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St. Augustine Vacation Rentals

338 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
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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Nestled down a side road on one of St. Augustine's best kept secret islands, Vilano Beach, your Hidden Retreat awaits you and your family for your ...
Rates
$102 - $150 night
$669 - $1195 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Living just 100 yards from the ocean isn't just a location at Good Vibrations -- it's an attitude! This charming, one-of-a-kind 3-story home is ful...
Rates
$156 - $325 night
$1070 - $1695 week


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Featured


5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: This brand new 5 bedroom, 4 bath three story house is directly across the street from the ocean in a desirable residential neighborhood on Atlantic...
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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you?ve been searching for a family getaway spot, you can stop looking. When you stay at Four Winds? unit C5, you?re just steps away--via a priva...
Rates
$125 - $350 night
$550 - $1195 week


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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: Sea Place 11208, Direct Ocean Front condo, pool, tennis, St Augustine Fl With 2 balconies overlooking the beach, this totally redecorated 2-storey...
Rates
$125 - $395 night
$695 - $1450 week


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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: Sea Place 13137, Ground Floor, Pool, Tennis, & Beach, St Augustine Beach Fl From the patio of our ground-floor condo at Sea Place 13137, you can s...
Rates
$125 - $350 night
$550 - $1195 week


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 116, Beach Front, Queen Sized Suite, Ground Floor, Heated Pool Crescent Beach is right outside your giant sliding-glass door at our...
Rates
$95 - $250 night
$450 - $895 week


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1 bedroom Vacation Rental Home in St. Augustine
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Seaside Villa is basically "mother-in-laws apartment" that has been converted into a vacation rental. Before you pass this one up, you might want ...
Rates
$94 - $200 night
$299 - $999 week


Pet Friendly   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: Everything's just a little newer and nicer at our townhouse at Ocean Club I 34, a mere stone's throw from St. Augustine Beach. Our condo in this oc...
Rates
$125 - $125 night
$292 - $895 week


Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club N14, Ground Floor, heated pool, new kitchen, Blue Ray All the delights of an oceanfront resort -- swimming pools, tennis, grill...
Rates
$100 - $295 night
$495 - $995 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Mad Lar is a great home with a partial view of the ocean. Beautiful views of the ocean from the deck and dock. This big house was made for family...
Rates
$249 - $249 night
$583 - $1795 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.75 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sand Dune is a part of a very familiar style of oceanfront home located on A1A in Vilano. While it shares the roof with the adjoining house, it is...
Rates
$250 - $450 night
$1224 - $1895 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: If you gave been looking for an oceanfront getaway large enough to accommodate a crowd, here it is! With 4 bedrooms, Dolphin View can sleep up to 1...
Rates
$417 - $5000 night
$2275 - $6600 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, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club D21, 2nd Floor, Corner Unit, Renovated, Hdtv Right in the heart of a fun, family-friendly oceanside condo complex is our Ocean ...
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Montego Bay Beach House, Wrap-around Decks Beach Front, wet bar - sleeps 12 Saying that Montego Bay, our house on St. Augustine Beach, is ?oceanfr...
Rates
$392 - $392 night
$817 - $2795 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Away From it All, 5 BRs - Sleeps 12, Ocean Front, Private Pool This newly renovated 5 bedroom ocean front house is spectacular.  Away From It All...
Rates
$600 - $2000 night
$2100 - $6743 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: Island South 7, Ocean Front, Newly Renovated, Gourmet Kitchen, Hdtv, Wifi Enter oceanfront resort Island South?s unit 7 and fall in love with this...
Rates
$175 - $425 night
$850 - $1750 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: Pelican Inlet C-216 - Steps from Ocean & Intracoastal, Pool, Tennis The first thing you'll fall in love with at Pelican Inlet C216 is the balcony....
Rates
$95 - $225 night
$366 - $795 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Enjoy a tropical oasis at Summer Wind, our 2-storey house just yards from Crescent Beach. Beautifully landscaped with a heated pool and boasting a ...
Rates
$283 - $1200 night
$902 - $3995 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Bella Rosa is a waterfront castle, complete with boat dock, on the Intracoastal Waterway. Boasting views of the ocean and Matanzas River, this 3-st...
Rates
$433 - $433 night
$902 - $2995 week


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located in the only secluded marina in St. Augustine, Mariner?s Paradise offers all the amenities that you expect on your vacation away from home. ...
Rates
$126 - $132 night
$851 - $942 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Paradise Ocean House with pool near St Augustine, Fl Watch the morning sun rising over the Atlantic from two ocean front balconies. ...
Rates
$177 - $600 night
$692 - $2514 week


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club A17, new Hdtv, Ground Floor, Heated Pool, & Private Beach One of the most affordable vacation spots on choice St. Augustine Bea...
Rates
$95 - $250 night
$450 - $895 week


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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: Be among the very first to enjoy our brand-new 2-storey townhouse at the Villas of Ocean Gate 357. Located in a new complex with 2 swimming pools, ...
Rates
$199 - $200 night
$519 - $1450 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Our 2-story tennis villa at Colony Reef 16B is the ideal launch pad for your St. Augustine vacation. Located just steps from beautiful Crescent Bea...
Rates
$100 - $295 night
$495 - $995 week


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Listings 1 - 25 of 338
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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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