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End your beach days right here — the private heated pool glows under string lights as the sky turns pink. With a tanning ledge, waterfall, and a fully fenced yard, this backyard is the heart of Lollygag.

We welcome you to

149 Garfield Street - Lollygag

Historic Grayton Beach cottage with a heated pool just two blocks from the beach and the famous Red Bar — built for easy 30A family getaways.

✔ Heated pool with tanning ledge & waterfall

✔ Fully fenced yard — great for pets & kids

✔ Two blocks to the beach, Red Bar & Chiringo

✔ Screened-in front porch with swing

✔ Three ensuite bedrooms + kid-friendly bunk room

✔ Beach chairs & other beach gear provided

✔ Dogs allowed. Up to 2, 50 lbs max

✔ EV charger + parking front & rear

 

Experience Your Perfect Getaway

End your beach days right here — the private heated pool glows under string lights as the sky turns pink. With a tanning ledge, waterfall, and a fully fenced yard, this backyard is the heart of Lollygag.
Location says it all: you're just two blocks from public beach access and steps from the famous Red Bar and Chiringo, right in the heart of historic Grayton Beach.
Start your mornings on the spacious screened-in front porch, where Adirondack chairs, a porch swing, and ceiling fans make the perfect spot for coffee at sunrise or a cocktail at dusk.
The kid-favorite bunk room sleeps the whole crew with a double, a twin bunk above, and a twin with trundle — rustic charm plus its own ensuite bath with a tub.
An open, light-filled living and kitchen area keeps everyone together, with comfortable seating for seven flowing into the dining space and a fully stocked kitchen.
The backyard is built for gathering — a paver patio with outdoor dining, a Weber grill, and the heated pool just beyond, all framed by Grayton's signature live oaks.
The screened porch is a breezy, bug-free spot to relax, with ceiling fans overhead and the backyard and pool just steps away.
The main living room invites you to unwind, with plush seating, a smart TV, and bright coastal light pouring through the open floor plan.
Swivel chairs and a cozy sofa make the great room perfect for movie nights or catching up after a day on the sand.
Comfortable, connected, and full of natural light, the living area opens to the dining space so the whole group stays together.
Gather around the dining table with seating for six, open to the living area and just off the kitchen for easy family meals.
Family dinners come easy here, with a dining table for six set right between the kitchen and living room.
The fully stocked kitchen pairs charming green cabinetry with stainless appliances and everything you need to cook in all week.
A gas range, full-size fridge, and generous counter space make this kitchen a joy to cook in, with bright views over the backyard and pool.
The spacious master suite offers a king bed, ceiling fan, and a private ensuite — your quiet retreat after a day in the sun.
The master's private ensuite features a sleek vanity and a walk-in tile shower for an easy rinse-off after the beach.
A bright, restful guest bedroom with a queen bed and its own private ensuite, set just off the kitchen.
The queen guest room is full of natural light and easy comfort, with a smart TV and a private ensuite of its own.
The guest bedroom's private ensuite keeps things simple with a clean vanity and a walk-in tile shower.
The bunk room's ensuite keeps the kids happy with a tub-and-shower combo and playful coastal touches.
Just off the kitchen, a shaded back deck with ample seating is the perfect spot for morning coffee or an after-beach drink.
Beach days are sorted — we provide beach chairs and gear so you can grab and go, just two blocks to the sand.
A roomy paver patio wraps the pool with sun loungers and plenty of space to spread out between dips.
Poolside dining and lounging in one place — bring lunch outside and make the most of sunny 30A afternoons.
Dine al fresco at the outdoor table, shaded by mature trees and just steps from the pool and grill.
Find your slow afternoon in the backyard, where a hammock sways in the shade of Grayton's live oaks.
Beyond the patio, a fully fenced yard gives kids and pets extra room to roam and play.
An additional parking pad at the back of the property offers extra space for vehicles and connects right to the pool area.
A waterfall feature and tanning ledge make the pool as relaxing as it is fun, framed by lush landscaping for a private feel.
The home's classic Grayton exterior, with a parallel parking pad out front that fits two vehicles.
The coffee bar is ready for your morning ritual, with both an espresso machine and a drip coffee maker to start beach days right.
Adirondack chairs tucked into the yard offer a quiet corner to relax with a book or an evening drink.
Pull up an Adirondack chair and enjoy the shade and breeze in Lollygag's spacious backyard.
Gather for al fresco meals at the outdoor dining table, set just steps from the pool and grill.
Floaties encouraged — the heated pool is ready for cannonballs, lazy laps, and sunny afternoons.
An on-site EV charger makes it easy to keep your electric vehicle powered up throughout your stay.
Sink into the porch swing — a breezy, shaded spot on the screened-in porch to relax with a book or an evening drink.
The indoor dining table sits just off the kitchen with seating for six, perfect for family meals together.
Historic Grayton Beach from above — emerald water and white sand just a couple of blocks from your door.
The famous white sand and emerald water of 30A, an easy walk or bike from Lollygag.
Aerial views show just how close you are to the beach, dining, and everything that makes Grayton special.
An aerial look at the famous Red Bar — Grayton's iconic dining and live-music spot, just two blocks from your door.
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Amenities

At 149 Garfield Street - Lollygag

This home has everything you will need for a comfortable stay. Guests have access to the entire home and everything the space has to offer which includes:
3 Bedrooms
Sleeps 9
3 Bathrooms
Parking Spots
Air Conditioning, Central Heating
Linens Provided, Towels Provided, Washing Machine, Clothes Dryer, Hot Water, Hangers, Extra Pillows & Blankets, Clothing Storage (closet or wardrobe)
Private Living Room, Ceiling Fans, Private Entrance, Dining Table
Hair Dryer, Iron & Board, Body Soap, Hair Conditioner
Basic Soaps, Paper Towels, Shampoo, Toilet Paper
Kitchen, Refrigerator, Stove, Oven, Microwave, Dishwasher, Dishes & Utensils, Coffee Maker, Toaster, Ice Maker, Freezer, Pots & Pans, Baking Sheet, Wine Glasses
Television, Books, Smart TV
Deck/Patio (uncovered), Outdoor Dining

The Details

A Bit More About This Property

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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Feel free to reach us at bluebreezystays@gmail.com
850-880-3620
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