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 $200/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
Sugar Sand Villa – A (down)

Sugar Sand Villa – A (down)

St. Augustine Beach
2 BR 1 BA Sleeps 6

Beautiful 2-bedroom, 1-bath ground floor unit with a covered patio. This completely remodeled space features granite counters and top-of-the-line appliances. It is…

from $125/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
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
Serenity by the Sea

Serenity by the Sea

St. Augustine Beach
2 BR 2.5 BA Sleeps 8

Tucked into a quiet beach neighborhood that backs right up to Anastasia State Park, Serenity by the Sea is a roomy island…

from $225/night
Seaside at Anastasia C301

Seaside at Anastasia C301

St. Augustine Beach
3 BR 2 BA Sleeps 6

Located in Seaside at Anastasia is a beautiful penthouse condo. This 3-bedroom, 2-bath condo is tastefully decorated. The apartment is a few…

from $135/night
Sea Winds #75

Sea Winds #75

St. Augustine Beach
2 BR 2 BA Sleeps 6

Wake up on the quiet side of the island at this remodeled flat on St. Augustine Beach, where the sand is a…

from $115/night
Beachside Bungalow

Beachside Bungalow

Vilano Beach
2 BR 1.5 BA Sleeps 6

**Beachside Bungalow** is located in Vilano Beach on Veterans Island. No matter where you are, it's just seconds away from the beach.…

from $135/night
Captains Quarters 112

Captains Quarters 112

St. Augustine Beach
3 BR 2 BA Sleeps 8

Amenities include a swimming pool, a community grilling area, a garage, guest parking, an in-unit washer and dryer, and free wireless internet.…

from $235/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
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 $175/night
Casita 1860

Casita 1860

St. Augustine Historic District
1 BR 1 BA Sleeps 2

As you enter through the front door, the pride of ownership is evident at every turn. The living room features an antique…

from $125/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