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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 26 - 50 of 289
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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: With a long balcony overlooking beautiful Crescent Beach, our condo at Barefoot Trace 309 has a picturesque view of dune, sand, sea, and sky. Locat... Learn More
Rates
$199 - $266 night
$465 - $1595 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: In the heart of the Old City lies Garden Cottage, a beautiful carriage house, more than 200 years old and lovingly restored. The upper story is a s... Learn More
Rates
$83 - $100 night
$255 - $600 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: Just across the street from the beach is our big, friendly Bohemian house, with a private pool, lanai, sun deck, and room to sleep 8. Enjoy a huge ... Learn More
Rates
$182 - $600 night
$995 - $2700 week


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: This is what beachfront living is all about! Our condo at Ocean Village Club L25 is spacious and well-appointed, located in a family-oriented ocea... Learn More
Rates
$95 - $250 night
$450 - $895 week


Non Smoking


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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: You've just discovered the best value in beach vacationing! Our Ocean Village Club B25 is a spotless, comfy condo in a fun and family-oriented comm... Learn More
Rates
$83 - $195 night
$320 - $695 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: Looking for value for your money? Ocean Village?s Club G26 suggests you seriously consider their gorgeous condo. You?ll love the overall feeling of... Learn More
Rates
$95 - $250 night
$450 - $895 week


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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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... Learn More
Rates
$116 - $149 night
$301 - $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: 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... 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, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Location, location, location! Our condo at Pier Point 18 has views of the ocean and pool, spacious and comfy rooms, and all the amenities. Best of ... Learn More
Rates
$119 - $350 night
$550 - $1195 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: Sitting on a high dune with views of both Crescent Beach and the Intracoastal Waterway, Crescent Moon Villa is the perfect vacation destination for... Learn More
Rates
$366 - $466 night
$820 - $2795 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: Enjoy our island-themed condo on the ground floor of the fun, family-oriented beachside Ocean Village Club complex. With plenty of space for the wh... 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: This ground floor unit, overlooks the pool and ocean. Our ground floor unit at Ocean Vilalge club is located in a family oriented ocean side resor... Learn More
Rates
$119 - $350 night
$550 - $1195 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: Spend some time in paradise on St. Augustine Beach at our ground-floor condo, Ocean Village Club P19! Beautifully furnished and well maintained, it... Learn More
Rates
$100 - $295 night
$495 - $995 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, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy beach living at its best in our condo at SpyGlass 36! With lovely views of the pool, palm trees, and ocean, you never forget that you are vac... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Just because you're at the beach, who says you can't live in luxury? Our 3-level condo at SpyGlass 41 is as opulent as a Paris flat, with beautiful... Learn More
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Luxuriate in the amenities of our 3 bedroom direct ocean front condo. Spyglass 4 on Crescent Beach boasts beach front views, direct private beach ... Learn More
Rates
$150 - $395 night
$750 - $1550 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 12
Location: St. Augustine, Florida, United States
Description: Our custom-built home, newly updated, Amore Beach House, makes staying at the beach even more fun! With lovely ocean views, a balcony and patio, an... Learn More
Rates
$171 - $1000 night
$1195 - $3000 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: Just yards from the beach, our townhouse-style condo at Ocean Club II 5 has a patio, a covered balcony, and a sundeck for your enjoyment. View the ... Learn More
Rates
$116 - $149 night
$301 - $895 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Come experience St. Augustine from the comfort of our ground-floor, end-unit condo at Ocean Village Club G16. It?s just steps from a swimming pool,... Learn More
Rates
$95 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking


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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: One of the most affordable vacation spots on choice St. Augustine Beach is Ocean Village Club A17. Our first-floor condo welcomes your family with ... Learn More
Rates
$83 - $195 night
$320 - $695 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 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
$83 - $195 night
$320 - $695 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you?ve ever fantasized about finding your own beach hideaway, within sight of the water yet home-like, our condo at Hibiscus 103-B is just what ... 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 - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool, slender palm trees, rolling dunes, blue sea, and huge sky are all yours when you gaze out from the balcony of our condo ... Learn More
Rates
$95 - $250 night
$450 - $895 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: A charming beach house that gets ?oohs and ahhs? from the moment you arrive. Pelican Landing Beach Cottage at Crescent Beach near St Augustine is a... Learn More
Rates
$116 - $250 night
$348 - $1200 week


Pet Friendly   Non Smoking   High-Speed Internet


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Listings 26 - 50 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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