St. Augustine Vacation Rentals

A complete St. Augustine-based team that’s worked together for decades. First Choice Florida manages a wide range of vacation rentals across the area – beach houses, oceanfront condos, pet-friendly homes, and properties with pools. Book directly with us: no booking fees, no third-party markup, and real 24-hour support from the local team.

St. Augustine is the nation’s oldest continuously occupied city – founded in 1565 on the shore where Pedro Menéndez de Avilés believed he’d found the Fountain of Youth. The historic district preserves five centuries of layered architecture: the coquina-walled Castillo de San Marcos, the St. Augustine Lighthouse, Flagler’s gilded-age hotels.

Browse things to do, the best ghost tours, where to eat, or browse all our vacation rentals to find your stay.

Browse by Style

Houses vacation rentals

Houses

Beach homes for any size family - from compact retreats to multi-bedroom escapes.

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Condos vacation rentals

Condos

Oceanfront and oceanview condos with the views you came to St. Augustine for.

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Pet-Friendly vacation rentals

Pet-Friendly

Bring the whole family. Verified pet-friendly homes and condos across the area.

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Just Added

Salty Biscuit NEW

Salty Biscuit

Vilano Beach
from $265/night
Sand Dollar 4-105 NEW

Sand Dollar 4-105

Crescent Beach
from $200/night
Summerhouse 102 NEW

Summerhouse 102

Summer Haven
from $250/night

More Properties to Explore

Spanish Trace #241

Spanish Trace #241

Crescent Beach
2 BR 2 BA Sleeps 4

Wake up to the Atlantic from a comfortable second-floor condo where the ocean and the pool are both in view before you…

from $135/night
Quail Hollow – B5-1TH

Quail Hollow – B5-1TH

St. Augustine Beach
3 BR 2.5 BA Sleeps 8

Three bedrooms, two and a half bathrooms, and 1,623 square feet give this Quail Hollow townhome real room for a group of…

from $100/night
Carpe Diem

Carpe Diem

Vilano Beach
4 BR 4.5 BA Sleeps 14

This four-bedroom, four-and-a-half-bath home with four king beds will comfortably accommodate up to 14 guests, so bring the whole family! Why choose…

from $275/night
Coastal Cottage A

Coastal Cottage A

St. Augustine Beach
2 BR 1.5 BA Sleeps 6

The location is ideal! Coastal Cottage unit A provides everything you need to take advantage of this great location. Located on Saint…

from $110/night
Island Retreat – Unit C

Island Retreat – Unit C

St. Augustine Beach
3 BR 2 BA Sleeps 6

Beautiful 3/2 ground-floor unit with a private courtyard. Completely remodeled w/granite counters and top-of-the-line appliances. Located in the heart of St. Augustine…

from $140/night
Laughing Gull Cottage

Laughing Gull Cottage

St. Augustine Beach
2 BR 1 BA Sleeps 4

Just a few houses back from the sand and the St. Augustine Beach fishing pier, Laughing Gull Cottage is a single-level beach…

from $110/night
Sea Winds #74

Sea Winds #74

St. Augustine Beach
2 BR 2 BA Sleeps 6

Wake up a short, level walk from the sand on the quiet south end of Anastasia Island. This ground-floor flat sits in…

from $115/night
Athena by the Sea

Athena by the Sea

St. Augustine Beach
3 BR 2 BA Sleeps 8

Athena by the Sea is a single-level beachfront home designed for relaxed coastal living and easy family getaways. Located directly on St.…

from $200/night
Atlantic Bliss

Atlantic Bliss

Butler Beach
5 BR 3.5 BA Sleeps 16

**Atlantic Bliss** is an extraordinary and luxurious home that promises an unforgettable vacation experience. This stunning retreat is ideal for large families…

from $350/night
Blue Ocean

Blue Ocean

St. Augustine Beach
2 BR 1.5 BA Sleeps 6

Welcome to The Blue Ocean! This charming one-level home is just a short walk from the sandy path that leads over the…

from $150/night
Anastasia Condos #407

Anastasia Condos #407

St. Augustine Beach
3 BR 2 BA Sleeps 8

A full wall of glass in the primary bedroom frames the Atlantic, and from the fourth floor of this gated oceanfront building…

from $140/night
Island Retreat – Unit A

Island Retreat – Unit A

St. Augustine Beach
3 BR 2 BA Sleeps 6

Beautiful Ocean View 3/2 spacious ocean view apartment! Completely remodeled w/granite counters and top-of-the-line appliances. Located in the heart of St. Augustine…

from $140/night

Find Your Perfect St. Augustine Vacation Rental

Beach houses, condos, pet-friendly homes, and properties with pools - all managed by First Choice Florida since 1998.

Browse All 70+ Properties →
Houses Condos Pet-Friendly With Pool