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St. Augustine Vacation Rentals

290 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 51 - 75 of 290
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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
$150 - $266 night
$875 - $1550 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Discover paradise right across the street from Vilano Beach! Southern Comfort, our Mediterranean-style house, awaits you with a gorgeous pool and w... Learn More
Rates
$250 - $1200 night
$1495 - $4295 week


Non Smoking   Swimming Pool   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: Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our luxurious condo at Ocean Eight 101 is the perfect beachfront ge... Learn More
Rates
$142 - $395 night
$750 - $1550 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 11
Location: St. Augustine, Florida, United States
Description: Pull in to the driveway of Ocean Sunrise, our beachfront house, and you might think it's just a cottage. But once you see the wraparound deck, lana... Learn More
Rates
$182 - $600 night
$696 - $2700 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: That low, peaceful murmur you hear is the Atlantic Ocean, just yards from the breezy lanai at our condo at Ocean Village Club J17. Located on the g... Learn More
Rates
$81 - $250 night
$450 - $895 week


Pet Friendly   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: You've just discovered the best value in beach vacationing! Our Ocean Village Club B25 is a spotless, comfy condo in a fun and family-oriented comm... Learn More
Rates
$77 - $195 night
$320 - $695 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 6
Location: St. Augustine, Florida, United States
Description: Enjoy the best of beach living from our roomy, relaxing condo at Ocean Village Club H24. Part of a vibrant family-oriented complex, it's just yards... Learn More
Rates
$81 - $250 night
$450 - $895 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: 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
$122 - $395 night
$695 - $1450 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 6
Location: St. Augustine, Florida, United States
Description: Step outside the door and you're on the dunes overlooking St. Augustine Beach at our condo at Sea Place 11107! Located beachfront on the ground-flo... Learn More
Rates
$101 - $395 night
$595 - $1350 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: Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo overlooking the beach puts you right in the action, with an oceanfron... Learn More
Rates
$81 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 3 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Saying that Montego Bay, our house on St. Augustine Beach, is ?oceanfront? doesn?t do it justice. From the huge rooftop deck you have a stunning 36... Learn More
Rates
$233 - $1200 night
$1161 - $3500 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: Tennis, anyone? What about swimming or beachcombing? At our convenient, well-appointed condo at Ocean Village Club E32, you're just yards from the ... Learn More
Rates
$81 - $250 night
$450 - $895 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 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... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Relax on a huge deck overlooking the ocean when you stay at Crescent Cove, our 3-storey beachfront custom home in Crescent Beach. With a view of th... Learn More
Rates
$583 - $1500 night
$2951 - $9000 week


Pet Friendly   Non Smoking


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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: When you stay in our condo at Ocean Village Club H14, you get all the comfort and conveniences of home in a gorgeous setting just yards from the be... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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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: The ideal beach hideaway for a single or couple ready to enjoy all the amenities of a family-oriented oceanfront resort, our condo at Ocean Village... Learn More
Rates
$77 - $195 night
$320 - $695 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: Nestled between the Atlantic Ocean to the east and Intracoastal Waterway to the west is our condo, Windjammer 315. Enjoy the best sunrises and suns... Learn More
Rates
$216 - $283 night
$526 - $1695 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Watch the morning sun rising over the Atlantic from two ocean front balconies. Take a dip in the pool & relax. Located beach front, our newly rem... Learn More
Rates
$175 - $600 night
$696 - $2700 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 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
$81 - $250 night
$450 - $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: Come for the beach and stay for the fun at Ocean Village Club R34, our third-storey condo at a vibrant, family-oriented beachside complex. Just yar... Learn More
Rates
$100 - $295 night
$495 - $995 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: With gorgeous Crescent Beach just steps away and plenty of on-premises amenities, from tennis courts to a swimming pool, Island House A208 is a per... Learn More
Rates
$101 - $395 night
$595 - $1350 week


Non Smoking


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1 bedroom Vacation Rental Home in St. Augustine
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Newly renovated and bursting with charm, La Casa de Vision is an historic Spanish-style cottage on the trolley line in downtown St. Augustine, just... Learn More
Rates
$133 - $150 night
$476 - $900 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 8
Location: St. Augustine, Florida, United States
Description: The Atlantic Ocean is just steps away at Colony Reef 2109, our oceanfront ground-floor condo. Located in a vibrant resort with all the amenities an... Learn More
Rates
$101 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy beach living at its best in our condo at SpyGlass 36! With lovely views of the pool, palm trees, and ocean, you never forget that you are vac... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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Listings 51 - 75 of 290
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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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