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St. Augustine Vacation Rentals

291 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 291
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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 11209, Direct Beach Front, Hdtv, Pool, Tennis, St Augustine Beach Remember the vacation you ditched shoes and socks in favor of a pretty... Learn More
Rates
$125 - $325 night
$695 - $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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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, 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
$125 - $250 night
$550 - $1117 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 11208, Direct Ocean Front condo, pool, tennis, St Augustine Fl With 2 balconies overlooking the beach, this totally redecorated 2-storey... Learn More
Rates
$125 - $325 night
$695 - $1395 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
$150 - $350 night
$750 - $1489 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: 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 - $250 night
$449 - $936 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Island Time Beach House, Ocean Front on a High Dune Need a cooling beach retreat for the summer heat? Or a cozy winter-time cottage t... 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 - 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 - $250 night
$449 - $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: 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
$300 - $795 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: 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
$95 - $150 night
$377 - $695 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Our beachfront townhouse Ocean Harbor 5 was designed with just one goal in mind: to help make sure everyone who stays here has a fun, relaxing, fab... Learn More
Rates
$175 - $325 night
$875 - $1495 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 6
Location: St. Augustine, Florida, United States
Description: If our oceanfront condo at Sand Dollar I 108 isn't paradise, it's the nearest place to it! Steps away from Crescent Beach, it also overlooks the dr... Learn More
Rates
$216 - $233 night
$579 - $1495 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 8
Location: St. Augustine, Florida, United States
Description: Sand Dollar I 105, Beach Front, Ground Floor, 3 BRs with Pool Step outside your bedroom in our ground-floor condo at Sand Dollar I 105 and you are... Learn More
Rates
$299 - $299 night
$699 - $1895 week


Non Smoking   High-Speed Internet


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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
$1360 - $1500 week


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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
$92 - $150 night
$330 - $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: Quail Hollow A2-4D with pool on Crescent Beach, St Augustine Fl From the balcony of our condo at Quail Hollow A2-4D, you can relax with a good boo... Learn More
Rates
$125 - $300 night
$595 - $1295 week


Non Smoking


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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: Experience the rich history and amazing beauty of Summer Haven, the barrier island home of our luxurious Afternoon Delight house. You'll enjoy all ... Learn More
Rates
$149 - $400 night
$673 - $1395 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Our Blue Parrot Beach House sits on the edge of the Atlantic Ocean. It is the #1 house we have for ocean views as it is perched as close as you ca... Learn More
Rates
$299 - $299 night
$699 - $1895 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: Ocean Village Club D23, 2nd Floor, End Unit, 2 pools (1 heated) You'll love the comfort and character of our condo at Ocean Village Club D23. We?v... Learn More
Rates
$95 - $150 night
$377 - $695 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: St Augustine Summerhouse 226 Ocean view condo rental with 4 heated pools Glittering blue waves, a vast sky, and pleasant green lawns are all yours... Learn More
Rates
$125 - $250 night
$550 - $1117 week


Non Smoking


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Experience Crescent Beach the way the natives do at Bikini Bottom, our cozy cottage just 3 blocks from the beach. With garage parking, yards for gr... Learn More
Rates
$99 - $200 night
$449 - $1050 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 - $250 night
$495 - $1109 week


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: 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
$544 - $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 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 - $250 night
$449 - $936 week


Pet Friendly   Non Smoking


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Listings 51 - 75 of 291
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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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