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

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View our rental homes, and condos by area.

View our pet friendly rentals here.

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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
Ocean Sunrise

Ocean Sunrise

Vilano Beach
5 BR 3 BA Sleeps 12

Watch the dolphins play in the surf from this spacious 5-bedroom, three-bath home in the quiet neighborhood of Porpoise Point. With the…

from $365/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
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
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
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 $217/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
Spanish Trace #350

Spanish Trace #350

Crescent Beach
2 BR 2 BA Sleeps 4

This newly remodeled 2-bedroom 2-bathroom flat with designer furniture is the perfect place to relax. Enjoy watching the waves from your sofa…

from $250/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
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
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