Entire home
Large Private Pool, Close to Beach, Golf Cart Perks
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Popular amenities
- Private pool
- Garage parking available
- Kitchen
- Washing machine
- Air-conditioning
- Barbecue grill
Explore the area

Santa Rosa Beach, FL
- CHROMA Kathleen Broaderick Studio & GalleryPlace, CHROMA Kathleen Broaderick Studio & Gallery13 min walk
- Santa Rosa BeachPlace, Santa Rosa Beach14 min walk
- South Walton BeachesPlace, South Walton Beaches14 min walk
- Fort Walton Beach, FL (VPS-Northwest Florida Regional)Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)53 min drive
Rooms & beds
4 bedrooms (sleeps 13)
1st Floor Primary King Bedroom with Ensuite Bathroom
1 King Bed
1st Floor Twin Over Twin Bunk Bedroom
1 Single Bunk Bed
2nd Floor King Bedroom with Ensuite Bathroom with Shower
1 King Bed
2nd Floor Living Room with Sleeper Sofa
1 Double Sofa Bed
2nd Floor Triple Bunk Space
1 Single Bunk Bed
3 bathrooms, 1 half bathroom
1st Floor Bathroom in King Primary Suite
1st Floor Half Bathroom
2nd Floor Bathroom in King Bedroom
2nd Floor Full Bathroom
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Large Private Pool, Close to Beach, Golf Cart Perks
The Pearl on Woodland | Luxury 30A Vacation Rental in Santa Rosa Beach with Private Pool, Outdoor Kitchen, and Golf Cart Included
Why Guests Love This Property:
• Prime location on Scenic Highway 30A in Santa Rosa Beach
• Large private resort-style pool with expansive pool deck
• Six-seater street legal golf cart included
• Outdoor kitchen with grill and Green Egg for elevated outdoor cooking
• Two spacious living rooms ideal for families and multi-generational groups; 2nd floor living room has sleeper sofa
• Stunning two-way fireplace overlooking the pool deck
• Fully stocked gourmet kitchen with high-end appliances and spices
• Three king bedrooms, two with private ensuite bathrooms
• Super fun triple bunk space plus twin-over-twin bunk room for kids and teens
• Sleeps up to 13 guests comfortably
• Multiple poolside decks with lounge seating and outdoor dining
• Coastal luxury décor and high-end designer finishes throughout
• Large walk-in pantry for extended stays and group storage
• Bicycles for exploring Scenic 30A
• Backpack beach chairs and beach umbrella provided
• Pool toys, cornhole game, and family-friendly entertainment
• Children’s dishes, kids toys, books for adults and children
• Dedicated desk workspace for remote work
• Full-size washer and dryer in separate laundry room
• Enjoy starter amenities, Starbucks coffee, and bottles of water
A Coastal Luxury Retreat on 30A
Welcome to The Pearl on Woodland, a stunning luxury 30A vacation rental located in the heart of Santa Rosa Beach. Designed with elevated coastal style and high-end finishes throughout, this two-story retreat offers the perfect blend of comfort, elegance, and resort-style outdoor living.
From the moment you arrive, you will notice the attention to detail — from designer furnishings and curated décor to expansive gathering spaces designed for connection and relaxation. Whether you are planning a family vacation, a couples getaway, or a multi-generational retreat, this 30A luxury rental delivers an unforgettable beach experience.
Resort-Style Outdoor Living
Outdoor living is where The Pearl on Woodland truly shines. The very large private pool serves as the centerpiece of the home, surrounded by generous lounge seating, shaded areas, and multiple decks overlooking the pool.
Guests enjoy:
• Expansive private pool with ample seating
• Outdoor kitchen with grill and Green Egg
• Outdoor dining space perfect for family dinners
• Two elevated decks overlooking the pool
• Cornhole game and pool toys for added fun
• Six-seater street legal golf cart included
Whether you are grilling fresh Gulf seafood, relaxing poolside with a book, or enjoying sunset cocktails from one of the decks, this home was designed for effortless coastal entertaining.
Open Concept Coastal Luxury Living
Step inside to discover a bright open-concept main living area featuring coastal luxury design and high-end finishes. The main living room showcases a stunning two-way fireplace that overlooks the pool deck, creating a seamless indoor and outdoor atmosphere.
A second living room provides additional space for guests to spread out, making this home ideal for larger groups.
The fully stocked gourmet kitchen includes:
• High-end appliances
• Large walk-in pantry
• Generous counter space
• Spices and cooking essentials
• Quality cookware and serveware
Whether preparing a family feast or hosting a casual breakfast before the beach, this kitchen is designed to impress.
Thoughtfully Designed Sleeping Spaces
The Pearl on Woodland comfortably sleeps up to 13 guests with flexible accommodations for both adults and children.
Bedroom layout includes:
• Three king bedrooms, two with private ensuite bathrooms
• Twin-over-twin bunk bedroom
• Super fun triple bunk space perfect for kids or teens
• Three full bathrooms and one half bath
Each bedroom is beautifully appointed with high-end décor, comfortable bedding, and thoughtful touches that make guests feel at home.
Family-Friendly Amenities and Extras
This Santa Rosa Beach vacation rental is equipped with everything needed for a stress-free stay:
• Bicycles for exploring Scenic Highway 30A
• Backpack beach chairs and beach umbrella
• Pool toys and outdoor games
• Books for adults and children
• Kids toys and children’s dishware
• Dedicated desk workspace
• Full-size washer and dryer
Every detail has been considered to make traveling with family easy and enjoyable.
Prime 30A Location in Santa Rosa Beach
Located along Scenic Highway 30A in Santa Rosa Beach, The Pearl on Woodland places you close to some of the most sought-after destinations on the Emerald Coast. Enjoy nearby beach access, Gulf Place, Shunk Gulley's, boutique shopping, local dining, and scenic bike paths that define the 30A lifestyle.
Cruise to the beach in the golf cart, explore neighboring beach communities, or spend the day lounging by your private pool — the choice is yours.
Your Elevated 30A Escape Awaits
With its large private pool, outdoor kitchen, two spacious living rooms, gourmet chef’s kitchen, luxury finishes, and prime Santa Rosa Beach location, The Pearl on Woodland stands out as a premier luxury 30A vacation rental.
Whether you are gathering around the fireplace, grilling poolside, biking along 30A, or relaxing under the Florida sun, this home offers the space, style, and setting for unforgettable coastal memories.
Book your stay at The Pearl on Woodland and experience elevated luxury living on Scenic Highway 30A.
Why Guests Love This Property:
• Prime location on Scenic Highway 30A in Santa Rosa Beach
• Large private resort-style pool with expansive pool deck
• Six-seater street legal golf cart included
• Outdoor kitchen with grill and Green Egg for elevated outdoor cooking
• Two spacious living rooms ideal for families and multi-generational groups; 2nd floor living room has sleeper sofa
• Stunning two-way fireplace overlooking the pool deck
• Fully stocked gourmet kitchen with high-end appliances and spices
• Three king bedrooms, two with private ensuite bathrooms
• Super fun triple bunk space plus twin-over-twin bunk room for kids and teens
• Sleeps up to 13 guests comfortably
• Multiple poolside decks with lounge seating and outdoor dining
• Coastal luxury décor and high-end designer finishes throughout
• Large walk-in pantry for extended stays and group storage
• Bicycles for exploring Scenic 30A
• Backpack beach chairs and beach umbrella provided
• Pool toys, cornhole game, and family-friendly entertainment
• Children’s dishes, kids toys, books for adults and children
• Dedicated desk workspace for remote work
• Full-size washer and dryer in separate laundry room
• Enjoy starter amenities, Starbucks coffee, and bottles of water
A Coastal Luxury Retreat on 30A
Welcome to The Pearl on Woodland, a stunning luxury 30A vacation rental located in the heart of Santa Rosa Beach. Designed with elevated coastal style and high-end finishes throughout, this two-story retreat offers the perfect blend of comfort, elegance, and resort-style outdoor living.
From the moment you arrive, you will notice the attention to detail — from designer furnishings and curated décor to expansive gathering spaces designed for connection and relaxation. Whether you are planning a family vacation, a couples getaway, or a multi-generational retreat, this 30A luxury rental delivers an unforgettable beach experience.
Resort-Style Outdoor Living
Outdoor living is where The Pearl on Woodland truly shines. The very large private pool serves as the centerpiece of the home, surrounded by generous lounge seating, shaded areas, and multiple decks overlooking the pool.
Guests enjoy:
• Expansive private pool with ample seating
• Outdoor kitchen with grill and Green Egg
• Outdoor dining space perfect for family dinners
• Two elevated decks overlooking the pool
• Cornhole game and pool toys for added fun
• Six-seater street legal golf cart included
Whether you are grilling fresh Gulf seafood, relaxing poolside with a book, or enjoying sunset cocktails from one of the decks, this home was designed for effortless coastal entertaining.
Open Concept Coastal Luxury Living
Step inside to discover a bright open-concept main living area featuring coastal luxury design and high-end finishes. The main living room showcases a stunning two-way fireplace that overlooks the pool deck, creating a seamless indoor and outdoor atmosphere.
A second living room provides additional space for guests to spread out, making this home ideal for larger groups.
The fully stocked gourmet kitchen includes:
• High-end appliances
• Large walk-in pantry
• Generous counter space
• Spices and cooking essentials
• Quality cookware and serveware
Whether preparing a family feast or hosting a casual breakfast before the beach, this kitchen is designed to impress.
Thoughtfully Designed Sleeping Spaces
The Pearl on Woodland comfortably sleeps up to 13 guests with flexible accommodations for both adults and children.
Bedroom layout includes:
• Three king bedrooms, two with private ensuite bathrooms
• Twin-over-twin bunk bedroom
• Super fun triple bunk space perfect for kids or teens
• Three full bathrooms and one half bath
Each bedroom is beautifully appointed with high-end décor, comfortable bedding, and thoughtful touches that make guests feel at home.
Family-Friendly Amenities and Extras
This Santa Rosa Beach vacation rental is equipped with everything needed for a stress-free stay:
• Bicycles for exploring Scenic Highway 30A
• Backpack beach chairs and beach umbrella
• Pool toys and outdoor games
• Books for adults and children
• Kids toys and children’s dishware
• Dedicated desk workspace
• Full-size washer and dryer
Every detail has been considered to make traveling with family easy and enjoyable.
Prime 30A Location in Santa Rosa Beach
Located along Scenic Highway 30A in Santa Rosa Beach, The Pearl on Woodland places you close to some of the most sought-after destinations on the Emerald Coast. Enjoy nearby beach access, Gulf Place, Shunk Gulley's, boutique shopping, local dining, and scenic bike paths that define the 30A lifestyle.
Cruise to the beach in the golf cart, explore neighboring beach communities, or spend the day lounging by your private pool — the choice is yours.
Your Elevated 30A Escape Awaits
With its large private pool, outdoor kitchen, two spacious living rooms, gourmet chef’s kitchen, luxury finishes, and prime Santa Rosa Beach location, The Pearl on Woodland stands out as a premier luxury 30A vacation rental.
Whether you are gathering around the fireplace, grilling poolside, biking along 30A, or relaxing under the Florida sun, this home offers the space, style, and setting for unforgettable coastal memories.
Book your stay at The Pearl on Woodland and experience elevated luxury living on Scenic Highway 30A.
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About the area
Santa Rosa Beach
Located in Gulfview Heights, a neighbourhood in Santa Rosa Beach, this holiday home is near theme parks and near the beach. While the natural beauty of Santa Rosa Beach and Blue Mountain Beach can be enjoyed by anyone, those looking for an activity can explore Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links.
Travelling with kids? Consider Sundog Books and Sirens at the Beach. Take in the nearby slopes with skiing, or try out other outdoor activities such as ice skating.

Santa Rosa Beach, FL
What's nearby
- CHROMA Kathleen Broaderick Studio & Gallery - 13 min walk - 1.1 km
- Santa Rosa Beach - 14 min walk - 1.2 km
- South Walton Beaches - 14 min walk - 1.2 km
- Justin Gaffrey Gallery - 3 min drive - 1.4 km
- Blue Mountain Beach - 6 min drive - 3.5 km
Getting around
- Fort Walton Beach, FL (VPS-Northwest Florida Regional) - 61 min drive
Restaurants
- Burger King - 7 min drive
- Mcdonald’s - 8 min drive
- Santa Rosa Golf & Beach Club - 8 min drive
- Palm Folly Hard Seltzer - 6 min drive
- Stinky's Fish Camp - 7 min drive
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