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St. Augustine Vacation Rentals

283 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 26 - 50 of 283
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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: Sea Place 11107, Beach Front unit, Ground Floor Flat, Pool, Hdtv, Wifi Step outside the door and you're on the dunes overlooking St. Augustine Bea... Learn More
Rates
$121 - $250 night
$595 - $1395 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Bella Rosa is a waterfront castle, complete with boat dock, on the Intracoastal Waterway. Boasting views of the ocean and Matanzas River, this 3-st... Learn More
Rates
$299 - $299 night
$699 - $2000 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Crescent Moon Villa, 4 BRs Ocean Front home, 4 BRs, Beach Path Sitting on a high dune with views of both Crescent Beach and the Intracoastal Water... Learn More
Rates
$433 - $433 night
$902 - $2995 week


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
$112 - $225 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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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... 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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you love splashing in sparkling water, our condo at Ocean Club II 34 gives you 2 options: the sugary sands of the beach just yards away, or a bi... Learn More
Rates
$125 - $125 night
$292 - $895 week


Non Smoking


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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: Four Winds A-3T, 2 Floors - Ocean Front, 2 BRs, 2 heated pools Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony o... Learn More
Rates
$121 - $250 night
$595 - $1395 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 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club A17, new Hdtv, Ground Floor, Heated Pool, & Private Beach One of the most affordable vacation spots on choice St. Augustine Bea... Learn More
Rates
$78 - $150 night
$320 - $595 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Cranberry Cottage, Private Pool, 100 steps to beach, 2+ BRs, sleeps 8 Just 100 steps from the beach, our upgraded Cranberry Cottage is the perfect... Learn More
Rates
$199 - $400 night
$793 - $1971 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Windjammer 412, 3 BRs, 3rd Floor, Beach Front, Elevator, Penthouse Our updated condo at Windjammer 412 is just a cut above the rest. It is ocean f... Learn More
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking


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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 Q34, Condo Rentals Beach Front, St. Augustine Beach, Fl A light, airy and whimsical unit with plenty of floral touches, Ocean V... Learn More
Rates
$112 - $225 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 4
Location: St. Augustine, Florida, United States
Description: Brand new to the rental market, Summerhouse 163 is ready to delight its first guests. Quite how? Not simply with stunning provisions and a glut of ... Learn More
Rates
$174 - $350 night
$850 - $1795 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 4
Location: St. Augustine, Florida, United States
Description: Dolphin Watch Cottage, Ocean View, Wifi, next to St Augustine Beach Florida A perfect retreat whether with your whole family or for a special week... Learn More
Rates
$95 - $175 night
$450 - $1000 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: Talk about pole position. Four Winds unit C5 is a launch pad to the sugary soft sand of Crescent Beach and all the family fun that waits beyond. Th... Learn More
Rates
$100 - $195 night
$495 - $1195 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: On the quiet shores of Crescent Beach in St. Augustine sits our spacious, fun Crescent Sunrise house. Easily sleeping 8 and boasting a big oceanfro... Learn More
Rates
$199 - $500 night
$995 - $2456 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 6
Location: St. Augustine, Florida, United States
Description: Tradewinds Condos Rentals Trade Winds 122 ocean view in St Augustine Beach Fl A sparkling swimming pool, slender palm trees, rolling dunes, blue s... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 3 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 ... Learn More
Rates
$177 - $375 night
$995 - $1895 week


Non Smoking   High-Speed Internet


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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: 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... Learn More
Rates
$148 - $300 night
$750 - $1595 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, 3 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: At Summerhouse 162, the Atlantic Ocean is to the east, marshes and sunsets are to the west, Matanzas Inlet is to the south, and historic St. August... 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 View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club I21, 2nd Floor unit, Elevator, 2 pools, tennis What shall it be today -- the beach, the pool, a picnic BBQ, or perhaps a spot o... Learn More
Rates
$95 - $175 night
$450 - $1000 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 Resort E35, St Augustine Beach with pools and tennis court Are you coming to St. Augustine to enjoy a little sunshine perhaps? ... Learn More
Rates
$100 - $195 night
$495 - $1195 week


Pet Friendly   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 N22, 2nd Floor Unit, Hdtv, 2 pools, tennis & beach, Wifi An unforgettable beach vacation awaits you at our condo at Ocean Villa... Learn More
Rates
$78 - $150 night
$320 - $595 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: Ocean Village Club E17, Ground Floor Unit, with 42" Hdtv & Wifi in unit Located at the center of a fun, family-oriented resort on the shores of th... Learn More
Rates
$95 - $175 night
$450 - $1000 week


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: Colony Reef 3103, Ground Floor, 3 BRs, Heated Pool, St Augustine The Atlantic Ocean is just steps away at Colony Reef 3103, our oceanfront ground-... Learn More
Rates
$121 - $250 night
$595 - $1395 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Location, location, location: It?s just as important when choosing a vacation rental as when buying a house. Just 600 feet from the beach and 5 min... Learn More
Rates
$133 - $300 night
$598 - $1514 week


Non Smoking   High-Speed Internet


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Listings 26 - 50 of 283
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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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