The Silly Beach Cottage WindMark Beach • Golf Cart • Sleeps 12 • Pet Friendly • In-Law Suite

  • Welcome to Silly Beach Cottage! Perfect for multi-family stays
    Welcome to Silly Beach Cottage! Perfect for multi-family stays
  • 6-person golf cart included with every stay
    6-person golf cart included with every stay
  • Open Concept Living Area
    Open Concept Living Area
  • Our fully furnished kitchen will make cooking easy!
    Our fully furnished kitchen will make cooking easy!
  • The in-law suite has a separate living area, kitchen and laundry.
    The in-law suite has a separate living area, kitchen and laundry.
  • 5-minute ride to beach access
    5-minute ride to beach access
  • New Pool a short walk across the street from the house and Boardwalk to Old 98 and the beach!
    New Pool a short walk across the street from the house and Boardwalk to Old 98 and the beach!
  • The primary bedroom provides a private sanctuary when you need a few moments to yourself.
    The primary bedroom provides a private sanctuary when you need a few moments to yourself.
  • How peaceful does the in-law suite look? Stake your claim before anyone else does!
    How peaceful does the in-law suite look? Stake your claim before anyone else does!
  • Stylishly decorated bedroom with queen sized bed.
    Stylishly decorated bedroom with queen sized bed.
  • The bunk room is great fun for young and old alike!
    The bunk room is great fun for young and old alike!
  • Full Size Ping Pong Table
    Full Size Ping Pong Table
  • Experience the perfect blend of style and comfort in our inviting living area, ideal for gatherings and relaxation.
    Experience the perfect blend of style and comfort in our inviting living area, ideal for gatherings and relaxation.
  • Spacious open concept living area
    Spacious open concept living area
  • Beautiful Heated Pool at Village Center!
    Beautiful Heated Pool at Village Center!
  • Escape to tranquility in our master bath oasis, where every detail is designed for your ultimate comfort.
    Escape to tranquility in our master bath oasis, where every detail is designed for your ultimate comfort.
  • The large dining table will comfortably sit 8
    The large dining table will comfortably sit 8
  • Outdoor patio with gas grill
    Outdoor patio with gas grill
  • The primary bedroom provides a private sanctuary when you need a few moments to yourself.
    The primary bedroom provides a private sanctuary when you need a few moments to yourself.
  • The primary bathroom has separate bath and shower, with a double vanity.
    The primary bathroom has separate bath and shower, with a double vanity.
  • Relax and pamper yourself in the primary bath.
    Relax and pamper yourself in the primary bath.
  • The in-law suite is great for multi-family vacations.
    The in-law suite is great for multi-family vacations.
  • A second full kitchen in the in-law suite!
    A second full kitchen in the in-law suite!
  • Romance in the air perhaps?
    Romance in the air perhaps?
  • Comfortable second living area allowing comfort for all!
    Comfortable second living area allowing comfort for all!
  • How peaceful does the in-law suite look? Stake your claim before anyone else does!
    How peaceful does the in-law suite look? Stake your claim before anyone else does!
  • The in-law suite has a separate living area, kitchen and laundry.
    The in-law suite has a separate living area, kitchen and laundry.
  • How peaceful does the in-law suite look? Stake your claim before anyone else does!
    How peaceful does the in-law suite look? Stake your claim before anyone else does!
  • Relaxation at its finest!
    Relaxation at its finest!
  • The shared full bathroom is great for kids!
    The shared full bathroom is great for kids!
  • Full Over Full Bunks!
    Full Over Full Bunks!
  • Perfect room for the young at heart to relax.
    Perfect room for the young at heart to relax.
  • The house provides 2 sets of washer/dryers.
    The house provides 2 sets of washer/dryers.
  • Coffee drinkers rejoice! We have you covered.
    Coffee drinkers rejoice! We have you covered.
  • Coffee drinkers rejoice! We have you covered.
    Coffee drinkers rejoice! We have you covered.
  • Our fully furnished kitchen should provide you everything you need to create meals that will get a wow! from family and friends.
    Our fully furnished kitchen should provide you everything you need to create meals that will get a wow! from family and friends.
  • Family game night is always a blast.
    Family game night is always a blast.
  • Enjoy or morning coffee or grilling outside and lounging on the covered patio.
    Enjoy or morning coffee or grilling outside and lounging on the covered patio.
  • We have plenty of beach supplies for you to use. Chairs, floats, boogie boards and coolers..
    We have plenty of beach supplies for you to use. Chairs, floats, boogie boards and coolers..
  • Pac Man anyone?!
    Pac Man anyone?!
  • 2 minute walk to pool and 5 minute walk to beach.
    2 minute walk to pool and 5 minute walk to beach.
  • Miles of Boardwalks and amazing St. Joe Beach sunsets!
    Miles of Boardwalks and amazing St. Joe Beach sunsets!
  • The amazing St. Joe Beach sunsets are a must-see.
    The amazing St. Joe Beach sunsets are a must-see.
  • Windmark Beach Village Center is a great place to dine, grab a drink and enjoy the great Port St Joe sunsets!
    Windmark Beach Village Center is a great place to dine, grab a drink and enjoy the great Port St Joe sunsets!
  • Village Center offers pizza, ice cream, fine dining, Mercantile and more.
    Village Center offers pizza, ice cream, fine dining, Mercantile and more.
  • Heated WindMark Village Pool
    Heated WindMark Village Pool
  • Enjoy the beautiful sunsets across St. Joseph Bay by the resort-style pool.
    Enjoy the beautiful sunsets across St. Joseph Bay by the resort-style pool.
  • Beautiful Golf Cart Ride to Village Center.
    Beautiful Golf Cart Ride to Village Center.
  • Enjoy relaxing beach days on St. Joe Bay.
    Enjoy relaxing beach days on St. Joe Bay.
  • Welcome to Silly Beach Cottage!
    Welcome to Silly Beach Cottage!
$118-649/night
4 Bedrooms • 3 Baths • Sleeps 6-12
Allows pets Accessible Internet Near Ocean (more...)

GOLF CART INCLUDED • PET-FRIENDLY • SLEEPS UP TO 12
Welcome to the Silly Beach Cottage in WindMark Beach—perfect for families and groups, featuring a private in-law suite with a second kitchen and living space. Walk or ride to the beach in minutes and enjoy two resort-style pools, games, and everything you need for a stress-free coastal getaway.

LOCATION AND LIFESTYLE
Located in the WindMark Beach North community, you’ll have easy access to:
- White sandy beaches along St. Joseph Bay
- Scenic walking and biking paths
- WindMark Town Center (dining, coffee, shopping, live music)
- Nearby areas like Cape San Blas and Mexico Beach
- Whether you’re planning beach days, bike rides, or sunset cocktails, this location offers the best of Florida’s “Forgotten Coast.”

PERFECT FOR
Family vacations
Multi-family/group trips
Beach getaways with pets
Guests looking for convenience + amenities

WHAT MAKES THIS HOME STAND OUT
Unlike many rentals in the area, the Silly Beach Cottage offers:
A golf cart included (major convenience + value)
A true in-law suite with full separation
Two kitchens for large groups
Built-in entertainment (games + arcade)
Close proximity to both the beach and pools

BOOK EARLY
WindMark Beach is one of the most sought-after communities in the area, and homes with these amenities book quickly—especially for peak seasons and holidays.
Secure your dates now and start planning your perfect beach getaway.

Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 14 days prior to the arrival date of the reservation. For cancellations made within 14 days prior to the arrival date, no refund will be issued.

Port St Joe, Florida

Property Type House
Accommodation Entire Home
Check-In Smart lock
House Rules
  • Maximum occupancy: 12
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair accessible
  • Minimum age of primary renter: 25
  • Pets welcome
Setting & View
  • Beach
  • Ocean
  • Near Ocean
  • Shared Beach Access
General
  • Internet
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Extra Pillows & Blankets
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
  • Clothes Drying Rack
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Wine Glasses
Bathrooms 3 Baths
  • Bathroom #1 – Shower, Toilet, Tub
  • Bathroom #2 – Combination Tub/Shower, Toilet
  • Bathroom #3 – Combination Tub/Shower, Toilet

Bathroom 1: Primary Bathroom: walk-in shower, soaking tub, double vanity, private walk-in closet, private water closet, starter supply of amenities.

Bathroom 2: Shower/tub combination, luxury linens provided with a starter supply of amenities.

Bathroom 3: In Law Unit: Shower/tub combination, linens provided with a starter supply of amenities.

Sleeping Arrangements 4 Bedrooms, sleeps 6-12
  • Bedroom #1 – 1 King Bed
  • Bedroom #2 – 1 Queen Bed
  • Bunk Room – 2 Double Beds
  • Bedroom #4 – 1 King Bed
  • In Law Unit Living Room – 1 Sleeper Sofa

Bedroom #1: Primary bedroom:  king bed with luxury linens, sleeps 2, ceiling fan, walk-in closet with hangers, 50" Smart TV with Roku, alarm clock, en suite bathroom.

Bedroom #2: Queen bed with luxury linens, sleeps 2, ceiling fan, closet access, 40" Roku TV, alarm clock.

Bunk Room: Full over Full Bunk Bed, sleeps 4, closet access with hangers, no ceiling fan, 40" Roku TV, board/ card games.

Bedroom 4: In Law Suite: king bed with luxury linens, sleeps 2, ceiling fan, closet with hangers, 40" Roku TV, alarm clock.

Entertainment
  • Television
  • Games/Board Games
  • Toys
  • Game Room
  • Ping Pong Table
  • Smart TV
  • Arcade Machine
Family
  • Children's Dinnerware
  • Pack N Play/Travel Crib
Outdoor
  • Outdoor Grill
  • Lanai/Gazebo (covered)
  • Lawn/Garden
  • Beach Essentials
  • Outdoor Dining
  • Outdoor Shower
  • Outdoor Seating
Pool/Spa
  • Communal Pool
  • Heated Pool
Vehicles
  • Parking
  • Free Parking
  • Paid Parking On Premises
Theme
  • Family
  • Romantic
Attractions
  • Bay/Sound
  • Marina
Leisure
  • Horseback Riding
  • Boating
  • Shopping
  • Wildlife Viewing
Sports & Adventure
  • Cycling
  • Deepsea Fishing
  • Bay/Sound Fishing
  • Hiking
  • Swimming
Safety
  • Carbon Monoxide Detector
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
Expectations
  • Shared Spaces
  • Cameras/Surveillance
Accessibility
  • Single Level Home
  • Path To Entrance Lit At Night