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 $250/night
Sand Dollar 4-105 NEW

Sand Dollar 4-105

St. Augustine Beach
from $200/night
Summerhouse 102 NEW

Summerhouse 102

Summer Haven
from $200/night

More Properties to Explore

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
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
Beach Therapy

Beach Therapy

Butler Beach
3 BR 2 BA Sleeps 10

Beach Therapy is a modern, ranch-style beach house designed for comfortable coastal living. This single-level home offers three bedrooms, two full bathrooms,…

from $120/night
Sea Place #14245

Sea Place #14245

Butler Beach
2 BR 2.5 BA Sleeps 6

Two private balconies, one on the second floor and one on the third, give this Butler Beach condo its ocean and pool…

from $100/night
Pier Point South #9

Pier Point South #9

St. Augustine Beach
2 BR 2.5 BA Sleeps 6

Stay in your own oceanfront Condo! From the moment you walk into this vacation paradise, you will experience the tranquility that comes…

from $175/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
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
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
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
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
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 $165/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