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St. Augustine Vacation Rentals

413 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 101 - 125 of 413
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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: There’s something to be said for casting your eyes on to ocean views and pure sunshine from the first moment you wake up. Starting a perfect vacati...
Rates
$150 - $325 night
$695 - $1607 week


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Studio Vacation Rental Condo in St. Augustine
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Welcome to the best bargain on Crescent Beach! Our stylish, comfortable studio condo overlooking the beach puts you right in the action, with an oc...
Rates
$95 - $195 night
$395 - $803 week


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Perfect for a big group or family reunion, our oceanfront Beach Retreat sits right on St. Augustine Beach, offering breathtaking views of sand, sea...
Rates
$450 - $920 night
$1895 - $4600 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Decorated with an artist’s eye for color, Turtle Paradise is our luxurious home just minutes from the beach in St. Augustine. Come enjoy our atrium...
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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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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Tucked between Crescent Beach to the east and the Intracoastal Waterway to the west is Beacher's Lodge 425, our ocean front condo with sweeping vie...
Rates
$125 - $225 night
$495 - $1034 week


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Discover the joy of oceanfront living on Crescent Beach at Quail Hollow B2-1U, our top-floor condo in St. Augustine. The perfect getaway for 2, it ...
Rates
$100 - $250 night
$495 - $1285 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Discover the pleasures of Colors House, a beautiful vacation home with a view of the Atlantic Ocean and easy access to the Matanzas beach ramp. Fee...
Rates
$200 - $403 night
$995 - $1949 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: The beach is your front yard at our townhouse at Surfside Six E! With nothing between you and the waves but stretches of sugary sand, you have brea...
Rates
$200 - $462 night
$995 - $1959 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Crescent Beach stretches away for miles in both directions just beyond the balcony of our corner-unit condo, Summerhouse 102. From this oceanfront ...
Rates
$200 - $462 night
$995 - $1959 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Step into your vacation at Summerhouse 115, an ocean-view condo totally remodeled in 2010 with beautiful tile and bamboo flooring, upscale applianc...
Rates
$125 - $289 night
$595 - $1381 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beach Retreat, 4 BR, 2.5 bath, 2 Car Garage, Walking distance to beach Beautifully landscaped house less than 2 blocks away from the beach! Beach...
Rates
$250 - $400 night
$1295 - $2795 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean View, 3 BR, Sleeps 8, Flat Screens, Wifi, Sun Deck, Pet Friendly Conveniently located to a short walk to the beach, you will enjoy the spect...
Rates
$250 - $450 night
$1495 - $2195 week


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4 bedroom Vacation Rental Condo in St. Augustine
Condo: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our home at Bluefish 16 combines the privacy of a house with all the amenities of a condo! Located in a small oceanfront group with a pool and priv...
Rates
$150 - $350 night
$750 - $1715 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 13
Location: St. Augustine, Florida, United States
Description: Three certainly isn’t a crowd at Ocean Pearl in St. Augustine Beach. With three floors, four bedrooms, and two additional sleeper sofas, this beach...
Rates
$600 - $1380 night
$2495 - $6325 week


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: This is it, Folks! See the stories in the Coastal Living, Jacksonville magazine & Gainesville magazines here! Come vacation in a treasure of Su...
Rates
$250 - $460 night
$1195 - $2179 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Sunset Harbor, 3 BR, 2 Bath, Private Pool, Hot Tub, Pet Friendly Bring the Kayak or the boat. Our home has it all. Situated with direct water acce...
Rates
$300 - $450 night
$1795 - $2495 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: A charming beach house nestled in the trees that gets “oohs and ahhs” from the moment you arrive. Pelican Landing Beach Cottage at Crescent Beach n...
Rates
$125 - $288 night
$595 - $1259 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: First time this condo has ever been on a rental program. Be one of the first to stay in this beautifully decorated ground floor condo that sleeps ...
Rates
$100 - $150 night
$495 - $795 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean/Beach Front Condo at Four Winds, Flat Screens, Wifi, Balcony, 2 Pools Sit back on you own balcony and look and the beautiful sandy beach and...
Rates
$125 - $250 night
$795 - $1195 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 the beach just a short walk away and swimming pools, tennis courts, and more waiting for you here at Ocean Village Club J21, there's something...
Rates
$125 - $260 night
$550 - $1195 week


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: You can see the ocean from almost every room at our ground-floor condo at Beacher's Lodge 101! Nestled just yards from Cinnamon Beach to the east a...
Rates
$100 - $202 night
$450 - $919 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Some say that unspoiled Crescent Beach is the best beach in the St. Augustine area. We think that Four Palms Beach House, which sleeps 10 and has a...
Rates
$450 - $920 night
$1695 - $4600 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Prepare to be thoroughly spoiled at our ocean view condo at Colony Reef 2310! Between the breathtaking view of the ocean from our balcony and all t...
Rates
$150 - $347 night
$750 - $1612 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: On the narrow strip of land between Crescent Beach and the Intracoastal sits our condo at Pelican Inlet B214. It's the ideal location for a vacatio...
Rates
$100 - $202 night
$450 - $919 week


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Listings 101 - 125 of 413
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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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