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
$139 – $269/ night(excl. fees & taxes)
Living room and dining room

Cozy 3BR Home: Relax & Near Downtown St. Augustine

3 bedrooms·2 baths
5(7 reviews)
$200/ night(excl. fees & taxes)
West Oasis #5

West Oasis #5

3 bedrooms·2 baths
$122 – $269/ night(excl. fees & taxes)
Comfortable reclining sofas, full-size Pacman arcade game (with Galaga and many other games) coffee table lifts up, board games in table.

West Oasis 5 & 6 Combined

6 bedrooms·4 baths
$296 – $534/ night(excl. fees & taxes)
Family Fun Meets Luxury King Suites • Space-Themed Kids’ Room • Designer Kitchen • Near Beaches & Downtown

St. Augustine Gem • Pets, EV, Family‑Ready

3 bedrooms·2 baths
$144 – $815/ night(excl. fees & taxes)
West Oasis 1 & 2 Combined

West Oasis 1 & 2 Combined

6 bedrooms·4 baths
$301 – $485/ night(excl. fees & taxes)
West Oasis 1 & 2 & 3 Combined

West Oasis 1 & 2 & 3 Combined

9 bedrooms·6 baths
$431 – $793/ night(excl. fees & taxes)
West Oasis 1 & 2 & 3 & 4 Combined

West Oasis 1 & 2 & 3 & 4 Combined

12 bedrooms·8 baths
$625 – $1,068/ night(excl. fees & taxes)
Bright and cozy living space with original character, updated finishes, and plenty of room to unwind. Perfect for movie nights, family time, or relaxing after exploring historic Riverside.

Southern Charm & Modern Comfort

3 bedrooms·2 baths
$108 – $184/ 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 – $766/ 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)
$169 – $1,239/ 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
$326 – $1,481/ night(excl. fees & taxes)
Nights of lights

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

2 bedrooms·2 baths
5(64 reviews)
$120 – $749/ night(excl. fees & taxes)
Collie Cottage

Collie Cottage

3 bedrooms·2 baths
$129 – $323/ 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)
$133 – $685/ 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)
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
$133 – $761/ night(excl. fees & taxes)
The Jax Hideout DT studio w/ shaded patio image 1

The Jax Hideout DT studio w/ shaded patio

1 bedroom·1 bath
5(25 reviews)
$65/ night(excl. fees & taxes)
Two House Island Retreat

Two House Island Retreat

5 bedrooms·3 baths
$179 – $1,113/ night(excl. fees & taxes)
Anastasia Island Retreat

Anastasia Island Retreat

3 bedrooms·2 baths
$111 – $308/ night(excl. fees & taxes)
Anastasia Island Treehouse

Anastasia Island Treehouse

2 bedrooms·1 bath
$96 – $222/ 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)
St. Augustine Cottage With Private Heated Pool

St. Augustine Cottage With Private Heated Pool

2 bedrooms·1 bath
$80 – $615/ night(excl. fees & taxes)