A rare find — relax in the peaceful, private garden space.
Discover nearby landmarks
Close to Grayton Beach State Park
3 bedrooms3 bathroomsSleeps 9
Popular amenities
Private pool
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Explore the area
Santa Rosa Beach, FL
Grayton Beach
Place, Grayton Beach
5 min walk
South Walton Beaches
Place, South Walton Beaches
5 min walk
Grayton Beach State Park
Place, Grayton Beach State Park
14 min walk
Fort Walton Beach, FL (VPS-Northwest Florida Regional)
Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)
59 min drive
Rooms & beds
3 bedrooms (sleeps 9)
Bunk Room
2 Single Beds and 1 Double Bed
Guest Room
1 Queen Bed
Master Bedroom
1 King Bed
3 bathrooms
Bunk Bathroom
Bathtub or shower · Bathtub · Toilet
Guest Room Bathroom
Toilet · Shower only
Master Bathroom
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Separate dining area
Garden
About this property
2 blocks to Beach & Red Bar~Private Pool~Dogs OK
About this space Welcome to Lollygag, a rustic-charm cottage in the heart of historic Grayton Beach, where the white powdery sand and emerald water of 30A are just a couple of blocks away. From the large heated pool with a tanning ledge and waterfall to the fully fenced, pet-friendly yard, this home is built for easy, unhurried beach days with the people you love — and you can walk to both the sand and the famous Red Bar.
Whether you're spending the day at the beach, cooling off by the pool, or gathering on the screened porch for morning coffee, Lollygag is made to bring everyone together.
✔ Sleeps up to 9 guests ✔ Large heated pool with tanning ledge & waterfall ✔ Fully fenced backyard — great for pets & kids ✔ Three ensuite bedrooms + a kid-friendly bunk room ✔ Open-concept living & dining with a fully stocked kitchen ✔ Two blocks to public beach access, Red Bar & Chiringo
The space ✔ Large heated pool with a shallow tanning ledge and waterfall feature – Pool heating available year-round by request – Most impactful October 1 – end of May; summer water is usually plenty warm on its own – Heating fee: $40 per day ✔ Spacious paver patio with seating for 6–8, four Hollywood-style sun loungers, and a lounging hammock ✔ Weber grill plus an outdoor dining table seating six — easy al fresco meals ✔ Fully fenced, beautifully landscaped backyard with extra open space for kids and pets to roam ✔ Screened-in front porch with four Adirondack chairs, a porch swing, and two ceiling fans ✔ Open living area with comfortable seating for seven, flowing into a dining area for six ✔ Fully stocked kitchen with a gas range, dishwasher, Breville coffee & espresso maker, drip coffee maker, and a waffle maker ✔ High-speed Live Oak fiber Wi-Fi and Roku smart TVs throughout ✔ Washer & dryer, Nest thermostat, and EV charger on-site
Sleeping arrangements This single-level home comfortably sleeps up to 9 guests with a flexible layout ideal for families. – Master bedroom: king bed, private en-suite with walk-in tile shower, 42" Roku TV, ceiling fan – Bunk room: queen bed with a twin bunk above, plus a twin with a twin trundle (sleeps up to 5); private en-suite with tub & shower, 42" Roku TV – Third bedroom (off the kitchen): queen bed, private en-suite with walk-in tile shower, 55" Roku TV Bathrooms: three full en-suite bathrooms.
Beach setup We provide beach chairs and other beach gear to make your beach days easy. Public beach access is approximately two blocks away — an easy walk, bike, or golf-cart ride.
Location In the heart of historic Grayton Beach, one of 30A's most beloved and walkable communities, this home offers: ✔ Two blocks to public beach access and the white sand of the Gulf ✔ Two blocks to the famous Red Bar & Chiringo ✔ A rare blend of tucked-away privacy and walk-everywhere convenience ✔ Easy access to 30A's scenic walking and biking paths
Good to know ✔ Minimum booking age: 21 for this property ✔ Quiet hours: 10:00 PM – 6:00 AM ✔ Non-smoking property (no smoking or vaping inside or in enclosed outdoor areas) ✔ Pets welcome — up to 2 dogs, 50 lbs max each ($150 non-refundable pet fee) ✔ No events or parties ✔ Pool heating must be requested in advance
Managed by Blue Breezy Stays This home is professionally managed by Blue Breezy Stays, a boutique, family-owned management company based on 30A. We pair thoughtful hospitality with proactive care so every stay feels seamless, comfortable, and memorable — from booking to checkout.
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Rental Agreement Required: Guests must sign a Rental Agreement after booking with contact information for compliance reasons. Return within 24 hours
Security Deposit Required of $300. Minimum age to rent is 21. No smoking. No pets unless approved in the listing. No parties/events.
Quiet Hours are from 10 pm to 8 am. Exterior security cameras and noise monitoring devices may be in use. No interior cameras.
Important information
You need to know
Property # 5335732vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Santa Rosa Beach
Located near the beach, this holiday home is in Grayton Beach, a neighbourhood in Santa Rosa Beach. Grand Boulevard at Sandestin and Baytowne Wharf are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Seaside Beach and Grayton Beach State Park. Sundog Books and Eden Gardens State Park are also worth visiting. With jet skiing, kayaking and scuba diving nearby, you'll find plenty of adventures in the water.
Panama City, FL (ECP-Northwest Florida Beaches Intl.) - 50 min drive
Restaurants
Bud & Alley's Waterfront Restaurant & Bar - 6 min drive
Pickles - 6 min drive
Hurricane Oyster Bar and Grill - 16 min walk
The Red Bar - 2 min walk
Black Bear Bread Company - 7 min drive
Frequently asked questions
Is 2 blocks to Beach & Red Bar~Private Pool~Dogs OK pet-friendly?
Yes, pets are allowed at this property.
How much is parking at 2 blocks to Beach & Red Bar~Private Pool~Dogs OK?
On-site parking is available at the property.
What time is check-in at 2 blocks to Beach & Red Bar~Private Pool~Dogs OK?
Check-in begins at 4:00 PM.
What time is check-out at 2 blocks to Beach & Red Bar~Private Pool~Dogs OK?
Checkout is at 10:00 AM.
Where is 2 blocks to Beach & Red Bar~Private Pool~Dogs OK located?
Located in Grayton Beach, this holiday home is within 1 mi (2 km) of South Walton Beaches and Grayton Beach State Park. Seaside Beach and Blue Mountain Beach are also within 3 miles (5 km).
About the host
Hosted by Caitlin Johnsen
At Blue Breezy Stays, we believe a great beach vacation should feel effortless from the moment you book to the day you head home. We're a family-owned, boutique management company rooted right here on 30A, caring for a handpicked collection of homes along Florida's Emerald Coast. As homeowners and parents ourselves, we know what matters most when you travel with the people you love — spotless, well-stocked homes, thoughtful touches that make life easier, and a team that actually answers when you reach out. We treat every home like our own and every guest like a neighbor, so all you have to do is slow down, breathe in the salt air, and enjoy the stay.
Why they chose this property
Lollygag was made for slow beach days and easy gatherings, blending rustic Grayton charm with a backyard that genuinely stops people in their tracks.
✔ Built for families & multi-generational stays Three true en-suite bedrooms plus a flexible bunk room mean everyone has their own space, and the single-level layout keeps the whole group connected.
✔ A heated pool & backyard built for gathering The large heated pool with a tanning ledge and waterfall is the centerpiece, surrounded by a paver patio, sun loungers, a hammock, a grill, and outdoor dining for six — all in a private, landscaped setting.
✔ Walk to the beach and to dinner You're two blocks from public beach access and two blocks from the famous Red Bar and Chiringo, right in the heart of historic Grayton Beach.
✔ Pet-friendly and easygoing A fully fenced yard and a doggie door make it simple to bring the dog along (up to 2 dogs, 50 lbs max each).
✔ Thoughtful extras for beach days Beach chairs and other beach gear, an outdoor shower, an EV charger, and a fully stocked kitchen mean you can arrive and just settle in.
✔ Professionally managed for peace of mind Managed by Blue Breezy Stays with ownership-level attention, proactive maintenance, and responsive hospitality — so you can focus on making memories.
What makes this property unique
✔ Sleeps 9 with a flexible family layout King master + a queen third bedroom + a bunk room with a queen, a twin bunk, and a twin trundle.
✔ Three true en-suite bedrooms Every bedroom has its own private bathroom — a rare comfort for a group home.
✔ A showstopper heated pool & backyard Tanning ledge, waterfall, sun loungers, hammock, grill, and outdoor dining in a private, landscaped setting.
✔ Walk to the beach and to dinner Two blocks to public beach access; two blocks to Red Bar and Chiringo.
✔ Screened porch for morning and evening Porch swing, Adirondack chairs, and ceiling fans for coffee at sunrise and cocktails at dusk.
✔ Pet-friendly with a fully fenced yard Doggie door and secure space for your dog to roam.
✔ Professionally managed by Blue Breezy Stays Responsive hospitality and ownership-level care.