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.

Browse by Style

Just Added

More Properties to Explore

Quail Hollow – B5-1TH

Quail Hollow – B5-1TH

St. Augustine Beach
3 BR 2.5 BA Sleeps 8

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…

from $125/night
Barefoot Beach Cottage

Barefoot Beach Cottage

Butler Beach
1 BR 1 BA Sleeps 4

Barefoot Cottage is a delightful one-bedroom, one-bath beach cottage nestled in this first-floor unit, just a skip away from the beach in…

from $110/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
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 $150/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
Sugar Sand Villa – A (down)

Sugar Sand Villa – A (down)

St. Augustine Beach
2 BR 1 BA Sleeps 6

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…

from $125/night
Carpe Diem

Carpe Diem

Vilano Beach
4 BR 4.5 BA Sleeps 14

This four-bedroom, four-and-a-half-bath home with four king beds will comfortably accommodate up to 14 guests, so bring the whole family! Why choose…

from $277/night
Atlantic Bliss

Atlantic Bliss

Butler Beach
5 BR 3.5 BA Sleeps 16

**Atlantic Bliss** is an extraordinary and luxurious home that promises an unforgettable vacation experience. This stunning retreat is designed for large families…

from $350/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 $140/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
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
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

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 →