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St. Augustine Vacation Rentals

399 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 1 - 25 of 399
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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Living just 100 yards from the ocean isn't just a location at Good Vibrations -- it's an attitude! This charming, one-of-a-kind 3-story home is ful...
Rates
$156 - $325 night
$1070 - $1795 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Nestled down a side road on one of St. Augustine's best kept secret islands, Vilano Beach, your Hidden Retreat awaits you and your family for your ...
Rates
$102 - $150 night
$669 - $1195 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beautiful 3 BR, 2 1/2 Bath home, Located in Heart of St. Augustine Beach When you are looking for the perfect place to stay, our 3 bedroom home on...
Rates
$125 - $175 night
$695 - $995 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: Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Private Balcony When you are choosing your perfect vacation holiday, you will be happy that ...
Rates
$225 - $400 night
$1195 - $1895 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: This brand new 5 bedroom, 4 bath three story house is directly across the street from the ocean in a desirable residential neighborhood on Atlantic...
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Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in St. Augustine
Home: 6 Bedroom, 2 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: If you are looking for a piece of paradise, then our 3-story 6-bedroom fully remodeled Victorian home is the perfect place for your stay in histor...
Rates
$355 - $355 night
$2600 - $2600 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: St Augustine Lightkeepers Cottage, wifi, next to St Augustine Beach Come for the season or just a long weekend - Lightkeeper's House rewards all i...
Rates
$125 - $395 night
$595 - $1350 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: Ocean Village Club R34, 3rd Floor, Elevator, 2 pools, tennis & beach Come for the beach and stay for the fun at Ocean Village Club R34, our third-...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


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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: With the beach just a short walk away and swimming pools, tennis courts, and more waiting for you here at Ocean Village Club J21, there's something...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


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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: Wake to sounds of waves hitting the sand, as the sun peeks over the sea or relax on your private balcony during sunset as the sky turns pink -- sou...
Rates
$125 - $395 night
$595 - $1350 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: Glimpse the ocean from the balcony of our second-floor condo at Ocean & Racquet 3204, listen to the murmur of the surf, and enjoy all the amenities...
Rates
$100 - $295 night
$495 - $995 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Away From it All, 5 BRs - Sleeps 12, Ocean Front, Private Pool This newly renovated 5 bedroom ocean front house is spectacular.  Away From It All...
Rates
$600 - $2000 night
$2100 - $6743 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: Ocean Village Club I21, 2nd Floor unit, Elevator, 2 pools, tennis What shall it be today -- the beach, the pool, a picnic BBQ, or perhaps a spot o...
Rates
$100 - $295 night
$495 - $995 week


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1 bedroom Vacation Rental Condo in St. Augustine
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
$142 - $142 night
$338 - $1095 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 13
Location: St. Augustine, Florida, United States
Description: Three certainly isn?t a crowd at Ocean Pearl in St. Augustine Beach. With three floors, four bedrooms, and two additional sleeper sofas, this beach...
Rates
$449 - $1500 night
$1354 - $6599 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: Tradewinds Condos Rentals Trade Winds 122 ocean view in St Augustine Beach Fl A sparkling swimming pool, slender palm trees, rolling dunes, blue s...
Rates
$100 - $295 night
$495 - $995 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: Island House C 108 Ground Floor Flat, Ocean Views, Hdtv, Pool, Tennis A perfect beach pad for four, with an ocean-view pool just outside your door...
Rates
$125 - $125 night
$292 - $895 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Beach living has never been so relaxed, comfortable, and pleasant before! Sweet Symphony is our 3-bedroom, 3-bath house just minutes from the beach...
Rates
$133 - $350 night
$415 - $1542 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, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Just because you're at the beach, who says you can't live in luxury? Our 3-level condo at SpyGlass 41 is as opulent as a Paris flat, with beautiful...
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking


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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: Captains Quarters 105, 2 elevators, pool, tennis, grill, beach access From the big, breezy lanai at our condo at Captains' Quarters 105, you can s...
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Paradise Ocean House with pool near St Augustine, Fl Watch the morning sun rising over the Atlantic from two ocean front balconies. ...
Rates
$199 - $600 night
$692 - $2514 week


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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: St Augustine Summerhouse 226 Ocean view condo rental with 4 heated pools Glittering blue waves, a vast sky, and pleasant green lawns are all yours...
Rates
$116 - $350 night
$550 - $1195 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Pirates Paradise Beach Home, 5 BRs, Ocean Views, Small Private Pool Ahoy, maties! Welcome to Pirates' Paradise, our big beach house perched on the...
Rates
$300 - $1750 night
$1128 - $5014 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Three levels of beautifully decorated beach house await you and your pets at this modern vacation home just across from the Atlantic Ocean at St. A...
Rates
$208 - $600 night
$692 - $2514 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you are looking for the perfect ocean front pet friendly getaway, then you have found it. Just imagine waking up every morning with nothing bet...
Rates
$150 - $250 night
$700 - $1295 week


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Listings 1 - 25 of 399
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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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