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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 276 - 300 of 414
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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 2-storey townhouse at Four Winds A-3. Located oceanfront, ...
Rates
$150 - $318 night
$695 - $1497 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 13
Location: St. Augustine, Florida, United States
Description: Three certainly isn’t a crowd at Ocean Pearl in St. Augustine Beach. With three floors, four bedrooms, and two additional sleeper sofas, this beach...
Rates
$600 - $1380 night
$2495 - $6325 week


Pet Friendly   Swimming Pool   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: Gorgeous 1st floor poolside unit located at Sea Place. This 2 bedroom 2 bath condo has plenty to offer for guests looking to escape to the beach. ...
Rates
$125 - $200 night
$750 - $1095 week


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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: Stay right in the heart of the action at Ocean Village Club R22! Our condo is on the second floor of a fun, family-oriented beachside complex. It h...
Rates
$125 - $260 night
$550 - $1195 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The Atlantic Ocean is just steps away at Colony Reef 2111, our oceanfront ground-floor condo. Located in a vibrant resort with all the amenities an...
Rates
$125 - $260 night
$550 - $1195 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Crescent Beach stretches away for miles in both directions just beyond the balcony of our corner-unit condo, Summerhouse 102. From this oceanfront ...
Rates
$200 - $462 night
$995 - $1959 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: Barefoot Trace, Ground Floor, Beach Front, 2 BR, 2 Bath, Sleeps 6 This condo is pure luxury living right on the beach. The accommodations are top...
Rates
$300 - $300 night
$995 - $1495 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: 2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pools, Wifi Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from ...
Rates
$150 - $250 night
$795 - $1225 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Be among the very first to enjoy our brand-new 3 bedroom townhouse at the Villas of Ocean Gate 429. Located in a new complex with 2 swimming pools,...
Rates
$150 - $350 night
$750 - $1715 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: A water-lover’s dream! Spectacular views of water on both sides of the condo! This condo is the ultimate family vacation spot! One of only a few un...
Rates
$175 - $425 night
$850 - $1930 week


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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: From your ground floor, ocean-front condo at Four Winds, the beach is just steps away. Every morning bound from bed straight on to sugar sand beach...
Rates
$95 - $195 night
$395 - $803 week


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2 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Just 100 steps from the beach, our upgraded Cranberry Cottage is the perfect venue for your next St. Augustine vacation. Our 2 bedroom plus house o...
Rates
$200 - $403 night
$995 - $1949 week


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2 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy a deck that looks out over the Atlantic Ocean, such are the pleasures in store when you book your vacation at Gaffney House in St. Augustine ...
Rates
$250 - $460 night
$1195 - $2179 week


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1 bedroom Vacation Rental Home in St. Augustine
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Seaside Villa is basically a mother-in-laws apartment that has been converted into a vacation rental. Before you pass this one up, you might want t...
Rates
$125 - $259 night
$595 - $1144 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: If you are looking for the perfect vacation condo then you have found it in Quail Hollow A8-3U. Situated close to the beach, you can dip your feet ...
Rates
$125 - $200 night
$695 - $995 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: Convenient and cozy are the watchwords of our Ocean Village Club C12 condo. Located on the ground floor of a family-oriented beachfront condo compl...
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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Welcome to the light, airy spaces and restful comfort of our second-floor corner condo at Ocean Village Club G26. Nestled in a fun, family-oriented...
Rates
$125 - $225 night
$495 - $1034 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 3.5 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...
Rates
$150 - $425 night
$850 - $1795 week


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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: Situated near the St. Augustine Pier on the shores of St Augustine Beach, our ground-floor condo at Pier Point 37 couldn't have a better location f...
Rates
$125 - $275 night
$550 - $1392 week


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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: Come for the beach and stay for the fun at Ocean Village Club R34, our third-storey condo at a vibrant, family-oriented beachside complex. Just yar...
Rates
$125 - $260 night
$550 - $1195 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our multi-storey townhouse at Four Winds E10. Located oceanfro...
Rates
$175 - $404 night
$850 - $1843 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: From our oceanfront top floor condo at Sand Dollar III 502, you have a marvelous panoramic view of beautiful Crescent Beach. A spacious 5th-floor c...
Rates
$175 - $425 night
$850 - $1930 week


Pet Friendly


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Spend your vacation in a home that backs up to the vast Atlantic Ocean. Hear the surge of the sea and feel the ocean breezes sweep in over your dec...
Rates
$350 - $550 night
$1495 - $2895 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: The Atlantic Ocean looks close enough to touch from the balcony of our 2nd-story condo, Hibiscus 203-A on St. Augustine Beach. You will find the pe...
Rates
$125 - $289 night
$595 - $1381 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: With views of the Atlantic Ocean from one side and those of the Intracoastal Waterway from the other, Windjammer 402 is like a little slice of heav...
Rates
$175 - $425 night
$850 - $1930 week


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Listings 276 - 300 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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