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St. Augustine Vacation Rentals

289 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 289
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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: Claim your stake on beautiful St. Augustine Beach by staying at our condo at Hibiscus 201-D. The ocean view is beautiful, the amenities superb, and... Learn More
Rates
$125 - $395 night
$695 - $1450 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: The beautiful Atlantic Ocean is only yards from the balcony of our condo at Colony Reef 1411, and you can enjoy it from both the living room and th... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


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9 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 9 Bedroom, 9 Bathroom, Sleeps 20
Location: St. Augustine, Florida, United States
Description: A true mansion, this renovated 9 bedroom beach house is packed with comfort. Embrace elegant comfort with sweeping views of the sea at this perfec... Learn More
Rates
$792 - $2500 night
$3000 - $12000 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: Less than a minute's walk from the beach, our townhouse at Ocean Club I 18 overlooks a sparkling swimming pool. Located in a cozy oceanfront resort... Learn More
Rates
$116 - $149 night
$301 - $895 week


Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 2 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 ... Learn More
Rates
$116 - $149 night
$301 - $895 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: From the shaded lanai of our ground-floor condo at Ocean Village Club K14, you can see a grassy courtyard and sparkling swimming pool, hear the low... Learn More
Rates
$95 - $250 night
$450 - $895 week


Non Smoking


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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: 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 ... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: The name says it all! When you stay at Barefoot, our ocean front house on St. Augustine Beach, you just can't help but unwind and have fun the way ... Learn More
Rates
$233 - $1200 night
$1292 - $3500 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 5
Location: St. Augustine, Florida, United States
Description: Stay right in the heart of the action at Ocean Village Club R22! Our condo is on the second floor of a fun, family-oriented beachside complex. It h... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Completely renovated and boasting beautiful beach views, our 2-storey oceanfront condo at Sea Haven 522 pampers you with all new furnishings, a bre... Learn More
Rates
$216 - $283 night
$526 - $1695 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Live on Crescent Beach the way the natives do in Nick's Hideaway, our cozy house with a view of the Intracoastal Waterway. Just steps from a boat r... Learn More
Rates
$99 - $200 night
$302 - $1050 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: Enjoy up-close views and private strolls along one of the Florida coast's best beaches at our townhouse Sea Matanzas 3. This split-level condo is o... Learn More
Rates
$150 - $395 night
$795 - $1650 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, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Looking for value for your money? Ocean Village?s Club J16 suggests you seriously consider their gorgeous condo. You?ll love the overall feeling of... Learn More
Rates
$95 - $250 night
$450 - $895 week


Pet Friendly   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: Discover the pleasure of beachfront living at our condo at Ocean Village Club L17. Located on the ground floor of a family-oriented complex with al... Learn More
Rates
$116 - $149 night
$301 - $895 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: There is so much more to our Surf View house than meets the eye! Just 4 houses from the beach, it offers a patio, yard, huge deck with partial oce... Learn More
Rates
$150 - $500 night
$704 - $2100 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
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... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 5 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Ahoy, maties! Welcome to Pirates' Paradise, our big beach house perched on the point where the ocean meets the St. Augustine Harbor inlet. Amazing ... Learn More
Rates
$399 - $1750 night
$1695 - $6000 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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
$1995 - $7200 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: Remember the vacation you ditched shoes and socks in favor of a pretty great ?flip flop tan line?? This is the barefoot bliss you?ve been dreaming... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


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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 - $450 night
$465 - $1800 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 3 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Bring the whole group to Vilano Mardi Gras, our 3-story house just a hop skip and jump from the beach. It?s got a separate in-law suite, a big kids... Learn More
Rates
$249 - $1000 night
$1211 - $3000 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Cottage in St. Augustine
Cottage: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Experience downtown St. Augustine like a native in our charmingly updated Blue Bell Cottage, just 2 blocks from the Matanzas River in a quiet neigh... Learn More
Rates
$133 - $150 night
$476 - $900 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: Be among the very first to enjoy our brand-new 2-storey townhouse at the Villas of Ocean Gate 357. Located in a new complex with 2 swimming pools, ... Learn More
Rates
$142 - $199 night
$349 - $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: When you're ready for a vacation combining the comfort of a resort with the convenience of a beachside location, Ocean Village Club D16 is waiting ... Learn More
Rates
$89 - $225 night
$365 - $795 week


Non Smoking


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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: The sparkling ocean greets you when you step onto the balcony of our second-floor condo at Island House E228. Tastefully decorated and conveniently... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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Listings 1 - 25 of 289
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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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