St. Augustine Vacation Rentals

423 St. Augustine Vacation Rentals were found matching your criteria.

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$225 - $350 /night
$1100 - $1100 /week

Surf View, 3 Bedroom, 2 Bath, Ocean View Home

Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean Views are just the beginning when you choose to stay at Surf View. It is located less than one (1) short block to the beach. There is an extr...

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$225 - $350 /night

$1100 - $1100 /week

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Featured

$1195 - $1695 /week

Ocean Front Ground Floor, Wifi, Beach Front Pool - Weekly...

13 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean Front Ground Floor, Wifi, Beach Front Pool - Weekly Rentals Only When you are looking to have the best vacation ever, then you will want to ...

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$1195 - $1695 /week

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$375 - $375 /night
$1990 - $1990 /week

Penthouse Villa Madrid

Apartment: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Stay on the oldest street in America in this one bedroom villa that can sleep 5 guests. Step back into the romance of Old Spain. This villa boasts...

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$375 - $375 /night

$1990 - $1990 /week

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$325 - $325 /night
$1900 - $1900 /week

Penthouse Villa

Apartment: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Stay on the oldest street in America in this one bedroom villa. Step back into the romance of Old Spain. This villa boasts old world romance from ...

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$325 - $325 /night

$1900 - $1900 /week

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$90 - $130 /night
$700 - $900 /week

Beautiful St. Augustine Condo in Ocean Front Complex

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: This beautiful, Four Winds, townhouse is located in a beach front complex. From the door, to the sand, is a simple 100 steps. The balcony overloo...

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$90 - $130 /night

$700 - $900 /week

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$175 - $300 /night
$995 - $1795 /week

Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Pri...

20 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Private Balcony When you are choosing your perfect vacation holiday, you will be happy you c...

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$175 - $300 /night

$995 - $1795 /week

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$142 - $256 /night
$995 - $1794 /week

Island House A 209, 2 Bedrooms, Ocean Front, Pool, Tennis...

42 reviews Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy a front-row seat on the coast in roomy townhouse at Island House A209! From our balconies you can gaze out at the beach, savoring that hypnot...

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$142 - $256 /night

$995 - $1794 /week

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$125 - $250 /night
$600 - $1250 /week

Ocean View Condo, Wifi, 4 heated pools, Tennis Courts, Sh...

16 reviews Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from your own balcony at ocean view Summerhouse 221, located steps from...

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$125 - $250 /night

$600 - $1250 /week

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$103 - $199 /night
$722 - $1393 /week

Sea Place 13137, 2 Bedrooms, Ocean View, Ground Floor, Po...

12 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: From the patio of our ground-floor condo at Sea Place 13137, you can see across a bright green lawn to the ocean. For a relaxing vacation just minu...

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$103 - $199 /night

$722 - $1393 /week

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$110 - $250 /night
$770 - $1750 /week

Admiral's Oasis

Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Admiral's Oasis is a beautifully decorated 2 BR/2BA townhome Want a relaxed, uncrowded beach vacation? Go where the locals go- Vilano Beach! This ...

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$110 - $250 /night

$770 - $1750 /week

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$230 - $345 /night
$1260 - $1960 /week

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Our updated condo at Windjammer 114 is just a cut above the rest. Not only its ocean front, it's also a 2 bedrooms unit with plenty of light. Inclu...

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$142 - $256 /night

$995 - $1794 /week

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$230 - $345 /night
$1155 - $1820 /week

Summerhouse 362

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: From this oceanfront retreat, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself! Everything at Su...

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$230 - $345 /night

$1155 - $1820 /week

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$110 - $250 /night
$770 - $1750 /week

St Aug Ocean and Racquet 1107

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Ground floor Condo is steps from both the pool and a 5 minute walk to beautiful St. Augustine Beach National Geographic has listed St Augustine as...

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$110 - $250 /night

$770 - $1750 /week

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$110 - $250 /night
$770 - $1750 /week

Quail Hollow on theOcean A6 2D

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Vibrant, Spacious Condo Steps from Pool and Pristine Beauty of Crescent Beach! From the balcony of our condo at Quail Hollow A6 2-D. you can relax...

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$110 - $250 /night

$770 - $1750 /week

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$96 - $190 /night
$672 - $1330 /week

Ocean Village Club I14, 2 Bedrooms, Sleeps 6, Ground Floo...

15 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The splashes of the oceanview swimming pool compete with the murmur of the Atlantic Ocean when you sit on our patio at Ocean Village Club I14, gazi...

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$96 - $190 /night

$672 - $1330 /week

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$115 - $265 /night
$805 - $1855 /week

Anastasia 514

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: When you walk in this charming beach condo you look straight and see the ocean in the distance, then walk outside to the large private balcony open...

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$115 - $265 /night

$805 - $1855 /week

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$175 - $285 /night
$875 - $1435 /week

Summerhouse 238

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from your own balcony. Does this sound idyllic? That’s exactly what bea...

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$175 - $285 /night

$875 - $1435 /week

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St. Augustine Vacation Rentals -- Modern Lodging Concept in America's Oldest City

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.

This map is intended to be used as a reference only.

St. Augustine Vacation Rentals

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