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… “Aqua Waters,” your perfect Seacrest Beach retreat! Relax in this large luxury escape featuring 5 suites, access to the incredible lagoon pool directly out the back door, and 7 bikes to explore 30A. The 3rd-floor balcony steals the show with cozy porch swings for endless fun. Pet-friendly, spacious, and just a short stroll to
Hot HOT 203
Aqua Waters Pet Friendly
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (29)
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 194
Do Grayt Things
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (14)
⚠️ PLEASE NOTE: Wooden beams and framing have been installed on the patios as part of preparations for future community projects. These structures limit direct access to the pool from the patio and partially reduce views from the patios, including the pool area.30A ESCAPES presents… “The Pointe Unit 111,” a stylish 1st floor condo at The Pointe on
Hot HOT 185
The Pointe Unit 111
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)
30A ESCAPES presents…“Ocean's Six,” a luxury condo in the heart of Rosemary Beach. Overlooking North Barrett Square, this chic retreat offers 2 balconies, designer furnishings, and an unbeatable location just steps from shops, restaurants, and 4 exclusive pools, including a heated indoor option. Includes beach bikes and private parking! Learn more
Hot HOT 234
Ocean`s Six
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (27)
30A ESCAPES presents…“Sweet Summertime”, where beach days and breezy nights come to life in WaterColor’s Crossings District. Just a 3-min walk from Dragonfly Pool and a casual ride to Camp WaterColor’s lazy river, this 4-bedroom retreat radiates coastal charm with its inviting spaces and screened porch made for sunset chats. Cruise the scenic paths
Hot HOT 212
Sweet Summertime
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 10 guests
30A ESCAPES presents…“Sands Cottage Carriage” in the heart of Rosemary Beach. This newly renovated gem comfortably sleeps 3 and features a full kitchen, large balcony with scenic views, and access to 4 community pools. A 1-minute walk to Cabana Pool and located close to boutiques and dining. Includes 2 bikes to explore the charming 30A area. Perfec
Hot HOT 220
Sands Cottage Carriage
Carriage House
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 4.9 (32)
30A ESCAPES presents… “Poolside Paradise,” your dream escape in Seacrest Beach, where every moment feels like a vacation. Perched on the 3rd floor, this condo offers breathtaking views of the 12,000 sqft Lagoon Pool. Walk to the beach in mere 5 minutes, cruise to Rosemary and Alys Beach on included bikes or stroll to nearby boutique dining. With sp
Hot HOT 195
Poolside Paradise
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (20)
30A ESCAPES presents… “Four Waves,” a brand-new 5-bedroom, 5.5-bath beach home in the heart of Seacrest Beach. Designed to comfortably sleep 14, this three-story retreat gives families and groups plenty of room to come together with multiple living spaces, a beautiful chef’s kitchen and inviting outdoor spaces made for enjoying the 30A lifestyle. S
Hot HOT 239
Four Waves
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half baths
Guests 14 guests
30A ESCAPES presents… “Barefoot Too”, where shoes are optional, and relaxation is guaranteed! Nestled in the heart of scenic Inlet Beach, it is just 50 steps from the Gulf shores and a 30-sec stroll to Barbery community pool. With 5 en-suite bedrooms and 7 beach bikes, this home offers everything you need to embrace the 30A lifestyle. Enjoy breatht
Hot HOT 207
Barefoot Too
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half baths
Guests 16 guests
Rating 4.9 (13)
30A ESCAPES presents...“Hammock Bayou,” your peaceful hideaway in the exclusive Hammocks community of Seagrove Beach. Imagine mornings by the sparkling community pool, afternoons biking the scenic 30A trails, and evenings unwinding by the cozy fire pit. With 3 charming bedrooms, 4 bikes ready for adventure, and the magic of Seaside and Watercolor j
Hot HOT 189
Hammock Bayou
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (21)
30A ESCAPES presents…"Hammock By The Sea," where coastal charm meets pure relaxation. Tucked inside the serene, gated community of The Hammocks in Seagrove Beach, this retreat invites you to unwind and reconnect. Stroll to the sparkling community pool in 2 minutes, cruise to the beach on one of the 4 provided bikes, or explore nearby Seaside’s vib
Hot HOT 192
Hammock By The Sea
House
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (25)
30A ESCAPES presents… "Sail Away,” your dream retreat in Seacrest Beach! This pet-friendly getaway features 5 spacious suites, a game room, and easy access to local shops, dining, and the beach. Cruise around on 7 included bikes or relax by two community pools. Enjoy added perks like an elevator, EV car charger, and thoughtful amenities for a stres
Hot HOT 199
Sail Away Pet Friendly
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (43)

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