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St. Augustine Vacation Rentals

295 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 76 - 100 of 295
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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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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 Yellow Sunrise Beach House, Ocean Front on 35 foot dune You know what?s better, the higher you go? The view. If you seek sunshine, sa... Learn More
Rates
$199 - $500 night
$995 - $2195 week


Pet Friendly   Non Smoking   High-Speed Internet


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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: Whether you prefer to watch the rosy sunrise over the sparkling Atlantic Ocean or admire the fiery sunset over the Intracoastal Waterway, you?ll fi... Learn More
Rates
$167 - $167 night
$497 - $1000 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 3 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: Ocean Front, 5 BRs, Hdtv, Wifi - Watch sunrise and sunset on deck We are so delighted with this little yellow dune house in Summer Haven. Every r... Learn More
Rates
$299 - $1000 night
$1495 - $3795 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: Ocean Village Club J16, Ground Floor Unit, Screened Lanai, 2 pools & beach Enjoy a new sport or activity for every day of your stay: bocci, shuffl... Learn More
Rates
$95 - $175 night
$449 - $936 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: Ocean Eight 101 - 1st floor, Ocean Front, Pool, Crescent Beach Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our... Learn More
Rates
$150 - $300 night
$750 - $1489 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Enjoy a tropical oasis at Summer Wind, our 2-storey house just yards from Crescent Beach. Beautifully landscaped with a heated pool and boasting a ... Learn More
Rates
$299 - $1000 night
$1250 - $3795 week


Pet Friendly   Non Smoking   Swimming Pool   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
$199 - $500 night
$995 - $2195 week


Non Smoking


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Seaside Escape Beach House - 5 BRs, Crow's Nest - Ocean Views From the rooftop crow?s nest of Seaside Escape, our 3-story house on St. Augustine B... Learn More
Rates
$175 - $450 night
$875 - $1895 week


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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: Summerhouse 102 - Luxury, Ocean Front, Corner Unit, 55" Hdtv, Blue Ray Crescent Beach stretches away for miles in both directions just beyond the ... Learn More
Rates
$175 - $350 night
$850 - $1681 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: 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 - $250 night
$595 - $1295 week


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: Windjammer 316, 3 BRs, 3rd Floor, Beach Front, Elevator, Corner Unit Our newly updated condo at Windjammer 316 is just a cut above the rest. Not o... 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: Ocean Village Club O35 suits energetic spirits who?ll love being a quick zip down to the ocean-front pool, the private beach access and plenty more... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Pet Friendly   Non Smoking


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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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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 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 - $175 night
$449 - $1050 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: 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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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Ocean Village Club B36, new Hdtv, Wood Floors, with 2 Pools, Tennis & Beach Extraordinary value with a penthouse 3rd floor view! That's what you'... 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 - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Windjammer 214 Luxury Beach Front, Elevator, Pool, St Augustine Beach If staying on the beachfront is a priority, Windjammer 214 is the condo for ... Learn More
Rates
$249 - $249 night
$637 - $1595 week


Non Smoking   High-Speed Internet


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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
$158 - $289 night
$875 - $1500 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in St. Augustine - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Four Winds Oceanfront A-3D, Ground Floor Unit, Hdtv, Wifi, 2 Heated Pools From your ground floor, ocean-front condo at Four Winds, the beach is ju... Learn More
Rates
$92 - $150 night
$330 - $595 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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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Great 4-bedroom 4-bath home located just across the street from the Ocean that allows for fantastic views from the spacious balconies. Bedding Con... Learn More
Rates
$195 - $238 night
$1170 - $1295 week


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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 I14, Ground Floor Unit, Screened Lanai, 2 pools, beach The splashes of the oceanview swimming pool compete with the murmur of t... 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, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club O31, 3rd Floor, new Hdtv, pools, tennis & beach With a view of both the glittering ocean and a sparkling swimming pool, the bal... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Winds E-10, Luxury Beach Front, 3 BRs, 2 Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony ... Learn More
Rates
$177 - $375 night
$995 - $1895 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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