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St. Augustine Vacation Rentals

287 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 287
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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: The Atlantic Ocean looks close enough to touch from the balcony of our 2nd-story condo, Hibiscus 203-A on St. Augustine Beach. You will find the pe... Learn More
Rates
$112 - $225 night
$550 - $1195 week


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: Tradewinds Condos Rentals Trade Winds 122 ocean view in St Augustine Beach Fl A sparkling swimming pool, slender palm trees, rolling dunes, blue s... Learn More
Rates
$95 - $175 night
$450 - $1000 week


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 11
Location: St. Augustine, Florida, United States
Description: Pull in to the driveway of Ocean Sunrise, our beachfront house, and you might think it's just a cottage. But once you see the wraparound deck, lana... Learn More
Rates
$199 - $500 night
$995 - $2456 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Windjammer 104 Luxury Beach Front, Newly Updated, Elevator, Pool, Hdtv Just 10 miles south of St. Augustine's Old Town, Windjammer sits on the thi... Learn More
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Bella Rosa is a waterfront castle, complete with boat dock, on the Intracoastal Waterway. Boasting views of the ocean and Matanzas River, this 3-st... Learn More
Rates
$299 - $299 night
$699 - $1995 week


Non Smoking   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: A little bit of South Beach color and a lot of Spanish style beauty make Island Paradise a glorious venue for your next St. Augustine vacation! Jus... Learn More
Rates
$149 - $400 night
$673 - $1656 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in St. Augustine
Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Sugar Magnolia is the perfect place for your next family reunion or big group vacation. It's got a private pool, tiki bar, playground, brand-new fu... Learn More
Rates
$429 - $1500 night
$2800 - $6571 week


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: Everything's just a little newer and nicer at our townhouse at Ocean Club I 34, a mere stone's throw from St. Augustine Beach. Our condo in this oc... Learn More
Rates
$125 - $125 night
$292 - $895 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 K11, Ground Floor, Corner Unit, Newly Updated 40" Hdtv, Wifi If you?re looking for spacious accommodations just steps from the beach... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Whether you prefer to watch the rosy sunrise over the sparkling Atlantic Ocean or admire the fiery sunset over the Intracoastal Waterway, you?ll fi... Learn More
Rates
$167 - $167 night
$519 - $1195 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Relax on a huge deck overlooking the ocean when you stay at Crescent Cove, our 3-storey beachfront custom home in Crescent Beach. With a view of th... Learn More
Rates
$667 - $1500 night
$4000 - $8286 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: St Augustine Artist Retreat in Summer Haven, 3 houses to beach! Kick back in historic Summer Haven in our vintage cottage, Artist Retreat. Just 3 ... Learn More
Rates
$116 - $200 night
$499 - $1114 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in St. Augustine - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Four Winds Oceanfront A-3D, Ground Floor Unit, Hdtv, Wifi, 2 Heated Pools From your ground floor, ocean-front condo at Four Winds, the beach is ju... Learn More
Rates
$78 - $150 night
$320 - $689 week


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: St George Historic House with courtyard in Historic St Augustine Experience St. Augustine's rich history next time you're in town by staying at St... Learn More
Rates
$450 - $450 night
$903 - $2000 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Winds I-10A, Luxury Beach Front, 3 BRs, 2 Heated Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and ... Learn More
Rates
$200 - $375 night
$995 - $1895 week


Non Smoking


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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: Pelican Inlet B210 - Steps from Ocean & Intracoastal, Pool, Tennis Nestled between the Atlantic Ocean and the Intracoastal Waterway is our beautif... Learn More
Rates
$100 - $175 night
$522 - $1000 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 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club Q34, Condo Rentals Beach Front, St. Augustine Beach, Fl A light, airy and whimsical unit with plenty of floral touches, Ocean V... Learn More
Rates
$100 - $225 night
$550 - $1195 week


Pet Friendly   Non Smoking


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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: St Augustine Beach Pelican Landing Beach House, 3 BRs, Hdtv, Wifi A charming beach house nestled in the trees that gets ?oohs and ahhs? from the m... Learn More
Rates
$116 - $200 night
$499 - $1114 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 - $1195 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: Ocean Village Club Q23, 2nd floor, Elevator, 2 pools, Hdtv, Wifi in Unit Newly remodeled. A light, airy and whimsical unit with plenty of floral ... Learn More
Rates
$121 - $250 night
$595 - $1395 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Just yards from beautiful Crescent Beach, our condo at Summerhouse 408 offers comfort, beauty, and ease for your St. Augustine vacation. Come stay ... Learn More
Rates
$148 - $300 night
$750 - $1595 week


Non Smoking   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: Just across the street from the beach is our big, friendly Bohemian house, with a private pool, lanai, sun deck, and room to sleep 8. Enjoy a huge ... Learn More
Rates
$216 - $600 night
$1195 - $2742 week


Non Smoking   Swimming Pool   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 - $2456 week


Pet Friendly   Non Smoking   High-Speed Internet


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Studio Vacation Rental Home in St. Augustine
Home: Studio, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Next time you're in St. Augustine, don't just visit historic sites -- live in one! When you stay in the downstairs studio of Garden Cottage, a 200+... Learn More
Rates
$116 - $116 night
$247 - $695 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Not only is Seaside at Anastasia 205 a mere block from the beach, but it also overlooks a small lake. That?s just one of the many features that mak... Learn More
Rates
$142 - $142 night
$338 - $1095 week


Non Smoking


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Listings 51 - 75 of 287
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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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