Coastal Dreams - Open Concept Living Space Perfect gathering spot for families with natural light and coastal charm

Coastal Dreams 2BR Ocean View St. Augustine Condo

2 bedrooms·2 baths
5(16 reviews)
$140 – $325/ night(excl. fees & taxes)
Beach Home! 2 Min walk 2 Beach! Heated Pool/HotTub

Beach Home! 2 Min walk 2 Beach! Heated Pool/HotTub

2 bedrooms·2 baths
4.67(45 reviews)
$150 – $200/ night(excl. fees & taxes)
Private gated walkway to the beach

Townhouse steps from the sand

2 bedrooms·2½ baths
$325/ night(excl. fees & taxes)
Updated Oceanfront Townhome-20% New Owner Special!

Updated Oceanfront Townhome-20% New Owner Special!

2 bedrooms·2 baths
$340/ night(excl. fees & taxes)
Living room/dining room

Wildwood Retreat -near the Beach&Historic Downtown

3 bedrooms·2 baths
5(97 reviews)
$145 – $169/ night(excl. fees & taxes)
Sunrise at Pier Point image 1

Sunrise at Pier Point

2 bedrooms·2 baths
5(1 review)
$220/ night(excl. fees & taxes)
Welcome to The Sand Bucket at Seaside at Anastasia!

The Sand Bucket at Seaside at Anastasia

3 bedrooms·2 baths
5(91 reviews)
$250/ night(excl. fees & taxes)
The Mermaid House Pet Friendly

The Mermaid House Pet Friendly

2 bedrooms·1 bath
5(17 reviews)
$225/ night(excl. fees & taxes)
King sized bed and recliner in bedroom with nightstands, dresser, 55" Smart TV and desk. Ensuite bathroom and walk in closet.

TopFLR-Oceanfront Bldg, Pool, Parking Views & Gear

1 bedroom·1 bath
$123 – $209/ night(excl. fees & taxes)
The Gecko House(Pet Friendly )

The Gecko House(Pet Friendly )

3 bedrooms·1½ baths
4.93(42 reviews)
$375/ night(excl. fees & taxes)
The Look-Out - Holiday Home

The Look-Out - Holiday Home

5 bedrooms·4 baths
$193 – $1,246/ night(excl. fees & taxes)
Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

2 bedrooms·2 baths
$87 – $193/ night(excl. fees & taxes)
Anastasia Island Villa Duplex| Single Level | EV

Anastasia Island Villa Duplex| Single Level | EV

3 bedrooms·2 baths
$84 – $229/ night(excl. fees & taxes)
St. Augustine Cottage With Private Heated Pool

St. Augustine Cottage With Private Heated Pool

2 bedrooms·1 bath
$79 – $613/ 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)
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)
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 – $751/ night(excl. fees & taxes)
Nights of lights

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

2 bedrooms·2 baths
5(64 reviews)
$107 – $750/ 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)
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 – $1,241/ 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
$332 – $1,478/ night(excl. fees & taxes)