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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 26 - 50 of 414
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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: You’ll be right in the middle of beach fun and St. Augustine Beach action when you book your vacation at Casa Aqua. You will be steps from the non-...
Rates
$200 - $375 night
$950 - $1834 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Welcome to the best vacation of your life! Rainbow Cay, our giant oceanfront house on Crescent Beach, offers a private pool, gas grill on one of se...
Rates
$450 - $920 night
$1895 - $4600 week


Pet Friendly   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Atlantic Splash, Pet Friendly, 3 BR, 2 1/2 Baths, Sleeps10, Private Pool Located right across from the beach, you will enjoy the spectacular view ...
Rates
$250 - $550 night
$1795 - $2795 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: Newly remodeled and so luxurious, our penthouse condo at Island South 11 overlooks beautiful St. Augustine Beach. If you're looking for sweeping vi...
Rates
$175 - $376 night
$795 - $1728 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: Bright and breezy, Ocean Village Club Q12 offers convenient access to the beach, all the amenities of our fun, family-oriented condo community, and...
Rates
$150 - $318 night
$695 - $1497 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 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 412 is like a little slice of heav...
Rates
$200 - $450 night
$995 - $2037 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Experience life in a beach community the way the locals do at Playa Haus, our 2-storey house just a block from the beach. It's got 2 big sunny deck...
Rates
$200 - $350 night
$895 - $1604 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
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 ...
Rates
$1160 - $1895 week


Non Smoking   High-Speed Internet


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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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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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2 bedroom Vacation Rental Condo in St. Augustine
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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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sitting high on a 35-foot dune, Casa Vilano Beach House offers spectacular ocean views and the kind of seclusion you dream of on a beach vacation. ...
Rates
$375 - $600 night
$1595 - $3195 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Located within a minute’s walk of the beach, Ocean Palms is the ideal getaway for one or two families in St. Augustine Beach. The neighborhood is o...
Rates
$250 - $460 night
$1195 - $2179 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: You’ve waited all year for this vacation and now it’s time to enjoy the best. This trip, give your family golden beaches, golden tans and a gold-me...
Rates
$200 - $462 night
$995 - $1959 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: A perfect beach pad for four, with an ocean-view pool just outside your door. Island House C108 boasts ideal proximity and Atlantic sunrise views a...
Rates
$100 - $250 night
$495 - $1285 week


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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: Just 10 miles south of St. Augustine's Old Town, the Windjammer complex sits on the thinnest part of Anastasia Island, overlooking and within walki...
Rates
$175 - $425 night
$850 - $1930 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean views, spacious rooms, and beautiful design touches make our Beachwalk house a terrific place for your next St. Augustine Beach vacation. Fro...
Rates
$200 - $350 night
$895 - $1604 week


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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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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 - 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 A17. Our first-floor condo welcomes your family with ...
Rates
$100 - $202 night
$450 - $919 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: Gaze over the palm trees, beyond the sparkling swimming pool, and view the blue Atlantic from the balcony at Ocean Village Club Q35. Or better, wal...
Rates
$150 - $318 night
$695 - $1497 week


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4 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our living room and all 4 bedrooms of our Bella Mar condo open onto a balcony overlooking either the sunrise on Crescent Beach or the sunset on the...
Rates
$275 - $650 night
$1450 - $2795 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
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...
Rates
$175 - $376 night
$795 - $1728 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: Enjoy up-close views and private strolls along one of the Florida coast's best beaches at our townhouse Sea Matanzas 3. This split-level condo is o...
Rates
$175 - $376 night
$795 - $1728 week


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Listings 26 - 50 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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