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St. Augustine Vacation Rentals

365 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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Listings 1 - 25 of 365
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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beautiful 3 BR, 2 1/2 Bath home, Located in Heart of St. Augustine Beach When you are looking for the perfect place to stay, our 3 bedroom home on...
Rates
$125 - $175 night
$695 - $995 week


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Featured


3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Private Balcony When you are choosing your perfect vacation holiday, you will be happy that ...
Rates
$225 - $300 night
$1195 - $1795 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Island South 11, Ocean Front, Hdtv, Wifi, Penthouse 3rd Floor Newly remodeled and so luxurious, our penthouse condo at Island South 11 overlooks b...
Rates
$150 - $395 night
$795 - $1650 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Paradise Ocean House with pool near St Augustine, Fl Watch the morning sun rising over the Atlantic from two ocean front balconies. ...
Rates
$199 - $600 night
$995 - $2485 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: Beachfront living awaits you at our condo at Hibiscus 203-B! From the big deck overlooking tropical landscaping and the white sands of St. Augustin...
Rates
$125 - $395 night
$595 - $1350 week


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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


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Sea Place 12230, Ocean View, Southeastern Exposure, Pool, & Wifi From the patio or sundeck of our 2-story condo at Sea Place 12230 you can feel th...
Rates
$125 - $350 night
$550 - $1195 week


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located in the only secluded marina in St. Augustine, Mariner?s Paradise offers all the amenities that you expect on your vacation away from home. ...
Rates
$126 - $132 night
$851 - $942 week


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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: Ocean Eight 202 - 2nd floor, Ocean Front, Pool, Crescent Beach Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our...
Rates
$183 - $233 night
$892 - $1695 week


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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: 2 BR, 2 Bath, Bonus Room, Garage, 2 Pools, Wifi, Tempur Pedic Mattresses Beach living doesn't get any easier than at our spacious condo at Villas ...
Rates
$150 - $250 night
$795 - $1200 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: Island South 2, Ocean View, Hdtv, Wifi, Ground Floor Unit near Pool If you crave being near the water, our condo at Island South 2 is the ideal pl...
Rates
$150 - $395 night
$750 - $1550 week


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4 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Sand Dollar I 502, 5th floor Penthouse, Luxury 4 BRs, Hdtv, Beach Front You?ll rarely find another 4-bedroom penthouse with such perfect beach vie...
Rates
$399 - $399 night
$902 - $2795 week


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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: Barefoot Trace 208, 2nd Floor, Ocean Front, Elevator, Pool , Wifi The ocean follows your senses while at Barefoot Trace 208. You?ll see the Atlant...
Rates
$216 - $216 night
$452 - $1595 week


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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, as the sun peeks over the sea or relax on your private balcony during sunset as the sky turns pink -- sou...
Rates
$125 - $395 night
$595 - $1350 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: Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is c...
Rates
$125 - $200 night
$545 - $895 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: Ocean Village Club N14, Ground Floor, heated pool, new kitchen, Blue Ray All the delights of an oceanfront resort -- swimming pools, tennis, grill...
Rates
$100 - $295 night
$495 - $995 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Colony Reef 3302, 3rd floor, 3 BRs, Heated Pool, St Augustine The sparkling sea, with its spectacular sunrises and balmy breezes, glitters just be...
Rates
$125 - $395 night
$695 - $1450 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: A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 3107, the good life is w...
Rates
$100 - $295 night
$495 - $995 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: Just yards from the beach, our townhouse-style condo at Ocean Club I 36 has a patio, a covered balcony, and a sundeck for your enjoyment. View the ...
Rates
$142 - $142 night
$338 - $1095 week


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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: 2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pools, Wifi Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from ...
Rates
$150 - $250 night
$795 - $1225 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: 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


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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: Witness both the sunrise and the sunset every day at Hibiscus. With both a balcony and deck, this nicely appointed condo brings the beauty of St. A...
Rates
$125 - $395 night
$595 - $1350 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: Gorgeous 1st floor poolside unit located at Sea Place. This 2 bedroom 2 bath condo has plenty to offer for guests looking to escape to the beach. ...
Rates
$125 - $225 night
$750 - $1295 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Four Winds I-10T, 2 Floors - Ocean Front, 2 BRs, 2 heated pools, patio Enjoy panoramic views of the beautiful dunes and beach from the patio and b...
Rates
$125 - $395 night
$695 - $1450 week


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Tucked between Crescent Beach to the east and the Intracoastal Waterway to the west is Beacher's Lodge 425, our ocean front condo with sweeping vie...
Rates
$100 - $295 night
$495 - $995 week


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Listings 1 - 25 of 365
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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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