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

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 $250/night

More Properties to Explore

Fanta Sea

Fanta Sea

Butler Beach
3 BR 2.5 BA Sleeps 8

Fanta Sea is located on Anastasia Island, just 10 minutes south of downtown Saint Augustine. Situated in a tranquil area, this beautiful…

from $200/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
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 $110/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 $110/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
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
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
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 $135/night
Anastasia Condos #407

Anastasia Condos #407

St. Augustine Beach
3 BR 2 BA Sleeps 8

A full wall of glass in the primary bedroom frames the Atlantic, and from the fourth floor of this gated oceanfront building…

from $140/night
Coastal Village Retreat

Coastal Village Retreat

St. Augustine
3 BR 2 BA Sleeps 6

Welcome to Coastal Village Retreat, where the Florida lifestyle awaits you. Nestled amidst stunning coastal oak trees in a serene residential neighborhood,…

from $135/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 $100/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, an in-unit washer and dryer, and free wireless internet.…

from $235/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