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

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 8

Spacious and remodeled ground floor 2/2 flat just a few short steps to the beach! Patios off living room and master bedroom…

from $160/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
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
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
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
Spanish Trace #241

Spanish Trace #241

Crescent Beach
2 BR 2 BA Sleeps 4

This comfortable professionally decorated 2 bedroom 2 bath townhome is the perfect place to relax. Enjoy watching the waves from your sofa…

from $150/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
Tiki Hut

Tiki Hut

St. Augustine Beach
2 BR 1.5 BA Sleeps 6

Welcome to Tiki Hut, a charming one-level beach villa located just one house off a sandy path that leads directly over the…

from $165/night
Seaside at Anastasia G306

Seaside at Anastasia G306

St. Augustine Beach
3 BR 2 BA Sleeps 8

Located at Seaside at Anastasia, this stunning 3-bedroom, 2-bathroom penthouse offers fantastic ocean views and is undoubtedly the best condo in the…

from $145/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
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