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 $200/night

More Properties to Explore

Beacher’s Lodge 202

Beacher’s Lodge 202

Crescent Beach
1 BR 1 BA Sleeps 4

Unit 202 at Beacher’s Lodge Condos features breathtaking ocean views and overlooks a heated Olympic-sized pool. This modern one-bedroom, one-bathroom condo includes…

from $110/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
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 $135/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
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
Quail Hollow – B5-1TH

Quail Hollow – B5-1TH

St. Augustine Beach
3 BR 2.5 BA Sleeps 8

Three bedrooms, two and a half bathrooms, and 1,623 square feet give this Quail Hollow townhome real room for a group of…

from $100/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 $125/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
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
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
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
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

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