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St. Augustine Vacation Rentals

289 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 289
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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: Beach living doesn't get any easier than at our spacious villa at Ocean Gate 345. Just minutes on foot from lovely Crescent Beach, it offers fine r... Learn More
Rates
$119 - $350 night
$550 - $1195 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 - $450 night
$465 - $1800 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Memories will be made here and dreams will be shared. From carefully selected furnishings to a wonderful balcony with water views and ocean views f... Learn More
Rates
$203 - $1000 night
$1195 - $3000 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sandwiched between perfect sunrise and sunset, your days at our Venetian Beach House has a lot to live up to. Enjoy sunny days on the beach front d... Learn More
Rates
$199 - $600 night
$995 - $2700 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: An ocean-view unit for six with the most convenient location in the resort condominium complex! Less than a minute?s walk to the clubhouse and priv... Learn More
Rates
$100 - $295 night
$495 - $995 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: Your favorite six guests, four balconies and two miles of beach - imagine your perfect vacation at Island House A 207. This cream-of-the-crop condo... Learn More
Rates
$125 - $395 night
$595 - $1350 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: Breezy, bright, and beautiful, our oceanfront condo at Summerhouse 133 is the ideal setting for your Crescent Beach vacation! With lovely views fro... Learn More
Rates
$125 - $350 night
$550 - $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: You're just yards from the white sand beach at Ocean Village Club Q11. Conveniently located on the ground floor of a fun, family-oriented condo com... Learn More
Rates
$125 - $395 night
$595 - $1350 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: Located in an oceanfront resort with swimming pools, tennis, a fitness center and more, our delightful condo at Ocean Village Club D15 is well appo... Learn More
Rates
$89 - $225 night
$365 - $795 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Perfectly sandwiched between the Atlantic Ocean and the Intracoastal Waterway, our beachfront condo at Tradewinds 201 is ideal for a water-filled C... Learn More
Rates
$95 - $250 night
$450 - $895 week


Non Smoking   High-Speed Internet


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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: The Atlantic Ocean is just steps away at Colony Reef 2109, our oceanfront ground-floor condo. Located in a vibrant resort with all the amenities an... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Combine the relaxation of the beach with the excitement of the city at Villas at Ocean Gate 353, our 2-story condo in an oceanfront complex on Cres... Learn More
Rates
$119 - $350 night
$550 - $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 4
Location: St. Augustine, Florida, United States
Description: Newly remodeled and so luxurious, our penthouse condo at Island South 11 overlooks beautiful St. Augustine Beach. If you're looking for sweeping vi... Learn More
Rates
$150 - $395 night
$795 - $1650 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: With 2 balconies overlooking the beach, our 2-storey townhouse at Sea Place 11208 offers you a private view of one of the most beautiful coastlines... Learn More
Rates
$125 - $395 night
$595 - $1350 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 - $283 night
$526 - $1695 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: This is our Pippi Longstocking House - So fun and lovely - no one ever wants to leave! Just 400' from the Atlantic, on a tiny barrier island. The ... Learn More
Rates
$166 - $500 night
$583 - $2100 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: A light, airy and whimsical unit with plenty of floral touches, Ocean Village Club Resort Q23 is a perfect choice for a group of six or fewer seeki... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our updated condo at Windjammer 316 is just a cut above the rest. Not only is it ocean front, it's also a corner unit, so you have splendid views i... Learn More
Rates
$233 - $299 night
$585 - $1795 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: Just a stroll away from St. Augustine Beach, our condo at Ocean Village Club F33 has views of on-site tennis courts and a swimming pool from a bree... Learn More
Rates
$95 - $250 night
$450 - $895 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: What shall it be today -- the beach, the pool, a picnic BBQ, or perhaps a spot of tennis? At our condo at Ocean Village Club I21, there's a new adv... Learn More
Rates
$95 - $250 night
$450 - $895 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: Nestled between Crescent Beach and the Intracoastal Waterway is our second-storey condo at Pelican Inlet C216. Boasting all the amenities of a reso... Learn More
Rates
$83 - $195 night
$320 - $695 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sweeping oceanfront views and utter privacy are yours in our Crescent Cottage, nestled high on the dunes at the tip of the 35 foot dune. Enjoy unsp... Learn More
Rates
$166 - $500 night
$583 - $2100 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: With a peek of the ocean from 2nd floor deck, the Bluefish 16 house is only a short walk to the community?s beach boardwalk that leads you to one o... Learn More
Rates
$150 - $450 night
$795 - $1650 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: You'll love relaxing at Ocean & Racquet Club 1107, our ground-floor condo in a beachfront resort in St. Augustine. With designer touches, comfortab... Learn More
Rates
$95 - $225 night
$365 - $795 week


Non Smoking


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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 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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Listings 1 - 25 of 289
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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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