ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

2 bedrooms·1 bath

$604.00 USD total for 3 nights

Nov 5 – 8, 2026

Sunset deck with fire pit, lantern lighting, and cozy Adirondack seating
Bright modern dining space with stylish seating and natural light
Bright open-plan kitchen and lounge with island seating and modern style
Charming home with curved driveway, lush yard, and glowing sunset curb appeal
Cozy backyard deck with sunset views, outdoor seating, and shady trees

Downtown Bungalow — Walk to Bars, Near Beach

2 bedrooms·1 bath

$697.00 USD total for 3 nights

Nov 5 – 8, 2026

Modern, cozy living space with stylish décor, plush seating, and natural light. Open layout with kitchenette, comfortable sofa, smart TV, and chic finishes—perfect for business travelers or weekend getaways near top attractions
Bright, modern bedroom with a plush king bed, crisp linens, and calming décor. Features a smart TV, ample storage, and a spa-like ensuite feel—perfect for relaxing after a day of work or exploring the city.
Stylish modern kitchen with exposed brick, quartz countertops, and stainless steel appliances. Fully equipped for cooking, with sleek cabinetry, gas stove, microwave, and breakfast bar—perfect for short or extended stays
Spacious, stylish studio with a comfortable bed, cozy sofa, and smart TV. Bright natural light, modern décor, and open layout create a relaxing stay—ideal for business travelers or couples seeking comfort and convenience
Bright, modern bedroom with a plush king bed, crisp linens, and calming décor. Features a smart TV, ample storage, and a spa-like ensuite feel—perfect for relaxing after a day of work or exploring the city.

Modern Studio w/ Full Kitchen & In-Unit Laundry

2 bedrooms·1 bath

$1,065.00 USD total for 3 nights

Nov 5 – 8, 2026

Bright, stylish living space with exposed brick walls, modern décor, and cozy fireplace. Enjoy natural light, smart TV, comfortable seating, and a welcoming layout—perfect for relaxing after exploring the city or working remotely.
Spacious, stylish bedroom with exposed brick walls, plush king bed, premium linens, and soft lighting. Enjoy a smart TV, ample storage, and a calm, cozy atmosphere—perfect for restful nights in a modern loft-style retreat.
Open concept kitchen with exposed brick, quartz island, stainless steel appliances, and sleek cabinetry. Fully equipped for cooking, dining, or entertaining bright, stylish, and seamlessly connected to the living space for a true loft experience.
Clean, modern bathroom with subway-tile shower, fresh linens, and stylish finishes. Bright, functional, and well-appointed—perfect for refreshing after a day exploring the city or unwinding in comfort.
Open concept kitchen with exposed brick, quartz island, stainless steel appliances, and sleek cabinetry. Fully equipped for cooking, dining, or entertaining bright, stylish, and seamlessly connected to the living space for a true loft experience.

Chic Brick Loft with Fireplace & King Bed

2 bedrooms·1 bath

$1,065.00 USD total for 3 nights

Nov 5 – 8, 2026

Modern 4BR Retreat
Modern 4BR Retreat
Modern 4BR Retreat
Modern 4BR Retreat
Modern 4BR Retreat

Modern 4BR Retreat

4 bedrooms·2 baths

$3,308.00 USD total for 3 nights

Nov 5 – 8, 2026

Spacious 4BR Retreat
Spacious 4BR Retreat
Spacious 4BR Retreat
Spacious 4BR Retreat
Spacious 4BR Retreat

Spacious 4BR Retreat

4 bedrooms·2 baths

$3,308.00 USD total for 3 nights

Nov 5 – 8, 2026

Modern 4BR Retreat
Modern 4BR Retreat
Modern 4BR Retreat
Modern 4BR Retreat
Modern 4BR Retreat

Modern 4BR Retreat

4 bedrooms·2 baths
Modern cabin with a stylish covered porch and forest views. Enjoy peaceful mornings, cozy evenings, and a relaxing outdoor space perfect for unwinding.
Private hot tub overlooking the woods—perfect for soaking, relaxing, and enjoying the peaceful nature views year-round.
Bright, airy living room with large windows, cozy seating, and serene forest views. A perfect space to relax, read, or gather with loved ones.
Cozy porch seating with peaceful outdoor views—ideal for morning coffee, afternoon relaxation, or quiet conversations surrounded by nature.
Comfortable bedroom with patriotic décor and soft bedding. A cozy, inviting space designed for restful nights during your cabin getaway.

Broken Bow Cabin with Hot Tub, Deck & BBQ

2 bedrooms·2 baths

$954.00 USD total for 3 nights

Nov 5 – 8, 2026

Cozy woodland cabin with a spacious private deck—perfect for morning coffee, grilling, or unwinding in nature. Surrounded by trees, this peaceful escape offers true privacy and a relaxing forest atmosphere.
Relax in your private hot tub surrounded by forest views. Perfect for unwinding after a day of hiking, exploring, or simply enjoying a quiet getaway in nature.
Gather around the outdoor fire pit for s’mores, stargazing, and cozy nights under the trees. A perfect spot to unwind, connect, and enjoy the peaceful forest setting.
Fully equipped rustic kitchen with warm wood accents, modern appliances, and everything you need to cook your favorite meals during your cozy cabin retreat.
Warm, inviting bedroom with wood paneling, soft bedding, and peaceful forest charm. Enjoy restful nights and cabin comfort in a serene, cozy atmosphere.

Rustic Retreat With Hot Tub Firepit BBQ

1 bedroom·1 bath

$856.00 USD total for 3 nights

Nov 5 – 8, 2026

Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions

Oasis Over the Bridge of Lions

4 bedrooms·3 baths

$799.00 USD total for 3 nights

Nov 8 – 11, 2026

Modern Cabin • Sauna • Tub • Firepit & Views
Modern Cabin • Sauna • Tub • Firepit & Views
Modern Cabin • Sauna • Tub • Firepit & Views
Modern Cabin • Sauna • Tub • Firepit & Views
Modern Cabin • Sauna • Tub • Firepit & Views

Modern Cabin • Sauna • Tub • Firepit & Views

2 bedrooms·1 bath

$1,208.00 USD total for 3 nights

Nov 5 – 8, 2026

Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

2 bedrooms·2 baths
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV

Anastasia Island Villa Duplex| Single Level | EV

3 bedrooms·2 baths
Experience resort-style living in this stunning 3-story home featuring a private heated pool, palm trees, multiple balconies, and plenty of outdoor seating—perfect for large groups looking to relax and enjoy Florida’s sunshine.
Explore Santa Rosa Beach the fun and easy way with your complimentary 6-seater golf cart—beach, shops, and restaurants just a quick ride away.
Unwind in your own private cedar sauna—just steps from the pool. The perfect way to relax after a day at the beach.
Bright and airy living room with oversized sectional, coastal decor, and seamless flow to the kitchen and dining area. Ideal for large groups and family time.
Enjoy morning coffee or sunset drinks from your private balcony—complete with Adirondack chairs and relaxing views of the neighborhood and nearby water.

Blue Horizon • Golf Cart, Pool & Sleeps 32

12 bedrooms·11 baths

$3,002.00 USD total for 3 nights

Nov 9 – 12, 2026

The Look-Out - Holiday Home
The Look-Out - Holiday Home
The Look-Out - Holiday Home
The Look-Out - Holiday Home
The Look-Out - Holiday Home

The Look-Out - Holiday Home

5 bedrooms·4 baths

$1,446.00 USD total for 3 nights

Nov 5 – 8, 2026

Anastasia Island Treehouse
Anastasia Island Treehouse
Anastasia Island Treehouse
Anastasia Island Treehouse
Anastasia Island Treehouse

Anastasia Island Treehouse

2 bedrooms·1 bath
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat

Two House Island Retreat

5 bedrooms·3 baths

$1,304.00 USD total for 3 nights

Nov 5 – 8, 2026

Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat

Anastasia Island Retreat

3 bedrooms·2 baths