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St. Augustine Vacation Rentals

286 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 286
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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Barefoot Trace 204, Ocean Front with pool, shuffleboard, beach Walk into the oceanfront resort Barefoot 204 and fall in love with this happy place... Learn More
Rates
$216 - $216 night
$452 - $1595 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: 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
$167 - $167 night
$519 - $1195 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Ocean Village Club B36, new Hdtv, Wood Floors, with 2 Pools, Tennis & Beach Extraordinary value with a penthouse 3rd floor view! That's what you'... Learn More
Rates
$78 - $150 night
$321 - $595 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... Learn More
Rates
$100 - $195 night
$495 - $1195 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, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Island House A 208 Beach Front Rental, Hdtv, Pool, Wifi, Beach With gorgeous Crescent Beach just steps away and plenty of on-premises amenities, f... Learn More
Rates
$183 - $183 night
$400 - $1295 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: Ocean Village Club A16, new furniture, Ground Floor, pools, tennis & beach Stretch your vacation dollar while enjoying all the amenities of a gate... Learn More
Rates
$78 - $150 night
$321 - $595 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: From the patio, living room, and master bedroom of our ground-floor, corner-unit condo at Island South 4, you have a breathtaking view of dunes and... Learn More
Rates
$148 - $300 night
$750 - $1595 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in St. Augustine - Beach Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 234, Beach Front, Queen Size Studio Condo, Pet Friendly Welcome to the best bargain on Crescent Beach! Our stylish, comfortable stu... Learn More
Rates
$85 - $150 night
$367 - $695 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: Ocean Village Club R22, Elevator, Hdtv, Wifi in Unit, new king bed, updated Stay right in the heart of the action at Ocean Village Club R22! Our c... Learn More
Rates
$100 - $195 night
$495 - $1195 week


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 7
Location: St. Augustine, Florida, United States
Description: Barefoot Trace 309, ocean front, 3rd floor, huge ocean front balcony, Hdtv With a long balcony overlooking beautiful Crescent Beach, our condo at ... Learn More
Rates
$183 - $183 night
$400 - $1295 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 116, Beach Front, Queen Sized Suite, Ground Floor, Heated Pool Crescent Beach is right outside your giant sliding-glass door at our... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 102, Beach Front, Queen Sized Suite, Ground Floor Unit A sparkling swimming pool and sweeping ocean view are just outside our groun... Learn More
Rates
$95 - $175 night
$450 - $1000 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: If you?ve ever fantasized about finding your own beach hideaway, within sight of the water yet home-like, our condo at Hibiscus 103-B is just what ... Learn More
Rates
$121 - $250 night
$595 - $1395 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 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... Learn More
Rates
$121 - $250 night
$595 - $1395 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: Ocean Village Club L17, Ground Floor unit, Screened Lanai, 2 pools Discover the pleasure of beachfront living at our condo at Ocean Village Club L... Learn More
Rates
$100 - $125 night
$292 - $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: Island House B 107 Ground Floor Flat, Ocean Views, Hdtv, Pool, Tennis With the expanse and beauty of the Atlantic Ocean for a backdrop, you?ll lov... Learn More
Rates
$125 - $125 night
$292 - $895 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: 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 ... Learn More
Rates
$78 - $150 night
$321 - $595 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: Island House C 219 Ocean View Rentals, Hdtv, Wifi, St Augustine Beach Fl An ocean-view unit for six with the most convenient location in the resor... Learn More
Rates
$142 - $142 night
$338 - $1095 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: 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, ... Learn More
Rates
$85 - $150 night
$367 - $695 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: With its peekaboo ocean view, spacious townhouse-style layout, and enviable location on the shores of Vilano Beach, our condo at Ocean Harbor 3 is ... Learn More
Rates
$150 - $275 night
$895 - $1500 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: With nothing between your balcony and Crescent Beach a grassy dune and perhaps a few gliding pelicans, our beachfront condo at Summerhouse 262 is t... Learn More
Rates
$150 - $325 night
$795 - $1695 week


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: 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... Learn More
Rates
$216 - $216 night
$452 - $1595 week


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: Ocean Village Club Q23, 2nd floor, Elevator, 2 pools, Hdtv, Wifi in Unit Newly remodeled. A light, airy and whimsical unit with plenty of floral ... Learn More
Rates
$121 - $250 night
$595 - $1395 week


Pet Friendly   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: Ocean Village Club K12, Ground Floor, Screened Lanai, Hdtv, Newly Updated! Whether you stay up late reading or watching our HDTV, you'll find our ... Learn More
Rates
$100 - $195 night
$495 - $1195 week


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: Windjammer 210 Luxury Beach Front, Newly Updated, Elevator, Hdtv Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The ... Learn More
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


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Listings 1 - 25 of 286
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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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