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St. Augustine Vacation Rentals

414 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 414
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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: The name says it all! When you stay at Barefoot, our ocean front house on St. Augustine Beach, you just can't help but unwind and have fun the way ...
Rates
$425 - $805 night
$1795 - $4025 week


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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: This, recently (2016), remodeled beach house is great for entertaining. Sea Oats Cottage will comfortably sleep 12 guests. This is the perfect home...
Rates
$250 - $460 night
$1195 - $2179 week


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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: Beachfront living has never been this affordable and pleasant! Our ground-floor condo at Ocean Village Club E12 brings you within yards of the Atla...
Rates
$125 - $260 night
$550 - $1195 week


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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: Spectacular sunrises, sparkling waves, and soft sands await you! Conveniently located on the ground floor of an oceanfront family-oriented resort w...
Rates
$95 - $195 night
$395 - $803 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you're ready for a truly relaxing vacation at one of the best beaches in Florida, come stay in our townhouse at Ocean Club II 17. Just yards f...
Rates
$95 - $225 night
$450 - $1070 week


Pet Friendly


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Ahoy, maties! Welcome to Pirates' Paradise, our big beach house perched on the point where the ocean meets the St. Augustine Harbor inlet. Amazing ...
Rates
$600 - $1300 night
$2495 - $7000 week


Pet Friendly   Swimming Pool   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: We love our space because it has everything needed to enjoy a relaxing day whether it be on Crescent Beach steps away or many surrounding attracti...
Rates
$125 - $200 night
$695 - $995 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you are planning that special vacation then you need to pick the right place to stay; therefore, you shouldn?t look any further then our ocean f...
Rates
$175 - $300 night
$995 - $1575 week


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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: Enjoy a new sport or activity for every day of your stay: bocci, shuffleboard, snorkeling, swimming and more. Ocean Village Club offers activities ...
Rates
$125 - $260 night
$550 - $1195 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Pelican Way, 4 BR, 3 Bath Ocean View Home, Private Pool, Pet Friendly Beautifully landscaped and located less than two blocks from the amazing san...
Rates
$300 - $500 night
$1795 - $2195 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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Studio Vacation Rental Home in St. Augustine
Home: 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&...
Rates
$95 - $230 night
$495 - $1029 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: Relax island-style in our charming condo at Ocean Village Club I33. With a private balcony boasting sweeping views of a grassy lawn and sparkling s...
Rates
$125 - $260 night
$550 - $1195 week


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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: Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our luxurious condo at Ocean Eight 101 is the perfect beachfront ge...
Rates
$150 - $347 night
$750 - $1612 week


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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: Nestled between the ocean & Intracoastal Waterway, our beachfront condo at Windjammer 314 offers spectacular views of both! Enjoy sunrises and ...
Rates
$175 - $425 night
$850 - $1930 week


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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 newly 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 v...
Rates
$175 - $425 night
$850 - $1930 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Discover a tropical oasis 2 blocks from the beach at Atlantic Oasis, a 4 bedroom, 2nd story house in St. Augustine. Treat yourself to the private p...
Rates
$350 - $604 night
$1495 - $2869 week


Pet Friendly   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Direct Beach Front, 4 BR, 3 Bath, Bonus Room, Pet Friendly, Wifi This home is the first time on a rental program. They say a view is worth a thou...
Rates
$300 - $600 night
$1995 - $3295 week


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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 a very short distance to the beach, this two (2) bedroom, two (2) bath condo at Ocean Club I, Unit 28 is the perfect vacation destination. ...
Rates
$125 - $200 night
$595 - $795 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: Sometimes the best vacations begin with the perfect place to stay: comfortable, cozy, and welcoming. That's what you'll find at our condo at Ocean ...
Rates
$95 - $225 night
$450 - $1070 week


Pet Friendly


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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 yards from the beach, our airy and light condo at Ocean Village Club P27 gives you all the amenities of a family-oriented condominium complex ...
Rates
$125 - $260 night
$550 - $1195 week


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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 Q34 is a perfect choice for a group of six or fewer seeki...
Rates
$150 - $318 night
$695 - $1497 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: The first thing you'll fall in love with at Pelican Inlet C216 is the balcony. Just off the living room, it overlooks the condo complex, and remind...
Rates
$95 - $195 night
$395 - $803 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 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...
Rates
$125 - $275 night
$550 - $1392 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: A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 6103, the good life ...
Rates
$125 - $260 night
$550 - $1195 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: At our condo at Summerhouse 233 you can have it all: a beachfront location that also overlooks marshland; an amenity-rich complex; water on 3 sides...
Rates
$125 - $260 night
$550 - $1195 week


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Listings 51 - 75 of 414
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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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