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St. Augustine Vacation Rentals

414 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 276 - 300 of 414
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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Take in both sunrise and sunset views from Windjammer 209. From the balcony are vast stretches of the Atlantic Ocean. The Intracoastal Waterway can...
Rates
$175 - $425 night
$850 - $1930 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Watch the morning sun rising over the Atlantic from two ocean front balconies. Take a dip in the pool & relax. Located beach front, our newly r...
Rates
$300 - $525 night
$1395 - $2695 week


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: If you love the idea of being close to the beach in a stand-alone vacation home with it’s own covered lanai with swimming pool, you’re the ideal gu...
Rates
$250 - $460 night
$1195 - $2179 week


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6 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 6 Bedroom, 4 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Enjoy the best of the Atlantic shore when you book your vacation at Beach Gem. This exceptional home opens to both waterfronts delivering breathtak...
Rates
$650 - $1495 night
$2695 - $7475 week


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: From the rooftop crow’s nest of Seaside Escape, our 3-story house on St. Augustine Beach, you can see a strip of bright blue ocean. Come stay in th...
Rates
$250 - $460 night
$1195 - $2179 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: Beautiful Ground Floor - 2 BR Ocean View Condo - 4 Heated Pools, Tennis Welcome to the best kept secret in St. Augustine. Summerhouse has everythi...
Rates
$175 - $300 night
$936 - $1540 week


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: With a view of both the glittering ocean and a sparkling swimming pool, the balcony of our condo at Ocean Village Club O31 is a preview of adventur...
Rates
$125 - $260 night
$550 - $1195 week


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1.5 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 Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The Atlantic Ocean is just steps away at Colony Reef 2111, our oceanfront ground-floor condo. Located in a vibrant resort with all the amenities an...
Rates
$125 - $260 night
$550 - $1195 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: From your ground floor, ocean-front condo at Four Winds, the beach is just steps away. Every morning bound from bed straight on to sugar sand beach...
Rates
$95 - $195 night
$395 - $803 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: From this direct oceanfront condo, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself, you will not...
Rates
$175 - $250 night
$995 - $1295 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: A light, airy and whimsical unit with plenty of floral touches, Ocean Village Club Resort Q34 is a perfect choice for a group of six or fewer seeki...
Rates
$150 - $318 night
$695 - $1497 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: This 3 bedroom unit is one of only two in the entire complex. Our ground floor, 3 bedroom unit at Sea Place 14164 is located in a family-oriented o...
Rates
$150 - $347 night
$750 - $1612 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: The dunes, the sands, the water -- all of this and more await you at our ocean view condo at Colony Reef 1407! From our 4th-floor balcony, you have...
Rates
$150 - $318 night
$695 - $1497 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Spend your next vacation gazing out at the Atlantic Ocean at our beachfront townhouse-style condo, Summerhouse 263. Located beside Matanzas Inlet i...
Rates
$175 - $376 night
$795 - $1728 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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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, 2 BR, 2 1/2 Bath, Ocean View Condo, Steps To The Beach Wake to sounds of waves hitting the sand and the feel the cool ocean breeze fr...
Rates
$150 - $250 night
$795 - $1225 week


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Studio Vacation Rental Condo in St. Augustine - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Sit back on your own patio and look over tropical greenery and watch the ocean directly behind. This is a view that is simply AMAZING! Enjoy break...
Rates
$90 - $200 night
$495 - $795 week


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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: Convenient and cozy are the watchwords of our Ocean Village Club C12 condo. Located on the ground floor of a family-oriented beachfront condo compl...
Rates
$95 - $195 night
$395 - $803 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: Relax island-style in our charming condo at Ocean Village Club I33. With a private balcony boasting sweeping views of a grassy lawn and sparkling s...
Rates
$125 - $260 night
$550 - $1195 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: The Atlantic Ocean is just steps away at Colony Reef 3103, our oceanfront ground-floor condo. Located in a vibrant resort with all the amenities an...
Rates
$150 - $318 night
$695 - $1497 week


Pet Friendly   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Brand new to the rental market, Summerhouse 163 is ready to delight its first guests. Quite how? Not simply with stunning provisions and a glut of ...
Rates
$175 - $404 night
$850 - $1843 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Just yards from beautiful Crescent Beach, our condo at Summerhouse 408 offers comfort, beauty, and ease for your St. Augustine vacation. Come stay ...
Rates
$150 - $347 night
$750 - $1612 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Pure Paradise, Less than 20 Steps to beach, Beach Front, Wifi, Flat Screens Absolutely breathtaking. Imagine waking up every morning and taking l...
Rates
$300 - $350 night
$1495 - $1595 week


Non Smoking   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: That low, peaceful murmur you hear is the Atlantic Ocean, just yards from the breezy lanai at our condo at Ocean Village Club J17. Located on the g...
Rates
$125 - $260 night
$550 - $1195 week


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Listings 276 - 300 of 414
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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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