A rare find — relax in the peaceful, private garden space.
Discover nearby landmarks
Walk to Santa Rosa Beach
4 bedrooms3+ bathroomsSleeps 13
Popular amenities
Private pool
Garage parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Santa Rosa Beach, FL
Santa Rosa Beach
Place, Santa Rosa Beach
14 min walk
South Walton Beaches
Place, South Walton Beaches
14 min walk
Justin Gaffrey Gallery
Place, Justin Gaffrey Gallery
3 min drive
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.
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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. Grand Boulevard at Sandestin and Baytowne Wharf are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Santa Rosa Beach and Blue Mountain Beach. Travelling with kids? Consider Sundog Books and Eden Gardens State Park. Take in the nearby slopes with skiing, or try out other outdoor activities such as ice skating.
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
Seaside Beach - 18 min drive - 21.9 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
Stinky's Fish Camp - 7 min drive
Shunk Gulley Oyster Bar - 3 min drive
South Of Philly - 16 min walk
Frequently asked questions
Does Large Private Pool, Close to Beach, Golf Cart Perks have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Large Private Pool, Close to Beach, Golf Cart Perks?
As of 10 Jun 2026, prices found for a 1-night stay for 2 adults at Large Private Pool, Close to Beach, Golf Cart Perks on 30 Nov 2026 start from £443, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Large Private Pool, Close to Beach, Golf Cart Perks pet-friendly?
No, pets are not allowed at this property.
How much is parking at Large Private Pool, Close to Beach, Golf Cart Perks?
On-site parking is available at the property.
What time is check-in at Large Private Pool, Close to Beach, Golf Cart Perks?
Check-in begins at 4:00 PM.
What time is check-out at Large Private Pool, Close to Beach, Golf Cart Perks?
Checkout is at 10:00 AM.
Where is Large Private Pool, Close to Beach, Golf Cart Perks located?
This family-friendly Santa Rosa Beach holiday home is located by the sea, within a 15-minute walk of CHROMA Kathleen Broaderick Studio & Gallery and Santa Rosa Beach. Blue Mountain Beach is 1.8 mi (2.9 km) away.