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St. Augustine Holiday Rentals

295 St. Augustine Holiday 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 76 - 100 of 295
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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 4 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. ... Learn More
Rates
$199 - $500 night
$995 - $2195 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 J14, Ground Floor Unit, 2 pools, tennis & beach Enjoy our island-themed condo on the ground floor of the fun, family-oriented b... Learn More
Rates
$95 - $175 night
$449 - $936 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: Summerhouse 133 Oceanview condo rental , 4 heated pools, Wifi Breezy, bright, and beautiful, our oceanfront condo at Summerhouse 133 is the ideal ... Learn More
Rates
$125 - $225 night
$550 - $1117 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
$486 - $800 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Crescent Cottage in St Augustine Beach, 4 BRs, Direct Ocean Front, Hdtv Sweeping oceanfront views and utter privacy are yours in our Crescent Cott... Learn More
Rates
$150 - $400 night
$793 - $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 D16, Ground Floor Unit, Hdtv, with pools, wifi in unit When you're ready for a vacation combining the comfort of a resort with ... Learn More
Rates
$95 - $150 night
$377 - $695 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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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 206, Beach Front, Queen Sized Suite, Pet Friendly Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo ove... Learn More
Rates
$95 - $150 night
$377 - $695 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: 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
$125 - $250 night
$595 - $1400 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Colony Reef 3302, 3rd floor, 3 BRs, Heated Pool, St Augustine The sparkling sea, with its spectacular sunrises and balmy breezes, glitters just be... Learn More
Rates
$125 - $250 night
$595 - $1295 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach 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 With views of the Atlantic Ocean from one side and those of the Intracoastal Wa... Learn More
Rates
$249 - $249 night
$637 - $1595 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Situated in one of the Historic districts of St. Augustine, a stone path lined with indigenous ferns leads you to your own vacation get-away, Garde... Learn More
Rates
$102 - $150 night
$669 - $895 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: 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
$579 - $1495 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: Colony Reef 18A, Ground Floor, Tennis Villa, Heated Pool, Updated Ideal for a week?s vacation or a full winter escape, Colony Reef 18A is a well-a... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine The Hut, Historic Beach Front Cottage, Oceanfront, Lcd Tv, Wifi When the Wild West was at its wildest and Queen Victoria ruled far an... Learn More
Rates
$166 - $400 night
$793 - $1595 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: St Augustine Ocean Drive Beach House, Ocean Front, Private Beach Access Staying at our home at Ocean Drive House is like owning your very own stri... Learn More
Rates
$199 - $500 night
$995 - $2195 week


Pet Friendly   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 B15, Ground Floor with Lanai, 2 pools, new Hdtv Escape to the sweet beach life at our cozy, immaculately maintained condo at Oc... Learn More
Rates
$92 - $150 night
$330 - $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: From the master bedroom at Hibiscus 101-B, you can see the dunes and the ocean without even leaving the king-sized bed! Our immaculately appointed ... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sea Place 14164, 3 BRs, Ground Floor, Pool, Tennis & Private Beach This 3 bedroom unit is one of only two in the entire complex. Our ground floor... Learn More
Rates
$125 - $250 night
$595 - $1295 week


Non Smoking


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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 A36, Top Floor, Hdtv, Wifi, St Augustine, Corner Unit Extraordinary value with a view! That's what you'll say about Ocean Villa... Learn More
Rates
$92 - $150 night
$330 - $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
$150 - $300 night
$750 - $1489 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: Just yards from beautiful Crescent Beach, our condo at Summerhouse 408 offers comfort, beauty, and ease for your St. Augustine vacation. Come stay ... Learn More
Rates
$150 - $300 night
$750 - $1489 week


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: At long last, you can again rent the beach cottage of your childhood. If you tend to avoid templates and revel in one-offs, you?ll love Vilano Blue... Learn More
Rates
$149 - $660 night
$598 - $1495 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: Wave Watch Cottage, Wifi, steps to St Augustine Beach Florida A stone?s throw from the beach - just one house between you and the ocean. Wake up e... Learn More
Rates
$95 - $175 night
$449 - $936 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: 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
$497 - $1000 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 of 295
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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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