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

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
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
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
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
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 $125/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 $210/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
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
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
Blue Ocean

Blue Ocean

St. Augustine Beach
2 BR 1.5 BA Sleeps 6

Welcome to The Blue Ocean! This charming one-level home is just a short walk from the sandy path that leads over the…

from $150/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
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

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