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St. Augustine Vacation Rentals

297 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 297
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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Venetian Beach Front House near St Augustine Beach Fl Sandwiched between perfect sunrise and sunset, your days at our Venetian Beach ... Learn More
Rates
$199 - $500 night
$624 - $2195 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: St Augustine Artist Retreat in Summer Haven, 3 houses to beach! Kick back in historic Summer Haven in our vintage cottage, Artist Retreat. Just 3 ... Learn More
Rates
$116 - $200 night
$374 - $995 week


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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 - $250 night
$446 - $1050 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 - $250 night
$446 - $1000 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: 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... Learn More
Rates
$125 - $125 night
$300 - $895 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Shhh . . . try not to brag about our charming oceanside getaway! Sea Urchin is a well-kept secret, for where else can you vacation just yards from ... Learn More
Rates
$125 - $350 night
$624 - $1495 week


Pet Friendly   Non Smoking


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Studio Vacation Rental Condo in St. Augustine - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Four Winds Oceanfront I-10D, Ground Floor Unit, Hdtv, Wifi, 2 Heated Pools From your ground floor, ocean-front condo at Four Winds, the beach is j... Learn More
Rates
$92 - $150 night
$330 - $595 week


Non Smoking


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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
$463 - $1595 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean views, spacious rooms, and beautiful design touches make our Beachwalk house a terrific place for your next St. Augustine Beach vacation. Fro... Learn More
Rates
$149 - $400 night
$374 - $1395 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... Learn More
Rates
$333 - $333 night
$902 - $2795 week


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: This well appointed home will provide comfort for multiple families with its two kitchens, five bedrooms and three full baths. The moment you driv... Learn More
Rates
$211 - $350 night
$1295 - $1500 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: 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
$125 - $300 night
$595 - $1395 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Colony Reef 2310, 3 BRs, heated pool, Hdtv, St Augustine Beach Fl Prepare to be thoroughly spoiled at our ocean view condo at Colony Reef 2310! B... Learn More
Rates
$125 - $325 night
$646 - $1495 week


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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: Make it a long weekend, or come for a week or more! Anastasia 716 welcomes groups of up to four people staying four or more nights. With some forty... Learn More
Rates
$200 - $395 night
$758 - $1595 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: Who says you have to skimp on luxury to get great value from your St. Augustine vacation? At cozy Ocean Village Club A32, you get all the amenities... Learn More
Rates
$92 - $150 night
$330 - $875 week


Non Smoking


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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: Turtle Cove, New Renovated Beach House, Ocean Front, walk to VIlano Town A gold-medal property, with sunrises to remember for a lifetime. Turtle C... Learn More
Rates
$249 - $1000 night
$789 - $3495 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 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... Learn More
Rates
$125 - $250 night
$550 - $1400 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 4
Location: St. Augustine, Florida, United States
Description: Island House E 225 Ocean View Rentals with Pool, St Augustine Beach Florida Get all the benefits of a beach house, with the convenience of a condo... Learn More
Rates
$142 - $142 night
$346 - $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: Ocean Village Club P19, Ground Floor unit, Tile Floors, Hdtv, Wifi, 2 pools, Spend some time in paradise on St. Augustine Beach at our ground-floo... Learn More
Rates
$100 - $250 night
$495 - $1195 week


Pet Friendly   Non Smoking   High-Speed Internet


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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: Whether you prefer to watch the rosy sunrise over the sparkling Atlantic Ocean or admire the fiery sunset over the Intracoastal Waterway, you?ll fi... Learn More
Rates
$167 - $167 night
$497 - $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: Ocean Village Club J16, Ground Floor Unit, Screened Lanai, 2 pools & beach Enjoy a new sport or activity for every day of your stay: bocci, shuffl... Learn More
Rates
$95 - $250 night
$446 - $1000 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: Ocean Village Club P27, 2nd Floor, has 2 pools, tennis, St Augustine Beach Fl Just yards from the beach, our airy and light condo at Ocean Village... Learn More
Rates
$100 - $250 night
$495 - $1195 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: Ocean Village Club R11, Ground Floor unit, Screened Lanai, 2 Pools, Wifi Ocean Village Club R11 offers everything including newly updated applianc... Learn More
Rates
$100 - $250 night
$495 - $1195 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 4
Location: St. Augustine, Florida, United States
Description: Just because you're at the beach, who says you can't live in luxury? Our 3-level condo at SpyGlass 41 is as opulent as a Paris flat, with beautiful... Learn More
Rates
$125 - $250 night
$550 - $1195 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: Summerhouse 233 Oceanview condo rental , 4 heated pools, Wifi At our condo at Summerhouse 233 you can have it all: a beachfront location that also... Learn More
Rates
$125 - $250 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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Listings 51 - 75 of 297
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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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