St. Augustine Vacation Rentals

Spend your Florida vacation in St. Augustine, the nations oldest continuously occupied city. Founded in 1565 by Pedro Menendez de Aviles, who was searching for the fabled Fountain of Youth, and believed he found here on the shores of St. Augustine. The city today has grown, though they’ve done a great job of preserving it’s history. We maintain a wide variety of St. Augustine vacation rentals, so you too can enjoy our beautiful city.

The St. Augustine Historic District provides everything the adventurer in you could want from a vacation. Start where it all began, the Fountain of Youth historical park. Spend some time in the Spanish fort, Castillo de San Marcos, view St. Augustine from above at the Lighthouse, or take a paranormal walking tour through centuries old graveyards. Some other don’t miss attractions include Ripleys Believe it or Not!, the Alligator Farm, the Lightner Museum, and Flagler College Tour. For those seeking entertainment, St. Augustine delivers. From the Pirates among us, to the street performers and artists of all types. Discover new music in some local pubs, or catch a nationally touring band at the St Augustine Amphitheater. See our dining guide for suggested places to eat during your stay.

Houses

We have homes of all sizes to accommodate any size family.
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Condos

Beautiful views await from our Apartments and Condo rentals.
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Pet-Friendly

We have homes and condos available with pet friendly units.
Bring the Family

To learn more about First Choice Florida Vacation Rentals, click here.

View our rental homes, and condos by area.

View our pet friendly rentals here.

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See our listing of articles about St. Augustine.

More Properties to Explore

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
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 $125/night
Island Retreat – Unit B

Island Retreat – Unit B

St. Augustine Beach
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 $110/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
Island Charm

Island Charm

St. Augustine Beach
2 BR 2 BA Sleeps 6

Beautiful 2/2 single-family home with a covered patio and 1-car garage in Saint Augustine Beach, just blocks from the pier and beach.…

from $140/night
Island Surf Cottage

Island Surf Cottage

Vilano Beach
2 BR 1 BA Sleeps 4

Our cottage is the perfect get away for couples or a small family of four. Island Surf Cottage is unique in its…

from $150/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
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
Island Retreat – Unit C

Island Retreat – Unit C

St. Augustine Beach
3 BR 2 BA Sleeps 6

Beautiful 3/2 ground-floor unit with a private courtyard. Completely remodeled w/granite counters and top-of-the-line appliances. Located in the heart of St. Augustine…

from $165/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 $185/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
Anastasia Condos #407

Anastasia Condos #407

St. Augustine Beach
3 BR 2 BA Sleeps 8

Anastasia Condos 407 is a spacious three-bedroom, two-bath oceanfront condo located in a gated community on St. Augustine Beach. This fourth-floor unit…

from $175/night