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 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)
Casa Del Sol - Luxury & Convenience

Casa Del Sol - Luxury & Convenience

7 bedrooms·3½ baths
4.97(108 reviews)
$519 – $1,850/ night(excl. fees & taxes)
The Crescent Beach House Intracoastal Home image 1

The Crescent Beach House

3 bedrooms·3½ baths
5(37 reviews)
$365 – $385/ night(excl. fees & taxes)
Sawgrass Tee To Sea Condo

Sawgrass Tee To Sea Condo

2 bedrooms·2 baths
4.95(41 reviews)
$258/ night(excl. fees & taxes)
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)
Direct Ocean Access!

BeachHouse | 2 Private Decks | Luxury | King Bed

3 bedrooms·2 baths
5(45 reviews)
$409 – $841/ night(excl. fees & taxes)
Nights of lights

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

2 bedrooms·2 baths
5(64 reviews)
$112 – $714/ night(excl. fees & taxes)
12x25' heated, salt water pool with sunledge. We love having the enclosure as we can enjoy it anytime of day with no pesky bugs!

PutPut-Heated Pool-Spa-WALK Beach&River-Game Rm

7 bedrooms·5 baths
5(40 reviews)
$519 – $1,950/ night(excl. fees & taxes)
Luxury Ocean Blue beach house- 3 bed room

Luxury Ocean Blue beach house- 3 bed room

3 bedrooms·2½ baths
5(80 reviews)
$300 – $345/ 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(46 reviews)
$270 – $460/ 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)
$200 – $380/ night(excl. fees & taxes)
Sawgrass Country Club Entrance

Luxe Little Bay Harbor, SawgrassCC Spring Special

3 bedrooms·3 baths
5(8 reviews)
$195/ night(excl. fees & taxes)
Luxury Pool Home @ the Beach!

Luxury Pool Home @ the Beach!

2 bedrooms·2 baths
5(8 reviews)
$219 – $699/ night(excl. fees & taxes)
Quiet Butler Beach Getaway In St. Augustine image 1

Quiet Butler Beach Getaway In St. Augustine

3 bedrooms·2 baths
$399/ 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)
Encanto — A Cheerful Coastal Getaway in Full Bloom

Encanto — A Cheerful Coastal Getaway in Full Bloom

3 bedrooms·2 baths
5(40 reviews)
$126 – $685/ night(excl. fees & taxes)
Master suite #1

Vi La Mar

4 bedrooms·4 baths
5(8 reviews)
$750 – $1,181/ night(excl. fees & taxes)
One of 3 beach walkovers

Panoramic Ocean Views from Wraparound Balcony

2 bedrooms·2 baths
$150 – $200/ night(excl. fees & taxes)
WALK Beach&River-Pool-Golf Cart-Putput-6 Suites-EV

WALK Beach&River-Pool-Golf Cart-Putput-6 Suites-EV

14 bedrooms·7 baths
5(2 reviews)
$1,800 – $3,861/ 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
$329 – $1,430/ 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
$171 – $828/ night(excl. fees & taxes)
BeachDreams, Heated Salt Pool, Walk To Beach

BeachDreams, Heated Salt Pool, Walk To Beach

4 bedrooms·4 baths
4.9(61 reviews)
$350/ 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
$128 – $664/ night(excl. fees & taxes)