Private kitchen

Beach Lovers New House! 10 min to beach - 6 guests

3 bedrooms·2 baths
5(6 reviews)
$120 – $755/ 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.

Casa Mahon: Walk to Bridge of Lions & Downtown!

4 bedrooms·2 baths
5(49 reviews)
$279 – $528/ 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 – $1,330/ night(excl. fees & taxes)
Nights of lights

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

2 bedrooms·2 baths
5(64 reviews)
$107 – $674/ night(excl. fees & taxes)
Bright, cozy living room with sunny windows and a stylish curved sofa.

Charming St Augustine Oasis/Game Room/Family Fun

3 bedrooms·2 baths
$104 – $860/ night(excl. fees & taxes)
ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

2 bedrooms·1 bath
$98 – $516/ night(excl. fees & taxes)
Private fully fenced yard, hot tub, BBQ and fire pit

The Salty Palm- Hot Tub/Fire-pit/ 1 mile to Dwtwn!

4 bedrooms·2 baths
5(21 reviews)
$220 – $385/ night(excl. fees & taxes)
Sunset deck with fire pit, lantern lighting, and cozy Adirondack seating

Downtown Bungalow — Walk to Bars, Near Beach

2 bedrooms·1 bath
$99 – $496/ 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)
$174 – $777/ night(excl. fees & taxes)
Welcome! Sunny retreat with a welcoming porch, native plants & coastal charm.

Casita Augustina — A Coastal Cottage with a Hidden Courtyard

3 bedrooms·2 baths
$163 – $780/ 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
$460 – $1,737/ 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
$174 – $799/ night(excl. fees & taxes)
Anastasia Island Retreat

Anastasia Island Retreat

3 bedrooms·2 baths
$100 – $162/ night(excl. fees & taxes)
Two House Island Retreat

Two House Island Retreat

5 bedrooms·3 baths
$179 – $1,492/ night(excl. fees & taxes)
Anastasia Island Treehouse

Anastasia Island Treehouse

2 bedrooms·1 bath
$124 – $153/ night(excl. fees & taxes)
Oasis Over the Bridge of Lions

Oasis Over the Bridge of Lions

4 bedrooms·3 baths
$169 – $1,137/ night(excl. fees & taxes)
The Look-Out - Holiday Home

The Look-Out - Holiday Home

5 bedrooms·4 baths
$179 – $1,659/ night(excl. fees & taxes)
Anastasia Island Villa Duplex| Single Level | EV

Anastasia Island Villa Duplex| Single Level | EV

3 bedrooms·2 baths
$87 – $140/ night(excl. fees & taxes)
Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

2 bedrooms·2 baths
$78 – $123/ night(excl. fees & taxes)
Unwind in your private heated pool, surrounded by a peaceful backyard designed for pure relaxation. Whether it’s a sunny afternoon or an evening swim, this is your personal coastal escape.

Coastal Cabana - Heated Pool - Walk to Beach

4 bedrooms·3 baths
$315 – $1,575/ 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
$141 – $791/ 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
$114 – $939/ night(excl. fees & taxes)
Living room with vaulted ceiling, arcade game, open floor plan

West Oasis #1

3 bedrooms·2 baths
$111 – $269/ night(excl. fees & taxes)