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St. Augustine Vacation Rentals

364 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 51 - 75 of 364
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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sweeping ocean views from several rooms as well as a huge beachfront deck make our King of the Dune house an irresistible vacation destination. L...
Rates
$233 - $800 night
$1395 - $3056 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 6
Location: St. Augustine, Florida, United States
Description: A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 5116, the good life is w...
Rates
$117 - $295 night
$574 - $995 week


Non Smoking   High-Speed Internet


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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: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2024 : Saturday check-in required. Saturday check-out required....
Rates
$85 - $220 night
$595 - $1540 week


Non Smoking


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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: Ocean Village Club Resort P32, Ocean View, St. Augustine Beach Fl There?s well-decorated, and then there?s Ocean Village Club P32. Not only does t...
Rates
$125 - $395 night
$595 - $1350 week


Pet Friendly   Non Smoking


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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
$602 - $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: At Summerhouse 162, the Atlantic Ocean is to the east, marshes and sunsets are to the west, Matanzas Inlet is to the south, and historic St. August...
Rates
$150 - $395 night
$795 - $1650 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Take in both sunrise and sunset views from Windjammer 209. From the balcony are vast stretches of the Atlantic Ocean. The Intracoastal Waterway c...
Rates
$216 - $233 night
$525 - $1695 week


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: Colony Reef 18A, Ground Floor, Tennis Villa, Heated Pool, Updated Ideal for a week?s vacation or a full winter escape, Colony Reef 18A is a well-a...
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Amazing 2 BR, 2 Bath Condo, Pool, BBQ and the most Beautiful Sandy Beach If you are looking for the perfect vacation condo then you have found it ...
Rates
$125 - $200 night
$595 - $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: Ocean Village Club L25, 2nd Floor Unit, Elevator, 2 pools, tennis & beach This is what beachfront living is all about! Our condo at Ocean Village ...
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Mad Lar is a great home with a partial view of the ocean. Beautiful views of the ocean from the deck and dock. This big house was made for family...
Rates
$249 - $249 night
$583 - $1795 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: Ocean Village Club K12, Ground Floor, Screened Lanai, Hdtv, Newly Updated! Whether you stay up late reading or watching our HDTV, you'll find our ...
Rates
$125 - $350 night
$550 - $1195 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: Hibiscus 201-D Ocean View, 3 pools, Spa, Tennis, St Augustine Beach Claim your stake on beautiful St. Augustine Beach by staying at our condo at H...
Rates
$125 - $395 night
$695 - $1450 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 Home in St. Augustine
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 - $750 night
$1375 - $3000 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: Family Friendly and Only Steps to the Beach, 2 BR Condo, Hot Tub, Pool Enjoy this beautifully decorated 2 bedroom, 2 baths 3rd floor condo located...
Rates
$125 - $150 night
$650 - $800 week


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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
$679 - $1685 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Quail Hollow B1-4D, Beach Front, 1 BR, Ground Floor Unit, Pool With its soft white sands and unspoiled dunes, Crescent Beach is a charming, beauti...
Rates
$142 - $142 night
$338 - $1095 week


Non Smoking   Swimming Pool


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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: You?ll enjoy a deck that looks out directly onto the beach when you?re a guest at Beachcomber, an attractive three-level A-frame vacation home that...
Rates
$250 - $800 night
$1499 - $3056 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Soothing comfort best describes Villa Hermosa. Just a few houses from the Atlantic Ocean and a short stroll to the Tolomato River, this French cott...
Rates
$149 - $450 night
$679 - $1685 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: From this direct oceanfront condo, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself, you will not...
Rates
$150 - $250 night
$895 - $1295 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: Imagine spending your vacation directly on the beach with 2 balconies overlooking the beach, this totally redecorated 2-storey townhouse at Sea Pla...
Rates
$150 - $275 night
$795 - $1695 week


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


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 4.5 Bathroom, Sleeps 13
Location: St. Augustine, Florida, United States
Description: Amazing Grace Beach Front House, 3 BRs, Brand New Pool, Hdtv, wifi Facing the shores of Crescent Beach with its back to the Intracoastal Waterway,...
Rates
$499 - $2000 night
$1995 - $6671 week


Pet Friendly   Non Smoking   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: Captains Quarters 218, new Hdtv, 2 elevators, pool, grill, Wifi Come enjoy beautiful St. Augustine Beach from our oceanview condo at Captains' Qua...
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


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Listings 51 - 75 of 364
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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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