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

Villas of Ocean Gate #341

Villas of Ocean Gate #341

St. Augustine Beach
4 BR 3 BA Sleeps 10

Spend your vacation in the largest townhouse condo in the area! Saint Augustine’s Villas of Ocean Gate offers 4 bedrooms and 3…

from $200/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
Serenity by the Sea

Serenity by the Sea

St. Augustine Beach
2 BR 2.5 BA Sleeps 8

Serenity by the Sea offers an ideal escape for those seeking a relaxing beach vacation. Guests have convenient access to the stunning…

from $225/night
Laughing Gull Cottage

Laughing Gull Cottage

St. Augustine Beach
2 BR 1 BA Sleeps 4

Quaint 2/1 single-family home - covered patio with a one-car garage to store your beach items. Recently updated, as well as all…

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 $190/night
Among the Oaks

Among the Oaks

St. Augustine
2 BR 2 BA Sleeps 4

Among the Oaks is a beautifully maintained, custom-built modular home set on over an acre of land, offering privacy, space, and a…

from $100/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
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
Margaritaville

Margaritaville

Butler Beach
4 BR 3 BA Sleeps 12

**Beautiful 4-Bedroom Ocean View Pool Home!** Welcome to Margaritaville, where stunning spaces await! From the chef's kitchen to ocean-view balconies and a…

from $200/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
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
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