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St. Augustine Vacation Rentals

400 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
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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


Pet Friendly   Non Smoking   High-Speed Internet


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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 - $400 night
$1195 - $1895 week


Non Smoking   High-Speed Internet


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Featured


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
$125 - $395 night
$595 - $1400 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
$125 - $225 night
$800 - $1200 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: 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...
Rates
$125 - $395 night
$595 - $1350 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: Pier Point 37, Ocean Views & Heated Pool at St Augustine Beach Pier Situated near the St. Augustine Pier on the shores of St Augustine Beach, our ...
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 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 - $200 night
$750 - $1050 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Few oceanfront condos have the wide-open, natural feel of Quail Hollow B1-2th. Our open-air patio on the ground floor puts you right at the foot of...
Rates
$175 - $450 night
$895 - $1850 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 N12, Ground Floor Unit, Screened Lanai, 2 pools & beach The ideal beach hideaway for a single or couple ready to enjoy all the ...
Rates
$95 - $225 night
$366 - $795 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: Captains Quarters 218, new Hdtv, 2 elevators, pool, grill, Wifi Come enjoy beautiful St. Augustine Beach from our oceanview condo at Captains' Qua...
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: Experience "beach chic" living in our ground-floor condo at Ocean & Racquet 5114 the next time you're in St. Augustine. Located in a gated resort, ...
Rates
$100 - $295 night
$495 - $995 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
$177 - $600 night
$692 - $2514 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 C12, Ground Floor, 2 pools (1 heated), tennis & beach Convenient and cozy are the watchwords of our Ocean Village Club C12 condo. Lo...
Rates
$95 - $225 night
$366 - $795 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Barefoot Trace, Ground Floor, Beach Front, 2 BR, 2 Bath, Sleeps 6 This condo is pure luxury living right on the beach. The accommodations are top...
Rates
$300 - $300 night
$1100 - $1495 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 O14, Ground Floor, new Hdtv, 3 Dvrs, King Bed & wifi The murmur of the waves and the caress of the sea breeze greet you from th...
Rates
$125 - $350 night
$550 - $1195 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: Ocean Village Club Q11, Ground Floor Unit, screened lanai, 2 pools You're just yards from the white sand beach at Ocean Village Club Q11. Convenie...
Rates
$125 - $395 night
$695 - $1450 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Winds E-10, Luxury Beach Front, 3 BRs, 2 Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony ...
Rates
$200 - $500 night
$995 - $1995 week


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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: Upgraded Ocean Front/Beach Front, 2 BR 2 1/2 Bath Condo, Wifi If you are planning that special vacation then you need to pick the right place to s...
Rates
$250 - $300 night
$1500 - $1850 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 7
Location: St. Augustine, Florida, United States
Description: From this oceanfront retreat, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself! Everything at Su...
Rates
$150 - $300 night
$1020 - $1575 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: Ocean Village Club O35 suits energetic spirits who?ll love being a quick zip down to the ocean-front pool, the private beach access and plenty more...
Rates
$125 - $350 night
$550 - $1195 week


Pet Friendly   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...
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 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club H14, Wifi in unit, Flat Panel Tv, Ground Level Unit When you stay in our condo at Ocean Village Club H14, you get all the comfo...
Rates
$125 - $350 night
$550 - $1195 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: St Augustine Summerhouse 226 Ocean view condo rental with 4 heated pools Glittering blue waves, a vast sky, and pleasant green lawns are all yours...
Rates
$125 - $350 night
$550 - $1195 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: 3 BR, 2 1/2 bath Ocean Front Condo with the Most Amazing Ocean View New furniture, new linens, new flooring, new appliances, new patio furniture, ...
Rates
$175 - $300 night
$1100 - $1995 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: From this oceanfront retreat, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself! Everything at Su...
Rates
$150 - $300 night
$1020 - $1575 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 1 - 25 of 400
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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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