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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 276 - 289 of 289
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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: Need a cooling beach retreat for the summer heat? Or a cozy winter-time cottage to enjoy atmospheric swells? One vacation rental answers both: Isl... Learn More
Rates
$182 - $600 night
$995 - $2700 week


Pet Friendly   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 11
Location: St. Augustine, Florida, United States
Description: Pull in to the driveway of Ocean Sunrise, our beachfront house, and you might think it's just a cottage. But once you see the wraparound deck, lana... Learn More
Rates
$182 - $600 night
$995 - $2700 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: On the quiet shores of Crescent Beach in St. Augustine sits our spacious, fun Crescent Sunrise house. Easily sleeping 8 and boasting a big oceanfro... Learn More
Rates
$182 - $600 night
$995 - $2700 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: A hidden gem in historic downtown St. Augustine, our home at Oasis House is a vintage bungalow that has been completely renovated inside. Its modes... Learn More
Rates
$133 - $150 night
$476 - $900 week


Pet Friendly   Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: King suite Unit Description: This oceanfront one bedroom suite offers a living room with a wonderful ocean front view and a sliding glass door tha... Learn More
Rates
$155 - $999 night
$1085 - $6993 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: Come enjoy beautiful St. Augustine Beach from the comfort of our townhouse-style tennis villa at Colony Reef 18C. Overlooking a pond with a fountai... Learn More
Rates
$95 - $250 night
$450 - $895 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: 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
$142 - $199 night
$349 - $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 5
Location: St. Augustine, Florida, United States
Description: Our newly renovated 2nd floor unit at Pelican Inlet has everything you need for a care free vacation. You really will feel you're in a little home ... Learn More
Rates
$89 - $195 night
$320 - $695 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: When dreaming about a beachside vacation, you probably had something just like Mi Casa Suprema 1 in mind: an airy, beautifully decorated house righ... Learn More
Rates
$125 - $395 night
$595 - $1350 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 7
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey townhouse-sty... Learn More
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Cottage in St. Augustine
Cottage: Studio, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Next time you're in St. Augustine, don't just visit historic sites -- live in one! When you stay in the downstairs studio of Garden Cottage, a 200+... Learn More
Rates
$83 - $100 night
$255 - $600 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: Enter oceanfront resort Island South?s unit 7 and fall in love with this happy space. Ceiling fans provide a delicious cooling breeze - improved te... Learn More
Rates
$175 - $425 night
$850 - $1750 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Stay in a "lighthouse" on your next vacation -- our light-filled, utterly unique, popular Atlantic View House! You'll fall in love with its sunligh... Learn More
Rates
$199 - $600 night
$698 - $2700 week


Pet Friendly   Non Smoking   Swimming Pool   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: From the balcony of our 2nd-storey condo at Quail Hollow A2-1U, you have a sweeping view of the beautiful dunes, soft sands, and sparkling waves of... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking


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Listings 276 - 289 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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