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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
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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Discover the joy of oceanfront living on Crescent Beach at Quail Hollow B2-1U, our top-floor condo in St. Augustine. The perfect getaway for 2, it ...
Rates
$100 - $250 night
$495 - $1285 week


Pet Friendly   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


Pet Friendly


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: The perfect escape to a beachfront resort with all the amenities, our condo at Ocean Village Club M11 offers just what you need: comfort, convenien...
Rates
$95 - $225 night
$450 - $1070 week


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Studio Vacation Rental Home in St. Augustine
Home: 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...
Rates
$95 - $230 night
$495 - $1029 week


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Crescent Beach is right outside your giant sliding-glass door at our condo at Beachers Lodge 116! This cozy 1-bedroom getaway offers a covered ocea...
Rates
$100 - $202 night
$450 - $919 week


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1 bedroom Vacation Rental Cottage in St. Augustine - Ocean View
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Two BR, 1 Bath, Flat Screen Tv, Steps to Beach and Pet Friendly Lightkeepers Cottage is only steps to the beach and has everything you need to mak...
Rates
$110 - $250 night
$595 - $1295 week


Pet Friendly   Non Smoking   High-Speed Internet


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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: The ideal beach hideaway for a single or couple ready to enjoy all the amenities of a family-oriented oceanfront resort, our condo at Ocean Village...
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 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


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Experience downtown St. Augustine like a native in our charmingly updated Blue Bell Cottage, just 2 blocks from the Matanzas River in a quiet neigh...
Rates
$150 - $350 night
$795 - $1604 week


Pet Friendly   High-Speed Internet


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1 bedroom Vacation Rental Cottage in St. Augustine - Ocean View
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Hidden Gem, 1 BR, 1 Bath, Ocean View Home, Sun Deck, Fenced Yard **Pictures Coming Soon** *Available March 7th 2016* If you are looking for a qu...
Rates
$110 - $250 night
$595 - $1295 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, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: There’s something to be said for casting your eyes on to ocean views and pure sunshine from the first moment you wake up. Starting a perfect vacati...
Rates
$150 - $325 night
$695 - $1607 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: Ideal for a week’s vacation or a full winter escape, Colony Reef 18A is a well-appointed, ground level condo overlooking lush gardens and a fountai...
Rates
$125 - $260 night
$550 - $1195 week


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2 bedroom Vacation Rental Condo in St. Augustine
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 ...
Rates
$125 - $289 night
$595 - $1381 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: You’ll gaze out on a million dollar view of white sand and restless surf when you book your vacation stay at Anastasia 512. That’s the view that aw...
Rates
$175 - $376 night
$795 - $1728 week


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: With its soft white sands and unspoiled dunes, Crescent Beach is a charming, beautiful, and serene oceanfront locale. Quail Hollow B1-4D, our groun...
Rates
$100 - $250 night
$495 - $1285 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Get all the benefits of a beach house, with the convenience of a condo and the indulgent amenities of a well-run resort. Island House is tremendous...
Rates
$125 - $275 night
$550 - $1392 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Pure Paradise, Less than 20 Steps to beach, Beach Front, Wifi, Flat Screens Absolutely breathtaking. Imagine waking up every morning and taking l...
Rates
$300 - $350 night
$1495 - $1595 week


Non Smoking   High-Speed Internet


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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: Stretch your vacation dollar while enjoying all the amenities of a gated beachfront resort in Ocean Village Club A16, our pet-friendly, bright and ...
Rates
$95 - $195 night
$395 - $803 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: Escape to the sweet beach life at our cozy, immaculately maintained condo at Ocean Village Club B15. Located in a big, activity-oriented complex, i...
Rates
$95 - $195 night
$395 - $803 week


Pet Friendly   High-Speed Internet


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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 4
Location: St. Augustine, Florida, United States
Description: There’s well-decorated, and then there’s Ocean Village Club P32. Not only does the unit boast a silver-rating and dozens of 5-star guest reviews bu...
Rates
$125 - $289 night
$595 - $1381 week


Pet Friendly   High-Speed Internet


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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: Witness both the sunrise and the sunset every day at Hibiscus. With both a balcony and deck, this nicely appointed condo brings the beauty of St. A...
Rates
$125 - $289 night
$595 - $1381 week


Pet Friendly   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo overlooking the beach puts you right in the action, with an oceanfron...
Rates
$100 - $202 night
$450 - $919 week


Pet Friendly   High-Speed Internet


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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 A14. Our first-floor condo welcomes your family with ...
Rates
$100 - $202 night
$450 - $919 week


Pet Friendly   High-Speed Internet


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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: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2023 : Saturday check-in required. Saturday check-out required....
Rates
$95 - $260 night
$665 - $1820 week


Non Smoking


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Listings 1 - 25 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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