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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 51 - 75 of 414
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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: There are so many beautiful spaces in our Atlantic Bliss house! From the luxury chef's kitchen and the 2 ocean balconies to the fenced in back yard...
Rates
$300 - $575 night
$1395 - $2639 week


Pet Friendly   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Beautiful newly built home located a few steps from the beach ... Only 90 steps to be exact ! This home is superbly decorated, featuring a white co...
Rates
$550 - $1150 night
$2195 - $5750 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: 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
$100 - $270 night
$700 - $1890 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Come home to the good life just half a block from the beach at Ocean Drive Princess, our beautifully furnished, spacious family home. With a huge n...
Rates
$200 - $375 night
$950 - $1834 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: Escape to the sweet beach life at our cozy, immaculately maintained condo at Ocean Village Club B15. Located in a big, activity-oriented complex, i...
Rates
$95 - $195 night
$395 - $803 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: Our updated condo at Windjammer 206 is just a cut above the rest. Not only is it ocean front, it's also a 3 bedrooms corner unit so you have plenty...
Rates
$175 - $425 night
$850 - $1930 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: At our condo at Summerhouse 233 you can have it all: a beachfront location that also overlooks marshland; an amenity-rich complex; water on 3 sides...
Rates
$125 - $260 night
$550 - $1195 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: Play in the perfect weather of Florida every day with 4 heated pools, tennis courts and a white sand beach to choose from. Our Summerhouse 459 town...
Rates
$150 - $347 night
$750 - $1612 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Location, location, location: It’s just as important when choosing a vacation rental as when buying a house. Just 600 feet from the beach and 5 min...
Rates
$175 - $300 night
$795 - $1550 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: Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is c...
Rates
$125 - $200 night
$595 - $895 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: 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 ameni...
Rates
$125 - $225 night
$495 - $1034 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: From the patio, living room, and master bedroom of our ground-floor, corner-unit condo at Island South 4, you have a breathtaking view of dunes and...
Rates
$150 - $347 night
$750 - $1612 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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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: From the patio or sundeck of our 2-story condo at Sea Place 12230 you can feel the sea breeze and hear the murmur of the surf. You're just a hop aw...
Rates
$125 - $260 night
$550 - $1195 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: 3 BR, 2 1/2 bath Ocean Front Condo with the Most Amazing Ocean View New furniture, new linens, new flooring, new appliances, new patio furniture, ...
Rates
$175 - $300 night
$1100 - $1995 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 O35 suits energetic spirits who’ll love being a quick zip down to the ocean-front pool, the private beach access and plenty more...
Rates
$125 - $260 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: Come for the beach and stay for the fun at Ocean Village Club R34, our third-storey condo at a vibrant, family-oriented beachside complex. Just yar...
Rates
$125 - $260 night
$550 - $1195 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, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Upgraded Ocean Front/Beach Front, 2 BR 2 1/2 Bath Condo, Wifi If you are planning that special vacation then you need to pick the right place to s...
Rates
$250 - $300 night
$1495 - $1850 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: Your favorite six guests, four balconies and two miles of beach - imagine your perfect vacation at Island House A 207. This cream-of-the-crop condo...
Rates
$150 - $325 night
$695 - $1607 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: Enjoy a front-row seat on the coast in roomy townhouse at Island House A209! From our balconies you can gaze out at the beach, savoring that hypnot...
Rates
$175 - $400 night
$795 - $1822 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: 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


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Saying that Montego Bay, our house on St. Augustine Beach, is “oceanfront” doesn’t do it justice. From the huge rooftop deck you have a stunning 36...
Rates
$350 - $633 night
$1395 - $3099 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: Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo overlooking the beach puts you right in the action, with an oceanfron...
Rates
$100 - $202 night
$450 - $919 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: With its own private boardwalk to the beach, a large private pool, and oceanfront decking, Sueno Mar has everything you need for a comfortable and ...
Rates
$500 - $1035 night
$1995 - $5175 week


Pet Friendly   Swimming Pool   High-Speed Internet


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Listings 51 - 75 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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