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St. Augustine Vacation Rentals

364 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 364
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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 - $1500 night
$2500 - $6600 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: With a Hibiscus community boardwalk leading directly to the beach, Hibiscus 102-H is within steps of sand and surf. But, even if you chose to stay ...
Rates
$125 - $395 night
$694 - $1350 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: Our updated condo at Windjammer 206 is just a cut above the rest. Not only is it ocean front, it's also a 3 bedrooms corner unit so you have plenty...
Rates
$249 - $249 night
$583 - $1795 week


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: Pier Point 37, Pool Views & Heated Pool at St Augustine Beach Pier Situated near the St. Augustine Pier on the shores of St Augustine Beach, our g...
Rates
$142 - $142 night
$338 - $1095 week


Non Smoking   High-Speed Internet


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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: Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from your own balcony. Does this sound idyllic? That?s exactly what bea...
Rates
$150 - $250 night
$795 - $1225 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 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


Pet Friendly   Non Smoking   High-Speed Internet


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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


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...
Rates
$373 - $750 week


Non Smoking


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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: Colony Reef 2109, Ground Floor, 3 BRs, Heated Pool, St Augustine The Atlantic Ocean is just steps away at Colony Reef 2111, our oceanfront ground-...
Rates
$125 - $350 night
$550 - $1195 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: 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...
Rates
$175 - $500 night
$875 - $2499 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Large enough to host a family reunion, luxurious enough to satisfy even the most demanding vacationer, Peace of Paradise lives up to its name. This...
Rates
$600 - $1000 night
$2499 - $6500 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Direct Beach Front, 4 BR, 3 Bath, Bonus Room, Pet Friendly, Wifi This home is the first time on a rental program. They say a view is worth a thou...
Rates
$300 - $600 night
$1995 - $3495 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 4
Location: St. Augustine, Florida, United States
Description: From the master bedroom at Hibiscus 101-B, you can see the dunes and the ocean without even leaving the king-sized bed! Our immaculately appointed ...
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking   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: Beautifully Decorated 2 BR, Pet Friendly Condo, Pool, Tennis Court Come and enjoy the beach in this affordable condo that sleeps six comfortably. ...
Rates
$100 - $150 night
$495 - $795 week


Pet Friendly   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 4
Location: St. Augustine, Florida, United States
Description: Island House C 108 Ground Floor Flat, Ocean Views, Hdtv, Pool, Tennis A perfect beach pad for four, with an ocean-view pool just outside your door...
Rates
$125 - $125 night
$292 - $895 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you're ready for a truly relaxing vacation at one of the best beaches in Florida, come stay in our townhouse at Ocean Club II 17. Just yards f...
Rates
$125 - $125 night
$292 - $895 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: Quail Hollow A8-4D with pool on Crescent Beach at St Augustine Beach Florida Enjoy all the perks of resort living with our snug, cheerful condo at...
Rates
$125 - $125 night
$292 - $895 week


Non Smoking   High-Speed Internet


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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


Non Smoking   High-Speed Internet


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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: Summerhouse 102 - Luxury, Ocean Front, Corner Unit, 55" Hdtv, Blue Ray Crescent Beach stretches away for miles in both directions just beyond the ...
Rates
$175 - $425 night
$850 - $1750 week


Non Smoking   High-Speed Internet


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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: Enjoy a deck that looks out over the Atlantic Ocean, such are the pleasures in store when you book your vacation at Gaffney House in St. Augustine ...
Rates
$183 - $500 night
$798 - $1971 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Come enjoy beautiful St. Augustine Beach from the comfort of our townhouse-style tennis villa at Colony Reef 18C. Overlooking a pond with a fountai...
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Pounds Cottage is a cozy 1 bedroom ocean front cottage built by its owners on the Crescent Beach Dunes in 1952. Since then, it has been lovingly ca...
Rates
$149 - $450 night
$679 - $1685 week


Pet Friendly   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: The Atlantic Ocean looks close enough to touch from the balcony of our 3rd-story condo, Hibiscus 301-A on St. Augustine Beach. You will find the pe...
Rates
$150 - $395 night
$795 - $1650 week


Pet Friendly   Non Smoking   Swimming Pool   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: Ocean Front Ground Floor, Wifi, Beach Front Pool - Weekly Rentals Only When you are looking to have the best vacation ever, then you will want to ...
Rates
$300 - $300 night
$1195 - $1895 week


Non Smoking   High-Speed Internet


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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: Four Winds Oceanfront I-10D, Ground Floor Unit, Hdtv, Wifi, 2 Heated Pools From your ground floor, ocean-front condo at Four Winds, the beach is j...
Rates
$95 - $225 night
$363 - $795 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 364
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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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