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.
Discover More Vacation Homes
Browse by Style
Houses
Beach homes for any size family — from compact retreats to multi-bedroom escapes.
Browse Houses →
Condos
Oceanfront and oceanview condos with the views you came to St. Augustine for.
Find a Condo →
Pet-Friendly
Bring the whole family. Verified pet-friendly homes and condos across the area.
Bring the Pets →Just Added
More Properties to Explore
Island Retreat – Unit C
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…
Sugar Sand Villa – A (down)
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…
Colony Reef 3101
Colony Reef 3101 is a spacious 3-bedroom, 2-bath oceanfront condo located in the desirable Crescent Beach area of St. Augustine. Designed for…
Seahorse Cottage
Inside the home you will find a comfortable interior. The living area has an open concept with the kitchen open to the…
Creston House 11E
Creston House 11E is a spacious three-bedroom, two-bath oceanfront condo offering a relaxed coastal stay just south of St. Augustine. Located on…
Quail Hollow – B5-1TH
Experience this charming 3-bedroom, 2.5-bathroom townhome in Quail Hollow, a gated community. This unit is located in a peaceful courtyard, offering a…
Seaside at Anastasia C301
Located in Seaside at Anastasia is a beautiful penthouse condo. This 3-bedroom, 2-bath condo is tastefully decorated. The apartment is a few…
Serenity by the Sea
Serenity by the Sea offers an ideal escape for those seeking a relaxing beach vacation. Guests have convenient access to the stunning…
Beachside Bungalow
**Beachside Bungalow** is located in Vilano Beach on Veterans Island. No matter where you are, it's just seconds away from the beach.…
Captains Quarters 112
Amenities include a swimming pool, a community grilling area, a garage, guest parking, a washer and dryer in the unit, and free…
Among the Oaks
Among the Oaks is a beautifully maintained, custom-built modular home set on over an acre of land, offering privacy, space, and a…
Beacher’s Lodge 232
Take in the spectacular views of Crescent Beach from your balcony. This up-to-date one bedroom one bath condo is on the second…
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 →