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St. Augustine Vacation Rentals

413 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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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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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, 1.5 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


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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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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 Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Crescent Beach is right outside your giant sliding-glass door at our condo at Beachers Lodge 307! This cozy 1-bedroom getaway offers an oceanfront ...
Rates
$100 - $202 night
$450 - $919 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: A big wide, ocean - all yours to enjoy. A gorgeous unit overlooks Crescent Beach and draws the eye towards the Atlantic Ocean. Penthouse living has...
Rates
$175 - $425 night
$850 - $1930 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: 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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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


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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


Pet Friendly   Swimming Pool   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: Be among the very first to enjoy our brand-new 2-storey townhouse at the Villas of Ocean Gate 357. Located in a new complex with 2 swimming pools, ...
Rates
$150 - $350 night
$750 - $1715 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: 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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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: Extraordinary value with a view! That's what you'll say about Ocean Village Club A36, our snug condo just a stone's throw from the beach in a fully...
Rates
$100 - $202 night
$450 - $919 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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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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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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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool and sweeping ocean view are just outside our ground-floor condo at Beacher's Lodge 102. You're just steps from Crescent B...
Rates
$100 - $202 night
$450 - $919 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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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: The perfect getaway for two couples on the beach side of St. Augustine Beach, this home includes a beautiful pool, two decks and private boardwalk ...
Rates
$500 - $600 night
$2000 - $2500 week


Pet Friendly   Swimming Pool   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: One BR, 1 Bath, Flat Screen Tv, Steps to Beach and Pet Friendly Wave Watch is only steps to the beach and has everything you need to make it a mem...
Rates
$110 - $200 night
$595 - $895 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 4
Location: St. Augustine, Florida, United States
Description: Enjoy the beach from our relaxing, nicely appointed condo at Ocean Village Club G21. Located in a gated, family-oriented resort with all the amenit...
Rates
$125 - $260 night
$550 - $1195 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: You can see the ocean from almost every room at our ground-floor condo at Beacher's Lodge 101! Nestled just yards from Cinnamon Beach to the east a...
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: 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 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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Listings 1 - 25 of 413
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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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