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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 76 - 100 of 414
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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Pelican Point I and Pelican Point II are a truly unique modern set of houses designed to meet all your vacation needs. From the moment you pull in...
Rates
$206 - $550 night
$1080 - $2095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Few oceanfront condos have the wide-open, natural feel of Quail Hollow B2-2th. Our beach front 3 bedroom town home puts you right at the foot of th...
Rates
$200 - $500 night
$1095 - $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: 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...
Rates
$200 - $450 night
$995 - $2037 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: From our oceanfront top floor condo at Sand Dollar II 503, you have a marvelous panoramic view of beautiful Crescent Beach. A spacious and updated ...
Rates
$200 - $450 night
$995 - $2037 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 - $400 night
$1275 - $1895 week


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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: Bermuda Run, Pet Friendly, 3 BR, 2 1/2 Baths, Sleeps 10, Private Pool Located on beautiful Anastasia Island. This luxury pool home is perfect for...
Rates
$300 - $500 night
$1795 - $2795 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: Play in the perfect weather of Florida every day with 4 heated pools, tennis courts and a white sand beach to choose from. Our Summerhouse 459 town...
Rates
$150 - $347 night
$750 - $1612 week


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: When the Wild West was at its wildest and Queen Victoria ruled far and wide, a wealthy man from the north bought a quiet corner of Florida coast as...
Rates
$200 - $375 night
$950 - $1834 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: What better way to experience local living than in our new Tropical "A"-peel home. Located on the famous A Street in St. Augustine Beach, this ver...
Rates
$140 - $150 night
$995 - $1295 week


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: Are you coming to St. Augustine to enjoy a little sunshine perhaps? Ocean Village Club E35 offers a gorgeous tennis court view, adding swaying palm...
Rates
$100 - $202 night
$450 - $919 week


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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: New to the rental program. A view of the ocean from the balcony. Three swimming pools to choose from. A private walkway to the beach, a tennis cour...
Rates
$150 - $347 night
$750 - $1612 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 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Our updated condo at Windjammer 114 is just a cut above the rest. Not only is it ocean front, it's also a 2 bedrooms unit with plenty of light. Inc...
Rates
$175 - $400 night
$795 - $1822 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: Have you ever wanted to stay in a ?lighthouse?? Well this is the closest you can come. It?s a very unique experience. You will enjoy the ocean view...
Rates
$200 - $400 night
$1195 - $2295 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 6
Location: St. Augustine, Florida, United States
Description: Summerhouse, Ocean View - Ground Floor - 2 BR, 2 Bath, Wifi, Flat Screen Welcome to the best kept secret in St. Augustine. Summerhouse has everyth...
Rates
$175 - $300 night
$936 - $1540 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: Ocean Views are just the beginning when you choose to stay at Surf View. It is located less than one (1) short block to the beach. There is an extr...
Rates
$167 - $500 night
$1100 - $1950 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: Summerhouse, Ocean View - Ground Floor - 2 BR, 2 Bath, Wifi, Flat Screen Welcome to the best kept secret in St. Augustine. Summerhouse has everyth...
Rates
$175 - $300 night
$936 - $1540 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...
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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: Newly updated as of Fall 2015. With the advantages of both a quiet beach retreat and a busy family-oriented resort, our condo at Colony Reef 3404 w...
Rates
$150 - $350 night
$750 - $1715 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: Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo overlooking the beach puts you right in the action, with an oceanfron...
Rates
$100 - $202 night
$450 - $919 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 3-storey townhouse at Four Winds I-10. Located oceanfront,...
Rates
$200 - $462 night
$995 - $1959 week


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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: If you want to be right beside the Atlantic Ocean and the untainted, white beaches of St. Augustine, choose Cottage by the Sea as your family’s vac...
Rates
$350 - $920 night
$1800 - $4600 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: The splashes of the oceanview swimming pool compete with the murmur of the Atlantic Ocean when you sit on our patio at Ocean Village Club I14, gazi...
Rates
$125 - $225 night
$495 - $1034 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: If you’re looking for spacious accommodations just steps from the beach, you can stop your search now. Not only is Ocean Village Club K11 just yard...
Rates
$125 - $260 night
$550 - $1195 week


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Listings 76 - 100 of 414
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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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