St. Augustine Vacation Rentals | Houses, Condos & Beach Homes

St. Augustine Vacation Rentals

Book direct with the local team since 1998. No booking fees, no third-party markup.

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.

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Island Retreat – Unit B

Island Retreat – Unit B

St. Augustine Beach
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 $110/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
Seaside at Anastasia G306

Seaside at Anastasia G306

St. Augustine Beach
3 BR 2 BA Sleeps 8

Located at Seaside at Anastasia, this stunning 3-bedroom, 2-bathroom penthouse offers fantastic ocean views and is undoubtedly the best condo in the…

from $140/night
Blue Ocean

Blue Ocean

St. Augustine Beach
2 BR 1.5 BA Sleeps 6

Welcome to The Blue Ocean! This charming one-level home is just a short walk from the sandy path that leads over the…

from $150/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
Margaritaville

Margaritaville

Butler Beach
4 BR 3 BA Sleeps 12

**Beautiful 4-Bedroom Ocean View Pool Home!** Welcome to Margaritaville, where stunning spaces await! From the chef's kitchen to ocean-view balconies and a…

from $200/night
Creston House 11E

Creston House 11E

Crescent Beach
3 BR 2 BA Sleeps 6

Creston House 11E is a spacious three-bedroom, two-bath oceanfront condo offering a relaxed coastal stay just south of St. Augustine. Located on…

from $135/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 $207/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
Island Retreat – Unit D

Island Retreat – Unit D

St. Augustine Beach
2 BR 2 BA Sleeps 6

This open-concept, completely remodeled 2-bedroom, 2-bath flat is perfect for your vacation getaway. Conveniently located on the ground floor! Prepare your meals…

from $140/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 $175/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

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.

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