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.

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Condos vacation rentals

Condos

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

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Pet-Friendly vacation rentals

Pet-Friendly

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

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Just Added

Sea Matanzas #8 NEW

Sea Matanzas #8

Summer Haven
from $200/night
Sea Winds #75 NEW

Sea Winds #75

St. Augustine Beach
from $135/night
Summerhouse 307 NEW

Summerhouse 307

Summer Haven
from $175/night

More Properties to Explore

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
Coastal Cottage B

Coastal Cottage B

St. Augustine Beach
2 BR 1.5 BA Sleeps 6

The location is ideal! Coastal Cottage unit B provides everything you need to take advantage of this great location. Located on Saint…

from $125/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 $125/night
Fanta Sea

Fanta Sea

Butler Beach
3 BR 2.5 BA Sleeps 8

New Heated Pool! Fanta Sea is located on Anastasia Island, just 10 minutes south of downtown Saint Augustine. Situated in a tranquil…

from $200/night
Hibiscus I-201

Hibiscus I-201

Butler Beach
2 BR 2 BA Sleeps 6

Hibiscus Resort Unit I-201 is a Remodeled 2nd floor condo which features a large living area, dining room and fully equipped kitchen…

from $115/night
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
Ocean Oasis

Ocean Oasis

Vilano Beach
3 BR 2.5 BA Sleeps 6

Escape to a serene and breathtaking coastal experience in this luxurious three-bedroom oceanfront townhome during your next getaway to Vilano Beach, St.…

from $250/night
Sea Winds #74

Sea Winds #74

St. Augustine Beach
2 BR 2 BA Sleeps 6

Wake up a short, level walk from the sand on the quiet south end of Anastasia Island. This ground-floor flat sits in…

from $135/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
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 $125/night
Captains Quarters 112

Captains Quarters 112

St. Augustine Beach
3 BR 2 BA Sleeps 8

Amenities include a swimming pool, a community grilling area, a garage, guest parking, a washer and dryer in the unit, and free…

from $235/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

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