Special offer
Boutique Coastal Home • Designer Touches • 3BR •EV

Boutique Coastal Home • Designer Touches • 3BR •EV

3 bedrooms·2 baths
$110 – $836/ night(excl. fees & taxes)
Overall View of Private Courtyard with Dining Area, Living Area, Fire Table and Fountain all spread throughout a 9 foot walled courtyard with lush plants and interesting decor.

Beautiful 4 Bedroom, 2 Bath with great location!

4 bedrooms·2 baths
5(45 reviews)
$245 – $460/ night(excl. fees & taxes)
Welcome to Joyful-Stays, Historic St Augustine! Come stay at our home away from home, and walk to the historic sites of Flagler college, Lightner Museum, and St George Street!

St Augustine.

3 bedrooms·2½ baths
5(2 reviews)
$165 – $1,228/ night(excl. fees & taxes)
Nights of lights

Steps to Trolley #11: Renovated Home w/ EV Charger

2 bedrooms·2 baths
5(64 reviews)
$109 – $711/ night(excl. fees & taxes)
Charming coastal cottage with tropical greenery and a bright teal door; your peaceful Saint Augustine escape begins here.

Charming St Augustine Oasis/Game Room/Family Fun

3 bedrooms·2 baths
$102 – $596/ night(excl. fees & taxes)
ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

2 bedrooms·1 bath
$98 – $546/ night(excl. fees & taxes)
Private fully fenced yard, hot tub, BBQ and fire pit

New! The Salty Palm/Hot Tub/Fire-pit/1 mile DTWN

4 bedrooms·1 bath
5(21 reviews)
$280 – $400/ night(excl. fees & taxes)
The Anastasia House St Augustine Vacation Rental

The Anastasia House St Augustine Vacation Rental

2 bedrooms·2 baths
4.91(218 reviews)
$189/ night(excl. fees & taxes)
Encanto — A Cheerful Coastal Getaway in Full Bloom

Encanto — A Cheerful Coastal Getaway in Full Bloom

3 bedrooms·2 baths
5(40 reviews)
$125 – $658/ night(excl. fees & taxes)
Charming First Impression Casita’s bright exterior, welcoming porch seating, and cheerful landscaping set the tone for a stay filled with warmth, style, and St. Augustine charm from the moment you arrive.

Casita Augustina — A Coastal Cottage with a Hidden Courtyard

3 bedrooms·2 baths
$128 – $664/ night(excl. fees & taxes)
Serene Swing Under the Oaks Nestled beneath centuries-old oaks draped in Spanish moss, this cozy swing invites you to relax, read, or simply sway with the breeze—a peaceful backyard nook made for slow moments and lasting memories.

Sunshine Duo — Two Coastal Homes Just Down the Road

6 bedrooms·4 baths
$311 – $1,492/ night(excl. fees & taxes)
La Costa — A Modern Coastal Retreat with a Putting Green

La Costa — A Modern Coastal Retreat with a Putting Green

3 bedrooms·2 baths
$148 – $734/ night(excl. fees & taxes)
Two House Island Retreat

Two House Island Retreat

5 bedrooms·3 baths
$180 – $1,030/ night(excl. fees & taxes)
Anastasia Island Treehouse

Anastasia Island Treehouse

2 bedrooms·1 bath
$84 – $240/ night(excl. fees & taxes)
Anastasia Island Retreat

Anastasia Island Retreat

3 bedrooms·2 baths
$101 – $360/ night(excl. fees & taxes)
Oasis Over the Bridge of Lions

Oasis Over the Bridge of Lions

4 bedrooms·3 baths
$169 – $1,127/ night(excl. fees & taxes)
The Look-Out - Holiday Home

The Look-Out - Holiday Home

5 bedrooms·4 baths
$201 – $1,152/ night(excl. fees & taxes)
Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

2 bedrooms·2 baths
$71 – $203/ night(excl. fees & taxes)
Anastasia Island Villa Duplex| Single Level | EV

Anastasia Island Villa Duplex| Single Level | EV

3 bedrooms·2 baths
$83 – $263/ night(excl. fees & taxes)
Herbie Hideaway

Herbie Hideaway

3 bedrooms·2 baths
$123 – $323/ night(excl. fees & taxes)
Flooded with natural light, this open concept living and dining space is perfect for relaxing, sharing meals, and enjoying the clean modern coastal vibe.

Luxury Modern Comfort in Historic St Augustine

3 bedrooms·2 baths
$112 – $771/ night(excl. fees & taxes)
Living room with Smart TV with streaming, Xbox 1S with games and Blu-ray, electric fireplace, power reclining couches, lift-up coffee table, and full-size head-to-head Arcade game with Ms. Pacman and 10 other games.

West Oasis #1

3 bedrooms·2 baths
$118 – $269/ night(excl. fees & taxes)
Full-size arcade game. Coffee table lifts up and has games inside

West Oasis #2

3 bedrooms·2 baths
$112 – $269/ night(excl. fees & taxes)
West Oasis #5

West Oasis #5

3 bedrooms·2 baths
$120 – $269/ night(excl. fees & taxes)