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St. Augustine Vacation Rentals

368 St. Augustine Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within St. Augustine, NE Atlantic Coast, Florida, United States.
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NE Atlantic Coast Top Cities
Listings 51 - 75 of 368
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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Our Blue Parrot Beach House sits on the edge of the Atlantic Ocean. It is the #1 house we have for ocean views as it is perched as close as you ca...
Rates
$299 - $299 night
$699 - $1995 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean Paradise, Pet Friendly, Ocean Front, 3 BR, 2 Bath Beach House Our Oceanfront home is located in the heart of St. Augustine Beach. With your ...
Rates
$250 - $400 night
$1595 - $2195 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Beach Anastasia 310 Beach Front Rentals Saint Augustine Florida Recently renovated in June 2015. Whether you enjoy the ocean or quie...
Rates
$200 - $500 night
$833 - $1995 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Location, location, location: It?s just as important when choosing a vacation rental as when buying a house. Just 600 feet from the beach and 5 min...
Rates
$133 - $404 night
$499 - $1542 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: With a Hibiscus community boardwalk leading directly to the beach, Hibiscus 102-H is within steps of sand and surf. But, even if you chose to stay ...
Rates
$125 - $395 night
$694 - $1350 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Crescent Cottage in St Augustine Beach, 4 BRs, Direct Ocean Front, Hdtv Sweeping oceanfront views and utter privacy are yours in our Crescent Cott...
Rates
$166 - $500 night
$798 - $1971 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Colony Reef 1407, 4th floor, 3 BRs, Heated Pool, all new Hdtvs The dunes, the sands, the water -- all of this and more await you at our oceanview ...
Rates
$125 - $395 night
$695 - $1450 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Windjammer 210 Luxury Beach Front, Newly Updated, Elevator, Hdtv Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The ...
Rates
$216 - $233 night
$525 - $1695 week


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2 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you are looking for the perfect ocean front pet friendly getaway, then you have found it. Just imagine waking up every morning with nothing bet...
Rates
$150 - $250 night
$700 - $1295 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Quail Hollow A2-4D with pool on Crescent Beach, St Augustine Fl From the balcony of our condo at Quail Hollow A2-4D, you can relax with a good boo...
Rates
$149 - $149 night
$339 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Just steps from the beach, our 3-level A Luna Sea house is wonderfully furnished with an emphasis on contemporary accents. From the big 3rd floor ...
Rates
$149 - $450 night
$562 - $1685 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our updated condo at Windjammer 206 is just a cut above the rest. Not only is it ocean front, it's also a 3 bedrooms corner unit so you have plenty...
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is c...
Rates
$150 - $200 night
$650 - $895 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club G21, 2nd Floor, Screened Lanai, 2 pools, tennis & beach Enjoy the beach from our relaxing, nicely appointed condo at Ocean Vill...
Rates
$116 - $350 night
$550 - $1195 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 133 Oceanview condo rental , 4 heated pools, Wifi Breezy, bright, and beautiful, our oceanfront condo at Summerhouse 133 is the ideal ...
Rates
$149 - $149 night
$339 - $1195 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Seaside Escape Beach House - 5 BRs, Crow's Nest - Ocean Views From the rooftop crow?s nest of Seaside Escape, our 3-story house on St. Augustine B...
Rates
$175 - $500 night
$875 - $2499 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The sparkling ocean greets you when you step onto the balcony of our second-floor condo at Island House E228. Tastefully decorated and conveniently...
Rates
$142 - $142 night
$338 - $1095 week


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: You?ll be just a short walk to the Atlantic Ocean when you choose Island Breeze as your vacation destination in St. Augustine Beach. The home is al...
Rates
$150 - $450 night
$562 - $1685 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Beautifully decorated, Serenity Now Beach House lives up to its name! Conveniently located just steps away from the ocean to the east and the wate...
Rates
$233 - $751 night
$1125 - $2514 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club G26, 2nd Floor, with 2 pools, tennis & beach, New Hdtv Welcome to the light, airy spaces and restful comfort of our second-floo...
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Bask in the balmy air and beautiful ocean and pier views at our 2-story condo at Pier Point South 55. Just steps from St. Augustine Beach, our well...
Rates
$125 - $395 night
$595 - $1350 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 3 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Golden Sands Beach House, Private Pool, Spa, 5 BRs, Ocean Views Spectacular views, unique designer features, and all the luxuries you love make ou...
Rates
$417 - $1750 night
$1128 - $5029 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: From the patio, living room, and master bedroom of our ground-floor, corner-unit condo at Island South 4, you have a breathtaking view of dunes and...
Rates
$150 - $395 night
$750 - $1550 week


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1 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Pounds Cottage is a cozy 1 bedroom ocean front cottage built by its owners on the Crescent Beach Dunes in 1952. Since then, it has been lovingly ca...
Rates
$149 - $450 night
$562 - $1685 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Island South 2, Ocean View, Hdtv, Wifi, Ground Floor Unit near Pool If you crave being near the water, our condo at Island South 2 is the ideal pl...
Rates
$150 - $395 night
$750 - $1550 week


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Listings 51 - 75 of 368
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This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
1513 -- 500 years ago. That's when Juan Ponce de Leon came ashore at what is now St. Augustine, Florida. While there were countless people living in Florida prior to Spanish arrival, the establishment of what would become the first permanent settlement by Europeans in what would become the United States of America was a pretty big deal. Though Ponce obviously had no clue as to the importance of his soggy pants on that day, he must've known he was onto something good when he saw natural harbors, vast expanses of beach (not that they were into sunbathing, but attraction to a beach goes way back in the human psyche), and the potential that was Florida.

Of course, there were no vacation rentals around then. Those came much later -- much, much later. A whole bunch of history happened between Ponce de Leon's arrival and the arrival of air conditioning and the subsequent population of Florida in the 20th century.

Florida vacation rentals have taken off. They’re an ideal way to take in the Sunshine State, and St. Augustine is no different. You can use the oldest city in America as a base to explore some of the nation's new wonders. For example, Disney World and Orlando are less than 2 hours away. Daytona Beach and Jacksonville Beach are even closer. Palm Coast is just down the road.

But we're getting ahead of ourselves. St. Augustine has plenty to see and do all on its own.

The Historic District has the Fountain of Youth Archeological Park featuring a statue of Ponce de Leon himself. You'll see the old city gate and walls, Aviles Street, the oldest public street in the United States. It's from the 16th century--if you're mostly used to your local mall, this will be amazing. You'll find a wonderful mix of art galleries, enjoyable museums, and great places to eat. The Historic District is at the center of the oldest continuous settlement in the United States.

Castillo de San Marcos. Built to ward off attacks from pirates and the British, this fort was completed in 1695. It replaced wooden structures which weren't strong fortifications. It was used as a prisoner of war camp for American soldiers during Revolutionary war. Keep in mind that no pets are allowed in the fort itself. Even with that, it is well worth a visit. You'll find lots of great spots for photo opportunities.

Beaches. Just southeast of the Historic District is Anastasia State Park (you've got to love the name--another nod to history, even if it is Russian history). Florida State Parks are perhaps the best in the United States, and not just because most of them involve a beach. They are well maintained and offer a variety of services. You'll have to pay a small entry fee, but it is well worth it. In all likelihood, you'll have a big beach all to yourself. Similar to Daytona Beach, you can drive on the beach at St. Augustine. You can buy a day pass and access the beach via several access ramps. Keep in mind that there are no beaches in St. Augustine itself--they're just a short drive away, however, and once you find them, you'll have miles and miles of uniterrupted sand and surf.
 

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