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St. Augustine Vacation Rentals

400 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 101 - 125 of 400
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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy a deck that looks out over the Atlantic Ocean, such are the pleasures in store when you book your vacation at Gaffney House in St. Augustine ...
Rates
$183 - $500 night
$578 - $1971 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Prepare to be thoroughly spoiled at our beachfront condo at Colony Reef 2307! Between the breathtaking view of the ocean from our balcony and all ...
Rates
$199 - $199 night
$519 - $1450 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Haven 216, Beach Front, Pool, St Augustine Beach & Crescent Beach Florida Enjoy breathtaking views of the sea from several rooms in our oceanf...
Rates
$216 - $233 night
$525 - $1695 week


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Tucked between Crescent Beach to the east and the Intracoastal Waterway to the west is Beacher's Lodge 425, our ocean front condo with sweeping vie...
Rates
$100 - $295 night
$495 - $995 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: Walk to the beach, Covered Parking, Amazing 2 BR Condo - New Rental Beach living doesn't get any easier than at our spacious Villa of Ocean Gate. ...
Rates
$150 - $175 night
$950 - $1175 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Enjoy a tropical oasis at Summer Wind, our 2-storey house just yards from Crescent Beach. Beautifully landscaped with a heated pool and boasting a ...
Rates
$233 - $800 night
$1155 - $3056 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in St. Augustine
Home: 6 Bedroom, 5.5 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Sandwiched between perfect sunrise and sunset, your days at our Crescent Castle have a lot to live up to. How will you fill the daylight hours? Try...
Rates
$499 - $2000 night
$1750 - $6671 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 12232 Coastal Property Rental with pool, wifi, Hdtv & Blue-Ray From the patio or sundeck of our 2-storey condo at Sea Place 12232 you ca...
Rates
$95 - $250 night
$450 - $895 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Turtle Cove, New Renovated Beach House, Ocean Front, walk to VIlano Town A gold-medal property, with sunrises to remember for a lifetime. Turtle C...
Rates
$249 - $1200 night
$790 - $3500 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: 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
$150 - $395 night
$795 - $1650 week


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located in the only secluded marina in St. Augustine, Mariner?s Paradise offers all the amenities that you expect on your vacation away from home. ...
Rates
$126 - $132 night
$851 - $942 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: From this oceanfront retreat, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself! Everything at Su...
Rates
$250 - $500 night
$1260 - $2275 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Everything at Summerhouse 425 is truly spectacular. From the upgraded kitchen to the comfy beds, you will be happy you choose to stay at Summerhou...
Rates
$300 - $450 night
$1056 - $1925 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Sunset Harbor, 3 BR, 2 Bath, Private Pool, Hot Tub, Pet Friendly Bring the Kayak or the boat. Our home has it all. Situated with direct water acce...
Rates
$300 - $450 night
$1795 - $2095 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Pier Point 11 Beach Front, Heated Pool, near St Augustine Beach Pier Enjoy a beach vacation with local color and panoramic views of sand, sea, and...
Rates
$125 - $395 night
$695 - $1450 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you stay at Crescent Breeze, you get to vacation just two blocks from the beach while still enjoying all the comforts of home?and more! With ...
Rates
$149 - $450 night
$461 - $1685 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Windjammer 210 Luxury Beach Front, Newly Updated, Elevator, Hdtv Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The ...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


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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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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 and the feel the cool ocean breeze from your own balcony at ocean view Summerhouse 111, located steps from...
Rates
$150 - $275 night
$795 - $1225 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you?ve been searching for a family getaway spot, you can stop looking. When you stay at Four Winds? unit C5, you?re just steps away--via a priva...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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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: Windjammer 214 Beach Front, Elevator, Pool, St Augustine Beach If staying on the beachfront is a priority, Windjammer 214 is the condo for you. No...
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Surfside Six E - Direct Oceanfront, Luxury, Updated, 2 BRs, Hdtv The beach is your front yard at our townhouse at Surfside Six E! With nothing be...
Rates
$174 - $250 night
$812 - $1695 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 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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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: Beachfront living awaits you at our condo at Hibiscus 203-B! From the big deck overlooking tropical landscaping and the white sands of St. Augustin...
Rates
$125 - $395 night
$595 - $1350 week


Pet Friendly   Non Smoking   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: Ocean Village Club A36, Top Floor, Hdtv, Wifi, St Augustine, Corner Unit Extraordinary value with a view! That's what you'll say about Ocean Villa...
Rates
$95 - $250 night
$450 - $895 week


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Listings 101 - 125 of 400
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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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