St. Augustine Vacation Rentals

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

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$200 - $350 /night
$1100 - $1750 /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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$200 - $350 /night

$1100 - $1750 /week

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Featured

$250 - $250 /night
$995 - $1695 /week

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

9 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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$250 - $250 /night

$995 - $1695 /week

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$1160 - $2195 /week

Ocean Front Luxury Condo, Tempur Pedic Mattress - Weekly ...

4 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Front Luxury Condo, Tempur Pedic Mattress - Weekly Rentals Only Sand Dollar III, 404, Ocean Front Luxury Condo, Tempur Pedic Mattress, WiFi ...

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$1160 - $2195 /week

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$92 - $250 /night
$550 - $1195 /week

Sea Place 14158, 2 Bedrooms, Ground Floor, Pool, Tennis, ...

9 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Discover the charm of St. Augustine beach living at our condo at Sea Place 14158. Nestled in a small, family-friendly oceanfront complex, it sleeps...

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$92 - $250 /night

$550 - $1195 /week

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$100 - $950 /night
$2395 - $7550 /week

Atlantic Angel, 4 Bedrooms, Ocean Front, Private Pool, Sl...

33 reviews Add to Favorites

Home: 4 Bedroom, 4.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Gorgeous views of the ocean and Intracoastal Waterway are yours from every room in Atlantic Angel, our beachfront Mediterranean-style house in St. ...

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$100 - $950 /night

$2395 - $7550 /week

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$92 - $250 /night
$550 - $1195 /week

Ocean Village Club J24, 2 Bedrooms, Heated Pool, Wifi, Sl...

15 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The Atlantic is just yards away and historic downtown St. Augustine mere minutes by car when you stay at our luxe condo at Ocean Village Club J24! ...

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$92 - $250 /night

$550 - $1195 /week

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$92 - $250 /night
$550 - $1195 /week

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

10 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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$92 - $250 /night

$550 - $1195 /week

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$100 - $400 /night
$795 - $1595 /week

Island House A 211, 2 Bedrooms, Ocean Front, Pool, Tennis...

43 reviews Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Luxury updates for 2015 include brand new sofa, upgraded carpet, designer furnishings, new linens, comforters, window treatments, and participation...

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$100 - $400 /night

$795 - $1595 /week

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$100 - $350 /night
$795 - $1607 /week

Ocean Eight 104, 3 Bedrooms, Ocean Front, Pool, Wifi, Sle...

21 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: It's the best of both worlds! Our oceanfront condo at Ocean Eight 104 is in a small building of just 8 units, giving you the privacy of a house wit...

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$100 - $350 /night

$795 - $1607 /week

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$100 - $633 /night
$1595 - $3099 /week

White Sand Beach House, 3 Bedroom, Ocean Front, Wifi, Sle...

37 reviews Add to Favorites

Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Newly updated as of December 2012. It’s the perfect combination of traditional beach house charm and contemporary convenience. Newly renovated, Whi...

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$100 - $633 /night

$1595 - $3099 /week

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$92 - $250 /night
$550 - $1195 /week

Ocean Village Club F12, Ground Floor, pools, tennis & bea...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Ocean Village Club F12 lets you enjoy the ultimate Florida vacation. For starters, the 2-bedroom condo is just steps from the sugary white St. Augu...

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$92 - $250 /night

$550 - $1195 /week

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$100 - $350 /night
$750 - $1495 /week

Villas Ocean Gate 357, 2 Bedrooms, 2 Pools, Tennis, Wifi,...

12 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Be among the very first to enjoy our 2-story townhouse at the Villas of Ocean Gate 357. Located in a complex with 2 swimming pools, tennis courts, ...

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$100 - $350 /night

$750 - $1495 /week

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$100 - $300 /night
$695 - $1395 /week

Ocean Village Club Q14, 2 Bedroom, Ocean View, Pet Friend...

1 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: In November 2015, Ocean Village Club Q14 was purchased by new owners who have done many updates. The condominium is updated and furnished with new ...

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$100 - $300 /night

$695 - $1395 /week

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$100 - $425 /night
$850 - $1795 /week

Windjammer 206, 3 Bedrooms, 2nd Floor, Ocean Front, Eleva...

9 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our newly updated condo at Windjammer 206 is just a cut above the rest. Not only is it ocean front, it's also a 3 bedrooms corner unit so you have ...

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$100 - $425 /night

$850 - $1795 /week

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$100 - $1150 /night
$2095 - $5750 /week

Green Parrot, 6 Bedrooms, Ocean View, Sleeps 16

Home: 6 Bedroom, 3.5 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Sharing is caring, and because Green Parrot can sleep up to 16 people, you can share this stunning home—and a magical Florida vacation—with friends...

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$100 - $1150 /night

$2095 - $5750 /week

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$150 - $275 /night
$795 - $1495 /week

Upgraded Ocean/Beach Front Condo, Flat Screens, Wifi, 2 B...

11 reviews Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Imagine spending your vacation directly on the beach with 2 balconies overlooking the beach, this totally redecorated 2-storey townhouse at Sea Pla...

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$150 - $275 /night

$795 - $1495 /week

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$99 - $275 /night
$595 - $1295 /week

Sea Urchin 39, 2 Bedrooms, Surf Crest Village, Pet Friend...

30 reviews Add to Favorites

Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Shhh . . . try not to brag about our charming oceanside getaway! Sea Urchin is a well-kept secret, for where else can you vacation just yards from ...

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$99 - $275 /night

$595 - $1295 /week

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$100 - $450 /night
$995 - $1995 /week

Anastasia 310, 3 Bedrooms, Beach Front, Heated Pool, Slee...

43 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Recently renovated in June 2015. Whether you enjoy the ocean or quiet beach walks that invigorate the soul, Anastasia 310 is direct beachfront 3 be...

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$100 - $450 /night

$995 - $1995 /week

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$100 - $425 /night
$850 - $1795 /week

Windjammer 210, 2 Bedrooms, Ocean Front, Pool, Elevator, ...

5 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Windjammer has wonderful amenities Windjammer offers this beautiful palm-surrounded pool, tennis courts, a fishing dock, a grilling area and a gen...

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$100 - $425 /night

$850 - $1795 /week

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$100 - $400 /night
$795 - $1595 /week

Windjammer 114, 2 Bedrooms, Beach Front, Pool, Elevator, ...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Our updated condo at Windjammer 114 is just a cut above the rest. Not only is it ocean front, it's also a 2 bedrooms unit with plenty of light. Inc...

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$100 - $400 /night

$795 - $1595 /week

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$150 - $295 /night
$945 - $1330 /week

Summerhouse 436

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 436, located steps from...

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$150 - $295 /night

$945 - $1330 /week

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$200 - $500 /night
$1195 - $1795 /week

Ocean/Beach Front Condo at Four Winds, Flat Screens, Wifi...

1 reviews Add to Favorites

Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Ocean/Beach Front Condo at Four Winds, Flat Screens, Wifi, Balcony, 2 Pools Sit back on you own balcony and look and the beautiful sandy beach and...

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$200 - $500 /night

$1195 - $1795 /week

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Ocean Club II 34, 2 Bedrooms, Ground Floor, Pool, Sleeps 6

3 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you love splashing in sparkling water, our condo at Ocean Club II 34 gives you 2 options: the sugary sands of the beach just yards away, or a bi...

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$100 - $425 /night
$850 - $1795 /week

Sand Dollar III 502, 3 Bedrooms, Ocean Front, Top Floor, ...

6 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
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...

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$100 - $425 /night

$850 - $1795 /week

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$100 - $325 /night
$750 - $1500 /week

Summerhouse 408, 2 Bedrooms, Ocean Front, 4 Heated Pools,...

14 reviews Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Just yards from beautiful Crescent Beach, our condo at Summerhouse 408 offers comfort, beauty, and ease for your St. Augustine vacation. Come stay ...

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$100 - $325 /night

$750 - $1500 /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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