St. Augustine Beach Vacation Rentals

On the south end of Anastasia Island - a few minutes from the historic district, a world away in pace. Wide, walkable sand, an easygoing pier, the kind of family stretch where the plan is "beach, then figure it out." Our rentals here run from oceanfront condos with the balcony you came for to standalone houses with room for the whole crew, most a short walk or quick drive to the pier, the farmers market, and the spots along A1A Beach Blvd. Booked directly with the local team that's managed these homes since 1998 - no fees, no markup, real people on the phone.

Swimming Pool

Anastasia Condos #104

St. Augustine Beach
2 BR 2 BA Sleeps 4
From $110/night
Aerial view of the seven-story oceanfront condo complex with central pool, palm trees, and adjacent beach access.

Anastasia Condos #214

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $125/night
Aerial view of the oceanfront condo complex with parking lots, palm trees, and sandy beach beyond the buildings.

Anastasia Condos #407

St. Augustine Beach
3 BR 2 BA Sleeps 8
From $175/night
Anastasia Condos 702 Living Room with Great Ocean Views

Anastasia Condos #702

St. Augustine Beach
2 BR 2 BA Sleeps 7
From $150/night
Athena By The Sea - Beachfront Home

Athena by the Sea

St. Augustine Beach
3 BR 2 BA Sleeps 8
From $225/night
Blue Ocean

Blue Ocean

St. Augustine Beach
2 BR 1.5 BA Sleeps 6
From $150/night
Spacious living room with panoramic windows, cozy fireplace and 65 inch Smart TV

Captains Quarters 112

St. Augustine Beach
3 BR 2 BA Sleeps 8
From $235/night
Coastal Cottage steps from the beach!

Coastal Cottage A

St. Augustine Beach
2 BR 1.5 BA Sleeps 6
From $125/night
Coastal Cottage B

Coastal Cottage B

St. Augustine Beach
2 BR 1.5 BA Sleeps 6
From $125/night
Spacious front porch with cozy seating for relaxing mornings

Endless Summer

St. Augustine Beach
4 BR 4.5 BA Sleeps 8
From $275/night
Bright open living room with decorative fireplace and modern kitchen

Island Charm

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $140/night
Spacious living room with cozy seating and natural light

Island Retreat – Unit A

St. Augustine Beach
3 BR 2 BA Sleeps 6
From $175/night
Cozy living room with plush seating and wall-mounted TV

Island Retreat – Unit B

St. Augustine Beach
1 BA Sleeps 2
From $110/night
Spacious beachfront home with private patio and ocean views

Island Retreat – Unit C

St. Augustine Beach
3 BR 2 BA Sleeps 6
From $165/night
Bright and airy living room with cozy seating and dining area

Island Retreat – Unit D

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $140/night
Island South Condominium 18

Island South Condominium #18

St. Augustine Beach
2 BR 2 BA Sleeps 4
From $140/night
Laughing Gull Cottage

Laughing Gull Cottage

St. Augustine Beach
2 BR 1 BA Sleeps 4
From $135/night
Ocean and Racquet 8304 photo 793632

Ocean and Racquet 8304

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $135/night
Gourmet Kitchen

Ocean Village Club M-15

St. Augustine Beach
1 BR 1 BA Sleeps 4
From $100/night
Living room with gray sofa, floral armchairs, wood coffee table, mirrored wall, and oceanfront balcony view.

Pier Point South #9

St. Augustine Beach
2 BR 2.5 BA Sleeps 6
From $175/night
Small tiled patio features white wicker chair and table set beneath a "Pelican Perch" sign.

Quail Hollow – B5-1TH

St. Augustine Beach
3 BR 2.5 BA Sleeps 8
From $125/night
Three-story condo building with light stucco walls, red tile roof accents, and palm trees by a sandy beach.

Sea Ray Shores #302

St. Augustine Beach
3 BR 2 BA Sleeps 6
From $240/night
Bright living room with cozy seating and garden views

Sea Winds #6

St. Augustine Beach
2 BR 2.5 BA Sleeps 6
From $135/night
Living room with gray leather sectional, white wood coffee table, patterned armchair, and tiled fireplace wall.

Sea Winds #74

St. Augustine Beach
2 BR 2 BA Sleeps 8
From $135/night
Living room features a dark leather sectional, glass coffee table, and a wall-mounted TV above a white tiled fireplace.

Sea Winds #75

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $125/night
Natural light filters through white blinds onto black leather seating and honey-toned wood furniture in the living room.

Seaside at Anastasia C301

St. Augustine Beach
3 BR 2 BA Sleeps 6
From $135/night
Living room with gray wingback chairs, leather sofa, glass-top coffee table on patterned rug, and dining area beyond.

Seaside at Anastasia G306

St. Augustine Beach
3 BR 2 BA Sleeps 8
From $140/night
Screened pool area features a kidney-shaped pool, tiled deck, Adirondack chairs, and a hot tub in the back corner.

Serenity by the Sea

St. Augustine Beach
2 BR 2.5 BA Sleeps 8
From $225/night
Sandy beach path bordered by weathered wooden fences and tall sea oats under a clear blue sky.

Sugar Sand Villa – A (down)

St. Augustine Beach
2 BR 1 BA Sleeps 6
From $125/night
Seagull walking along sandy shore with sunlight sparkling on gentle ocean waves in the background.

Sugar Sand Villa – B (up)

St. Augustine Beach
2 BR 1 BA Sleeps 6
From $135/night
Aerial view of the beachside neighborhood with sandy dunes and ocean waves stretching along the coastline.

Tiki Hut

St. Augustine Beach
2 BR 1.5 BA Sleeps 6
From $150/night
Curved swimming pool with light blue tile border, surrounded by tan deck and black lounge chairs.

Villas of Ocean Gate #341

St. Augustine Beach
4 BR 3 BA Sleeps 10
From $185/night