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St. Augustine Vacation Rentals

291 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 76 - 100 of 291
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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: Not only is Seaside at Anastasia 205 a mere block from the beach, but it also overlooks a small lake. That?s just one of the many features that mak... Learn More
Rates
$142 - $142 night
$346 - $895 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Casa Pelicanos House, Beach Front on 35 foot dune, Hdtv, Wifi Live the dream! Sitting high on a 35 foot dune, the Casa Pelicanos Beach House's se... Learn More
Rates
$266 - $600 night
$1499 - $2995 week


Non Smoking   High-Speed Internet


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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: Four Winds I-10T, 2 Floors - Ocean Front, 2 BRs, 2 heated pools, patio Enjoy panoramic views of the beautiful dunes and beach from the patio and b... Learn More
Rates
$125 - $300 night
$595 - $1295 week


Non Smoking


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6 bedroom Vacation Rental Home in St. Augustine
Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Sugar Magnolia is the perfect place for your next family reunion or big group vacation. It's got a private pool, tiki bar, playground, brand-new fu... Learn More
Rates
$429 - $1500 night
$2800 - $5500 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 11209, Direct Beach Front, Hdtv, Pool, Tennis, St Augustine Beach Remember the vacation you ditched shoes and socks in favor of a pretty... Learn More
Rates
$125 - $325 night
$695 - $1395 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Amazing Grace Beach Front House, 4 BRs, Brand New Pool, Hdtv, wifi Facing the shores of Crescent Beach with its back to the Intracoastal Waterway,... Learn More
Rates
$499 - $1500 night
$1995 - $6000 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 5 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Southern Comfort Beach House, 5 BRs, Waterfall & heated pool & Spa Discover paradise right across the street from Vilano Beach! Southern Comfort, ... Learn More
Rates
$283 - $1000 night
$1495 - $3795 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 5
Location: St. Augustine, Florida, United States
Description: You'll love relaxing at Ocean & Racquet Club 1107, our ground-floor condo in a beachfront resort in St. Augustine. With designer touches, comfortab... Learn More
Rates
$95 - $150 night
$377 - $695 week


Non Smoking


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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... Learn More
Rates
$150 - $350 night
$750 - $1489 week


Non Smoking   High-Speed Internet


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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: Just across the street from the beach is our big, friendly Bohemian house, with a private pool, lanai, sun deck, and room to sleep 8. Enjoy a huge ... Learn More
Rates
$216 - $600 night
$1195 - $2695 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Whether you prefer to watch the rosy sunrise over the sparkling Atlantic Ocean or admire the fiery sunset over the Intracoastal Waterway, you?ll fi... Learn More
Rates
$167 - $167 night
$497 - $1000 week


Non Smoking   High-Speed Internet


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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: St Augustine Lightkeepers Cottage, wifi, next to St Augustine Beach Come for the season or just a long weekend - Lightkeeper's House rewards all i... Learn More
Rates
$125 - $250 night
$550 - $1117 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 102 - Luxury, Ocean Front, Corner Unit, 55" Hdtv, Blue Ray Crescent Beach stretches away for miles in both directions just beyond the ... Learn More
Rates
$175 - $375 night
$850 - $1681 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: If you love splashing in sparkling water, our condo at Ocean Club II 34 gives you 2 options: the sugary sands of the beach just yards away, or a bi... Learn More
Rates
$125 - $125 night
$300 - $795 week


Non Smoking


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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... Learn More
Rates
$95 - $250 night
$449 - $936 week


Non Smoking


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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: Ocean Village Club Resort P32, Ocean View, St. Augustine Beach Fl There?s well-decorated, and then there?s Ocean Village Club P32. Not only does t... Learn More
Rates
$125 - $300 night
$595 - $1295 week


Pet Friendly   Non Smoking


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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: Island House H 119 Ground Floor Unit, new Hdtv, Pool, Tennis, St Augustine Fl An ocean-view unit for six with the most convenient location in the ... Learn More
Rates
$142 - $142 night
$346 - $895 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Winds E-10, Luxury Beach Front, 3 BRs, 2 Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony ... Learn More
Rates
$200 - $375 night
$995 - $1895 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sea Place 14164, 3 BRs, Ground Floor, Pool, Tennis & Private Beach This 3 bedroom unit is one of only two in the entire complex. Our ground floor... Learn More
Rates
$125 - $300 night
$595 - $1295 week


Non Smoking


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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 little bit of South Beach color and a lot of Spanish style beauty make Island Paradise a glorious venue for your next St. Augustine vacation! Jus... Learn More
Rates
$149 - $400 night
$673 - $1395 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If our oceanfront condo at Sand Dollar I 108 isn't paradise, it's the nearest place to it! Steps away from Crescent Beach, it also overlooks the dr... Learn More
Rates
$216 - $233 night
$579 - $1495 week


Non Smoking   High-Speed Internet


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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: Windjammer 316, 3 BRs, 3rd Floor, Beach Front, Elevator, Corner Unit Our newly updated condo at Windjammer 316 is just a cut above the rest. Not o... Learn More
Rates
$249 - $249 night
$637 - $1595 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Yellow Sunrise Beach House, Ocean Front on 35 foot dune You know what?s better, the higher you go? The view. If you seek sunshine, sa... Learn More
Rates
$199 - $500 night
$995 - $2195 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 6
Location: St. Augustine, Florida, United States
Description: St Augustine Pelican Inlet B114, Hdtv, pool, tennis & boat dock You're never more than a minute and half from water at our ground-floor condo at P... Learn More
Rates
$95 - $250 night
$449 - $936 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Our beachfront townhouse Ocean Harbor 5 was designed with just one goal in mind: to help make sure everyone who stays here has a fun, relaxing, fab... Learn More
Rates
$175 - $325 night
$875 - $1495 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 of 291
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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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