresco dining and cocktails under a canopy of stars. Designed with a seamless indoor-outdoor layout and refined custom details, this stunning re
Hot HOT 228
Emerald Coast Oasis
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.9 (17)
30A ESCAPES presents… "Do Grayt Things", a stylish coastal retreat in Grayton Beach. This home features 4 en-suites, an open-concept living area, private balconies, and accommodations for up to 12 guests. Located in a vibrant community with art galleries, unique shops, and lively dining, it’s close to Grayton Beach State Park and the famous "Turtle
Hot HOT 217
Do Grayt Things
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (14)
30A ESCAPES presents…"HollieBird House", your slice of paradise in Watersound West. Freshly updated, this home offers the perfect blend of comfort and style. Wake up to the sound of ocean breezes, stroll down a private path to sugar-white sands, and let time slow down as you bike scenic trails (4 bikes included!). This 3-bedroom retreat, designed f
Hot HOT 220
HollieBird House
House
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 4.7 (14)
30A ESCAPES presents… “The Hammock House”, your dream getaway in Seagrove Beach. Feel the breeze as you unwind on screened porches, sip your morning coffee under the sun, or cruise to the beach with the 4 bikes provided. With 2 sparkling community pools and a cozy patio for evening chats, this charming home invites you to slow down, soak in the mom
Hot HOT 213
The Hammock House
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (11)
30A ESCAPES presents “Sunset Beach 202B,” where every moment feels like a dream. Wake up to Gulf views, lounge by the pool, and explore Seacrest, Rosemary, and Alys Beach on included bikes. With plenty of room to spread out and just steps from sugar-white sand, this oceanfront oasis is perfect for unforgettable memories. Enjoy coffee on the balcony
Hot HOT 215
Sunset Beach 202B
Condominium
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (3)
30A ESCAPES presents “Emerald Escape,” your ultimate getaway in Seacrest Beach! This stunning 5-suite retreat sits right across from the 12,000 sq ft Lagoon Pool and offers everything you need for a memorable vacation. Cruise the charming streets on one of 7 Bikes, relax on sugar-white sands just 5-min walk away, or enjoy boutique shopping and dini
Hot HOT 215
Emerald Escape Pet Friendly
House
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 (18)
30A ESCAPES presents… "Ocean Pearl" is your perfect Seacrest escape, located between Rosemary and Alys Beaches. With a spacious main house and cozy carriage house, it’s ideal for your relaxation and fun. Spend mornings at the Lagoon pool moments away, afternoons biking to the beach, and evenings on the rooftop patio enjoying stunning sunsets. Wheth
Hot HOT 229
Ocean Pearl
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 12 guests
Rating 5 (19)

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