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.

Browse Houses →
Condos vacation rentals

Condos

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

Find a Condo →
Pet-Friendly vacation rentals

Pet-Friendly

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

Bring the Pets →

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

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
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
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
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 $110/night
Villas of Ocean Gate #341

Villas of Ocean Gate #341

St. Augustine Beach
4 BR 3 BA Sleeps 10

Spend your vacation in the largest townhouse condo in the area! Saint Augustine’s Villas of Ocean Gate offers 4 bedrooms and 3…

from $185/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
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
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
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 $125/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 $120/night
Colony Reef 3101

Colony Reef 3101

Crescent Beach
3 BR 2 BA Sleeps 6

Colony Reef 3101 is a spacious 3-bedroom, 2-bath oceanfront condo located in the desirable Crescent Beach area of St. Augustine. Designed for…

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