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

Sea Matanzas #8 NEW

Sea Matanzas #8

Summer Haven
from $200/night
Sea Winds #75 NEW

Sea Winds #75

St. Augustine Beach
from $135/night
Summerhouse 307 NEW

Summerhouse 307

Summer Haven
from $175/night

More Properties to Explore

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 $175/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 $135/night
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
Sugar Sand Villa – B (up)

Sugar Sand Villa – B (up)

St. Augustine Beach
2 BR 1 BA Sleeps 6

Wake up to sea air and start your day with the sand only a short walk away. This bright upstairs villa in…

from $135/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
Anastasia Condos #702

Anastasia Condos #702

St. Augustine Beach
2 BR 2 BA Sleeps 7

Anastasia Condos 702 is a seventh-floor, two-bedroom, two-bath condo offering 1,200 square feet of thoughtfully designed living space on St. Augustine Beach.…

from $150/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 $210/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
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 $125/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 $140/night
Beacher’s Lodge 232

Beacher’s Lodge 232

Crescent Beach
1 BR 1 BA Sleeps 4

Take in the spectacular views of Crescent Beach from your balcony. This up-to-date one bedroom one bath condo is on the second…

from $125/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 $225/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