4-Bedroom Vacation Home 'Pirate's Smile' with Premium Amenities at Rosemary Beach, FL

Pirate's Smile
Pirate's Smile
Rosemary Beach Home Rental
Rosemary Beach Home Rental

4-Bedroom Vacation Home 'Pirate's Smile' with Premium Amenities at Rosemary Beach, FL

Introducing 'Pirate's Smile,' a 2,692 sq.ft. house strategically located in Rosemary Beach, FL. It features 4 sizable bedrooms, interactive community pool & modern amenities for vacationers.


Vacation Home in Rosemary Beach Florida

109 Woody Wagon Way
How Many Bedrooms? 4 Bedrooms • Sleeps 12
How Many Bathrooms? 3 Full, 1 Half Bathrooms
How Much Living Space? 2692 sqft.
Location Setting: Waterfront - Nearby
Beach Access: Near a Beach
Air Conditioning: Yes
Pool: Pool (Community)
Internet: Internet Access
Television: Television
Washer/Dryer: Yes
Guest Ambassadors at Oversee

In Business Since 2011


Daytime Phone Number
Evening Phone Number
Text Number
Reference this Property as:

Property #179216
Pirate's Smile


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Property Description

Pirate's Smile by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.Pirate's Smile is all about relaxed luxury, blending comfort and plenty of entertainment. Each bedroom features ultra-modern 4K Smart TVs and premium mattresses, while a private outdoor shower and five unique porches add to the charm. Highlights: Seacrest Beach Just steps to beach 4 bedrooms, 3.5 baths Giant community pool! Community tram Outdoor shower 4 bikes Explore Seacrest, Rosemary Beach, and Alys Beach 4-star restaurants Fun eateries and boutiques Resting on a spacious corner lot on the west side of the neighborhood, this home has plenty of parking and easy access to the community pool, with Rosemary Beach and Alys Beach just a short stroll away. Inside, the living room is designed for unwinding, with a 75 4K Ultra HD TV, DVR, and premium movie channels. The ultra-comfy sectional might make you want to skip the beach altogether! High-speed internet and a handy workspace in the living room ensure you can stay connected when needed. Step outside to a back deck made for lounging. The summer kitchen, gas grill, cozy seating, and a 58 4K TV make this the perfect spot to gather, grill, and relax. The open gourmet kitchen is a dream for cooking and entertaining. With seating for eight at the dining table and three at the island, its great for group meals. Turkish marble countertops, high-end appliances, and a fully stocked kitchen make cooking a pleasure. On the first floor, the Scallywag Suite offers a peaceful retreat with a king-sized bed, memory foam mattress, and en suite bathroom with a walk-in shower. A 58 4K TV completes the space. Upstairs, three more bedrooms await. The second-floor Captains Quarters is the primary suite you wont want to leave. A king bed with a pillow-top mattress, a luxurious bathroom with a soaking tub, and a private veranda with comfy seating make this space a dream. Youll also find a 65 curved 4K TV with premium channels for added indulgence. Blackbeards Escape is another primary bedroom, king, with a vanity area and a shared Jack-and-Jill bathroom leading to Buccaneers Bunks, featuring custom-built bunk beds, storage, and charging stations. The kids have their own 58 4K TV and Blu-Ray/DVD player for movie nights. The Crows Nest, with a queen sleeper sofa, is perfect for extra guests. The beach is just across the street, and the community tram can take you there or to the 12,000-square-foot lagoon pool. In the summer, poolside snacks and a seasonal grill add to the fun! Overview:- Just steps to beach- Giant community pool, 12,000 sq ft!- 4 bedrooms, 3.5 baths- Community tram- Porch with gas grill, seating, TV- Outdoor shower- Wi-Fi Overnight:1ST FLOOR- Primary Bedroom, King Bed, En Suite Bathroom, Walk-in Shower, TV2ND FLOOR- Primary Bedroom, King Bed, Double Vanity, Walk-in Shower, Tub, Private Veranda- Primary Bedroom, King Bed, Vanity Area, Walk-in Shower, Share a Shower/Tub- Bunk Room, 2 Custom Twin/Twin Bunks, Private Half Bath, Share a Shower/tub- Landing Area, Sleeper Sofa, Queen Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.


Featured Amenities

» Pool (Community)
» Air Conditioning
» Television
» Internet Access
» Dishwasher
» Washer/Dryer
» Grill

Property Features

» Towels/Linens
» Parking
» Hair Dryer
» Iron / Ironing Board
» Microwave
» Refrigerator
» Toaster
» Oven
» Balcony
» Stove

Other Property Amenities

» Free Parking
» Street Parking
» Resort
» Private beach access
» Cable
» Carbon monoxide detector
» Standard coffee maker
» Cleaning: Included
» Marina
» Water Parks
» Zoo
» Dishes & Silverware
» Fire extinguisher
» Living Room
» Hangers
» Heating
» Hot Water
» Long Term Stays Allowed
» Private Entrance
» Private Living Room
» Shampoo
» Smoke Detector
» Antiquing
» Bird Watching
» Boating
» Eco Tourism
» Outlet Shopping
» Paddle Boating
» Shopping
» Wildlife Viewing
» Hospital
» Near Ocean
» Cycling
» DeepSea Fishing
» Fishing
» Fishing - Bay
» Fishing - Fly
» Fishing - Freshwater
» Fishing - Surf
» Golf
» Hiking
» Jet Skiing
» Para-sailing
» Pier Fishing
» Sailing
» Snorkeling
» Surfing
» Swimming
» Tennis - Community or Local
» Water Tubing
» Wind Surfing
» Family
» Historic
» Romantic
» Meal delivery
» Kitchen
» Kitchen
» Complimentary bikes
» Kitchen Island
» Dining table
» 4 Oversee bikes