Book Me Baby! Lollygag with Private Pool

Santa Rosa Beach, Florida
$1233 avg/night
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 9

Max Sleeps

Pinkie Flamingo Welcomes You To Lollygag!
King / Queen / 3 Twins / Sleeper Sofa
Private Heated Pool

Nestled right in the heart and soul of the eclectic little village known as Grayton Beach, this classic 3-bedroom cottage delivers all of the local flavor you can savor. Humorously referred to by natives as “a state of mind” Grayton Beach is one of the original developments in Walton County and proudly joins the all-star line-up of 30A landmarks appealing to tourists from all over the world. Your location here at Lollygag is quite ideal...positioning you in the middle of the action while offering a quiet retreat when you have had enough. Named the “most beautiful beach” by Dr. Beach, the Grayton Beach State Park offers world-class recreational opportunities while delivering a quality of beach experience you will not soon forget. Local shops and restaurants are popping up all over and you will delight in discovering your favorites.

“This cottage is adorable!” exclaimed Pinkie Flamingo as she pulled into the parallel parking space out front. The shady street was lined with white picket fences, in perfect keeping with any respectable Olde Florida coastal community. As a curator of fine vacations rentals along Florida's Gulf coast, Pinkie had the enviable job and visiting all of properties. “I have always loved the vibe in Grayton Beach. It's super laid back yet has an energy all its own.” With the beach just a 2-minute walk down Garfield Street, the picture just keeps getting better!

Let's Look Around…

Cozy Living Room with New Sofa & Chairs
Mix of Décor Style Captures The Spirit of Eclecticism Grayton Beach is Know For
Original Hardwood Flooring Throughout
Three Ensuite Bedrooms
Precious Turquoise Tile Kitchen with Teal Cabinets
Front Porch For Watching the Passersby
Fenced Back Yard with Plenty of Room For Games/Outdoor Dining
Private Heated 15' by 21' Pool Ranging From 3' to 5' Deep
Pool May Be Heated For $50/Day
Tanning Ledge 15 Deep and 9' by 9'
Pool Deck with 4 Lounge Chairs
BBQ Propane Grill

What Pinkie Likes Best About Lollygag
Vintage Cottage Charm
Private Heated Pool in Large Fenced Backyard
Heart of Grayton Beach
2 Min Walk To The Beach Access
2 Min Walk To The Red Bar
Cozy Living Room with New Queen Sleeper Sofa

Makin' My Way Along 30A…Grayton Beach

All of Pinkie's Properties Have A Few Things In Common
Must Be 25 To Book
No Smoking
Cancellation OK 30 Days Prior To Check-In
Sheets & Bath Towels Included…BYO Beach Towels
All Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & Food
Basic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1255 Sq Ft (117 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • POOL/SPA

    Private Pool
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Golf Privileges Golfing On Site Hiking Nearby Parasailing Nearby Sailing Nearby Scuba Diving Nearby Water Park Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Games TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Toys
  • LOCATION HIGHLIGHTS

    In A Village Near A Health Or Beauty Spa Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 9

Map Map

School District Rates & Availability

Review Review

  • Melinda S.

    Submitted Oct 12, 2025

    Stayed Oct 7, 2025

    House is nestled among old trees and in the heart of Grayton. Loved the spacious yard. It’s and old house with tons of charm.

  • Brandy S.

    Submitted Jul 31, 2025

    Stayed Jul 27, 2025

    We had a wonderful stay at Lollygag. The location is absolutely perfect- a short walk to pretty much everything. There was room for everyone to rest and relax. The backyard is almost indescribably perfect! We had lots of pool time. There were only a few snags- the fridge doesn’t cool as much as it should, so unless it was early in the morning, our drinks were not as cold as we’d like. The bathroom door in the middle room is cute, but isn’t super practical with teenagers The hanging lights out front need some bulbs replaced. And the whole place could use a good, deep clean- we found lots of old food remnants as we opened the sofa bed. Overall, our stay was wonderful, and we would highly recommend this place in beautiful Grayton.

  • Reynaldo R.

    Submitted Jul 12, 2025

    Stayed Jul 6, 2025

    Very convenient to the beach and shops!

  • Liam C.

    Submitted Jun 22, 2025

    Stayed Jun 16, 2025

    Amazing house, awesome location, close walk to beach, and an incredible backyard with pool makes this the perfect spot for a family getaway to Grayton! Definitely recommend and would stay again!

  • Shannon M.

    Submitted Sep 14, 2024

    Stayed Aug 29, 2024

    Thank yoi

  • Ashley D.

    Submitted Oct 20, 2023

    Stayed Oct 4, 2023

    We had a great long weekend in Grayton Beach. The house is small but comfortable. The girls loved swimming in the pool and the adults enjoyed the screened in front porch. The walk to the beach is an easy 2-3 minutes. We had dinner at The Red Bar and a great brunch!

  • Amy B.

    Submitted Jul 30, 2023

    Stayed Jul 26, 2023

    We loved our stay. Everything was mostly clean. Updated home and furniture. The kitchen was well-equipped for cooking at home. The only down fall was the dryer did not work and there were tiny ant beds in the brick around the pool, so we had to be careful with our kids. The only other thing I might suggest for extra safety of families with small children is adding a gate between the deck and the pool. That would be extra insurance a small child couldn’t get to the pool deck if the kitchen door was left open. Overall, we had a great time, though and would definitely stay again!

  • Matthew M.

    Submitted Jun 19, 2023

    Stayed Jun 14, 2023

    We had great trip Grayton Beach with our family of 5 and my parents. House was great. Loved sitting on the front (screened-in) porch. The private pool and backyard were a huge hit. 1 min walk to Red Bar and Chiringos! We’ll be back!

  • Derek G.

    Submitted Jun 14, 2023

    Stayed Jun 9, 2023

    Can’t beat location. Perfect arrangement for family with 4 kids under 10. Short walk to beach in the morning, then back to house for lunch and pool in afternoon when beach gets busier. Front porch is perfect place to relax. Grayton Beach is gorgeous and more laid back than Seaside. Would definitely book again. Only hiccup was the lack of WiFi access. Sent a couple messages to property manager but was never given password. Because of this we couldn’t get one of the TVs working. Not a huge deal, but would have been nice to have. In the future I wonder if an RV hookup could be added in the backyard to accommodate a smaller camper? This would be the perfect spot for grandparents to join next time…

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Total

Includes taxes and fees
$1,233+
View details