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St. Augustine Vacation Rentals

295 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 1 - 25 of 295
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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Living just 100 yards from the ocean isn't just a location at Good Vibrations -- it's an attitude! This charming, one-of-a-kind 3-story home is ful... Learn More
Rates
$156 - $238 night
$1070 - $1200 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Nestled down a side road on one of St. Augustine's best kept secret islands, Vilano Beach, your Hidden Retreat awaits you and your family for your ... Learn More
Rates
$102 - $150 night
$669 - $895 week


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Featured


5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: This brand new 5 bedroom, 4 bath three story house is directly across the street from the ocean in a desirable residential neighborhood on Atlantic... Learn More
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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: Enjoy spectacular sunrises and long, lazy days on the white sands of St. Augustine Beach at our ground-floor, oceanfront condo at Barefoot Trace 11... Learn More
Rates
$625 - $1550 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: 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


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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: Colony Reef 3404 , 3 BRs, heated indoor pool, 32" Hdtv, Hbo, Wifi Newly updated and repainted as of June 2013. With the advantages of both a quiet... Learn More
Rates
$183 - $183 night
$361 - $1195 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 4
Location: St. Augustine, Florida, United States
Description: Glance out of any window in our 3rd-floor condo at Ocean Village Club Q37 and you will see the ocean. Want a closer look? Step onto our balcony ove... Learn More
Rates
$125 - $275 night
$695 - $1395 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, spacious rooms, and beautiful design touches make our Beachwalk house a terrific place for your next St. Augustine Beach vacation. Fro... Learn More
Rates
$149 - $400 night
$673 - $1395 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: Mad Lar is a great home with a partial view of the ocean. Beautiful views of the ocean from the deck and dock. This big house was made for family... Learn More
Rates
$249 - $249 night
$637 - $1595 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 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 Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 263, Ocean Front, New Hdtv, Blueray, 4 Heated Pools Spend your next vacation gazing out at the Atlantic Ocean at our beachfront townho... Learn More
Rates
$150 - $325 night
$795 - $1589 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: Ocean Village Club K14, Ground Floor unit, 42" Hdtv, Blue Ray, 2 pools From the shaded lanai of our ground-floor condo at Ocean Village Club K14, ... Learn More
Rates
$95 - $175 night
$449 - $936 week


Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club B15, Ground Floor with Lanai, 2 pools, new Hdtv Escape to the sweet beach life at our cozy, immaculately maintained condo at Oc... Learn More
Rates
$92 - $150 night
$330 - $595 week


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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: Pier Point South 18, Ocean Views & Heated Pool at St Augustine Beach Pier Location, location, location! Our condo at Pier Point 18 has views of th... Learn More
Rates
$100 - $195 night
$495 - $1109 week


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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: Bask in the balmy air and beautiful ocean and pier views at our 2-story condo at Pier Point South 55. Just steps from St. Augustine Beach, our well... Learn More
Rates
$125 - $225 night
$550 - $1117 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: On the quiet shores of Crescent Beach in St. Augustine sits our spacious, fun Crescent Sunrise house. Easily sleeping 8 and boasting a big oceanfro... Learn More
Rates
$199 - $500 night
$995 - $2195 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Windjammer 412, 3 BRs, 3rd Floor, Beach Front, Elevator, Penthouse With views of the Atlantic Ocean from one side and those of the Intracoastal Wa... Learn More
Rates
$249 - $249 night
$637 - $1595 week


Non Smoking


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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... Learn More
Rates
$125 - $125 night
$300 - $795 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Cranberry Cottage, Private Pool, 100 steps to beach, 2+ BRs, sleeps 8 Just 100 steps from the beach, our upgraded Cranberry Cottage is the perfect... Learn More
Rates
$199 - $400 night
$793 - $1595 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 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club D16, Ground Floor Unit, Hdtv, with pools, wifi in unit When you're ready for a vacation combining the comfort of a resort with ... Learn More
Rates
$95 - $150 night
$377 - $695 week


Non Smoking


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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: Experience Crescent Beach the way the natives do at Bikini Bottom, our cozy cottage just 3 blocks from the beach. With garage parking, yards for gr... Learn More
Rates
$99 - $200 night
$449 - $1050 week


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: St Augustine Artist Retreat in Summer Haven, 3 houses to beach! Kick back in historic Summer Haven in our vintage cottage, Artist Retreat. Just 3 ... Learn More
Rates
$116 - $200 night
$499 - $995 week


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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: Soaring ceilings and sweet furnishings. Get to know and love Island House F229, but be sure to wake in time for the Atlantic Ocean sunrise! Thanks... Learn More
Rates
$125 - $125 night
$300 - $795 week


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6 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 6 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Wave Watch Beach house, 6 BRs, private pool/spa, 4th floor rooftop deck Make your next vacation a truly luxurious one: Stay at Wave Watch, overloo... Learn More
Rates
$667 - $667 night
$1632 - $7500 week


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
$299 - $1000 night
$1495 - $3795 week


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Listings 1 - 25 of 295
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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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