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St. Augustine Vacation Rentals

288 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 288
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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Lodge Historic Beach House, 5 BR cottage, Ocean Front, Wifi This is it, Folks! See the stories in the Coastal Living, Jacksonville m... Learn More
Rates
$175 - $450 night
$875 - $2450 week


Pet Friendly   Non Smoking   High-Speed Internet


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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 G21, 2nd Floor, Screened Lanai, 2 pools, tennis & beach Enjoy the beach from our relaxing, nicely appointed condo at Ocean Vill... 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: Pelican Inlet C-216 - Steps from Ocean & Intracoastal, Pool, Tennis The first thing you'll fall in love with at Pelican Inlet C216 is the balcony.... Learn More
Rates
$78 - $150 night
$320 - $595 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: 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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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: Everything's just a little newer and nicer at our townhouse at Ocean Club I 34, a mere stone's throw from St. Augustine Beach. Our condo in this oc... 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: Island South 11, Ocean Front, Hdtv, Wifi, Penthouse 3rd Floor Newly remodeled and so luxurious, our penthouse condo at Island South 11 overlooks b... Learn More
Rates
$150 - $325 night
$795 - $1695 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Blue Bell Cottage pet friendly 2 BRs in historic St Augustine Florida Experience downtown St. Augustine like a native in our charmingly updated Bl... Learn More
Rates
$133 - $133 night
$474 - $900 week


Pet Friendly   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 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 View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club G26, 2nd Floor, with 2 pools, tennis & beach, New Hdtv Welcome to the light, airy spaces and restful comfort of our second-floo... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Non Smoking


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4 bedroom Vacation Rental Condo in St. Augustine
Condo: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our living room and all 4 bedrooms of our Bella Mar condo open onto a balcony overlooking either the sunrise on Crescent Beach or the sunset on the... Learn More
Rates
$392 - $392 night
$817 - $2495 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: Sea Place 14158, Ground Floor, Pool, Tennis, & Beach, St Augustine Beach Fl Discover the charm of St. Augustine beach living at our condo at Sea P... Learn More
Rates
$100 - $195 night
$495 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Colony Reef 1407, 4th floor, 3 BRs, Heated Pool, all new Hdtvs The dunes, the sands, the water -- all of this and more await you at our oceanview ... Learn More
Rates
$121 - $250 night
$595 - $1395 week


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
$499 - $1114 week


Non Smoking   High-Speed Internet


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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
$673 - $1656 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Hibiscus 302-D Ocean View, 3rd floor, 3 BRs, 3 pools, new Hdtvs Welcome to Hibiscus 302-D, our newly redecorated 3rd-floor condo on St. Augustine ... Learn More
Rates
$148 - $300 night
$750 - $1595 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 Resort P32, Ocean View, St. Augustine Beach Fl There?s well-decorated, and then there?s Ocean Village Club P32. Not only does t... 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: Captains Quarters 105, 2 elevators, pool, tennis, grill, beach access From the big, breezy lanai at our condo at Captains' Quarters 105, you can s... Learn More
Rates
$100 - $225 night
$550 - $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: 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
$149 - $149 night
$339 - $1195 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 D21, 2nd Floor, Corner Unit, Renovated, Hdtv Right in the heart of a fun, family-friendly oceanside condo complex is our Ocean ... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Experience life in a beach community the way the locals do at Playa Haus, our 2-storey house just a block from the beach. It's got 2 big sunny deck... Learn More
Rates
$149 - $400 night
$673 - $1656 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, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Quail Hollow B1-4D, Beach Front, 1 BR, Ground Floor Unit, Pool With its soft white sands and unspoiled dunes, Crescent Beach is a charming, beauti... Learn More
Rates
$125 - $125 night
$292 - $895 week


Non Smoking   Swimming Pool


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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 R34, 3rd Floor, Elevator, 2 pools, tennis & beach Come for the beach and stay for the fun at Ocean Village Club R34, our third-... Learn More
Rates
$100 - $195 night
$495 - $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: Soaring ceilings and sweet furnishings. Get to know and love Island House F229, but be sure to wake in time for the Atlantic Ocean sunrise! Thanks... Learn More
Rates
$125 - $125 night
$292 - $895 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 1 - 25 of 288
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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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