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

Sand Dollar 4-105 NEW

Sand Dollar 4-105

St. Augustine Beach
from $235/night
Summerhouse 102 NEW

Summerhouse 102

Summer Haven
from $200/night
Sea Matanzas #8 NEW

Sea Matanzas #8

Summer Haven
from $175/night

More Properties to Explore

Island Retreat – Unit B

Island Retreat – Unit B

St. Augustine Beach
Studio 1 BA Sleeps 2

Beautiful remodeled studio in St. Augustine Beach with a king-sized bed, complete bath, and fully outfitted kitchen, steps from the beach! Located…

from $100/night
CoCo’s Beach Cottage

CoCo’s Beach Cottage

Vilano Beach
3 BR 2.5 BA Sleeps 8

You're going to enjoy your stay at Coco's Beach Cottage! This charming beach home features a private swimming pool and much more.…

from $200/night
Ocean Oasis

Ocean Oasis

Vilano Beach
3 BR 2.5 BA Sleeps 6

Escape to a serene and breathtaking coastal experience in this luxurious three-bedroom oceanfront townhome during your next getaway to Vilano Beach, St.…

from $235/night
Barefoot Beach Cottage

Barefoot Beach Cottage

Butler Beach
1 BR 1 BA Sleeps 4

Barefoot Cottage is a delightful one-bedroom, one-bath beach cottage nestled in this first-floor unit, just a skip away from the beach in…

from $100/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 $125/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 $160/night
Summerhouse 307

Summerhouse 307

Summer Haven
2 BR 2 BA Sleeps 6

This condo offers spectacular views that will take your breath away. You can enjoy these stunning sights from both the living room…

from $175/night
Anastasia Condos #214

Anastasia Condos #214

St. Augustine Beach
2 BR 2 BA Sleeps 6

Anastasia Condos is the tallest oceanfront condominium complex on St. Augustine Beach (7 floors), with 3 elevators to quickly get to the…

from $125/night
Fanta Sea

Fanta Sea

Butler Beach
3 BR 2.5 BA Sleeps 8

New Heated Pool! Fanta Sea is located on Anastasia Island, just 10 minutes south of downtown Saint Augustine. Situated in a tranquil…

from $200/night
Among the Oaks

Among the Oaks

St. Augustine
2 BR 2 BA Sleeps 4

Among the Oaks is a beautifully maintained, custom-built modular home set on over an acre of land, offering privacy, space, and a…

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
Island Charm

Island Charm

St. Augustine Beach
2 BR 2 BA Sleeps 6

A few homes back from the sand in St. Augustine Beach, Island Charm is a single-story house with a fenced backyard, a…

from $135/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