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St. Augustine Vacation Rentals

295 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 295
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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... Learn More
Rates
$133 - $300 night
$598 - $1195 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: At long last, you can again rent the beach cottage of your childhood. If you tend to avoid templates and revel in one-offs, you?ll love Vilano Blue... Learn More
Rates
$149 - $660 night
$598 - $1495 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: An amazing beachfront view allows you to enjoy the water from this newly renovated 3-story home. Daleville Beach House has a view to brag about wit... Learn More
Rates
$378 - $520 night
$1587 - $2295 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sand Dollar is a part of a very familiar style of oceanfront home located on A1A in Vilano. While it shares the roof with the adjoining house, it ... Learn More
Rates
$250 - $325 night
$1224 - $1495 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: Ocean Village Club F16, Ground Floor, new Hdtv, 2 pools, tennis & beach Come for the location and stay for the comfort! Our ground-floor condo at ... Learn More
Rates
$95 - $175 night
$449 - $936 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, 3 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: Surf View Beach House, Ocean Views, new Hdtv, 3 houses to Beach There is so much more to our Surf View house than meets the eye! Just 4 houses fr... Learn More
Rates
$199 - $500 night
$995 - $2195 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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 13137, Ground Floor, Pool, Tennis, & Beach, St Augustine Beach Fl From the patio of our ground-floor condo at Sea Place 13137, you can s... Learn More
Rates
$100 - $195 night
$495 - $1109 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: St Augustine Pelican Inlet B114, Hdtv, pool, tennis & boat dock You're never more than a minute and half from water at our ground-floor condo at P... Learn More
Rates
$95 - $175 night
$449 - $936 week


Pet Friendly   Non Smoking   High-Speed Internet


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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: Experience the rich history and amazing beauty of Summer Haven, the barrier island home of our luxurious Afternoon Delight house. You'll enjoy all ... Learn More
Rates
$149 - $400 night
$673 - $1395 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 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... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in St. Augustine - Beach Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 234, Beach Front, Queen Size Studio Condo, Pet Friendly Welcome to the best bargain on Crescent Beach! Our stylish, comfortable stu... Learn More
Rates
$92 - $150 night
$330 - $595 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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Island House G 118 ground floor, ocean view, Pool Tennis, St Augustine Grab this silver-rated property before anyone else! Book this brand new ren... Learn More
Rates
$142 - $142 night
$346 - $895 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: A water-lover?s dream! Spectacular views of water on both sides of the condo! This condo is the ultimate family vacation spot! One of only a few... Learn More
Rates
$216 - $233 night
$579 - $1495 week


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: Wave Watch Cottage, Wifi, steps to St Augustine Beach Florida A stone?s throw from the beach - just one house between you and the ocean. Wake up e... Learn More
Rates
$95 - $175 night
$449 - $936 week


Pet Friendly   Non Smoking   High-Speed Internet


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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: Barefoot Trace 208, 2nd Floor, Ocean Front, Elevator, Pool , Wifi The ocean follows your senses while at Barefoot Trace 208. You?ll see the Atlant... Learn More
Rates
$216 - $216 night
$463 - $1395 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Few oceanfront condos have the wide-open, natural feel of Quail Hollow B1-2th. Our open-air patio on the ground floor puts you right at the foot of... Learn More
Rates
$125 - $300 night
$795 - $1695 week


Non Smoking   High-Speed Internet


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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: Sand Dollar IIii 502, Top Floor, 5th Floor, 3 BR, Ocean Front Pool From our oceanfront top floor condo at Sand Dollar III 502, you have a marvelou... Learn More
Rates
$216 - $233 night
$579 - $1495 week


Non Smoking


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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: Creston House 6C Ocean View updated townhouse with balcony, Hdtv From the balcony, living room, and master suite of Creston House 6C, our townhous... Learn More
Rates
$125 - $250 night
$595 - $1295 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: Perfectly sandwiched between the Atlantic Ocean and the Intracoastal Waterway, our beachfront condo at Tradewinds 201 is ideal for a water-filled C... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Non Smoking   High-Speed Internet


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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: 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... Learn More
Rates
$333 - $1250 night
$1695 - $4250 week


Non Smoking   Swimming Pool


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 116, Beach Front, Queen Sized Suite, Ground Floor, Heated Pool Crescent Beach is right outside your giant sliding-glass door at our... Learn More
Rates
$95 - $175 night
$449 - $1050 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: 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... Learn More
Rates
$125 - $225 night
$550 - $1117 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: 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 ... Learn More
Rates
$100 - $195 night
$495 - $1109 week


Non Smoking   High-Speed Internet


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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: Barefoot Trace 414, 4th floor, luxury condo, hdtv, elevator, pool A big wide, ocean - all yours to enjoy. A gorgeous unit overlooks Crescent Beach... Learn More
Rates
$216 - $233 night
$579 - $1495 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: Quail Hollow A8-4D with pool on Crescent Beach at St Augustine Beach Florida Enjoy all the perks of resort living with our snug, cheerful condo at... Learn More
Rates
$95 - $150 night
$377 - $695 week


Non Smoking   High-Speed Internet


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Listings 51 - 75 of 295
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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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