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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 76 - 100 of 295
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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: From our 3rd-floor condo (with elevator) at Beach & Tennis 323, you can see partial views of the sparkling Atlantic Ocean, along with the natural d... Learn More
Rates
$183 - $183 night
$361 - $1195 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: The white sands of St. Augustine beach are just steps away via a private walkway when you stay at Anastasia 308. And when you?re not dashing into t... Learn More
Rates
$150 - $350 night
$442 - $1495 week


Non Smoking


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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... 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 - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Crescent Moon Villa, 4 BRs Ocean Front home, 4 BRs, Beach Path Sitting on a high dune with views of both Crescent Beach and the Intracoastal Water... Learn More
Rates
$433 - $433 night
$902 - $2795 week


Non Smoking


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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 - $250 night
$1224 - $1295 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 4
Location: St. Augustine, Florida, United States
Description: Windjammer 107 Luxury Beach Front, Newly Updated, Elevator, Hdtv Just 10 miles south of St. Augustine's Old Town, the Windjammer complex sits on t... 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 4
Location: St. Augustine, Florida, United States
Description: From the master bedroom at Hibiscus 101-B, you can see the dunes and the ocean without even leaving the king-sized bed! Our immaculately appointed ... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Non Smoking


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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: Montego Bay Beach House, Wrap-around Decks Beach Front, wet bar - sleeps 12 Saying that Montego Bay, our house on St. Augustine Beach, is ?oceanfr... Learn More
Rates
$233 - $600 night
$1395 - $2995 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 10
Location: St. Augustine, Florida, United States
Description: Our Blue Parrot Beach House sits on the edge of the Atlantic Ocean. It is the #1 house we have for ocean views as it is perched as close as you ca... Learn More
Rates
$299 - $299 night
$699 - $1895 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: Gorgeous ocean views from 2 balconies as well as the master bedroom make Coquina 203B, our 2-story condo on Crescent Beach, the perfect place for y... Learn More
Rates
$183 - $183 night
$361 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 1 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Anastasia Island Cottage, 2 houses to the beach, Ocean Views, Hot Tub, Hdtv Some houses just feel like home. Though its huge wraparound deck with ... Learn More
Rates
$116 - $200 night
$499 - $995 week


Pet Friendly   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 14
Location: St. Augustine, Florida, United States
Description: Panoramic ocean views, dunes filled with wildlife, 4 decks, and luxurious furnishings are all yours when you stay at Rising Sun, our beachfront hou... Learn More
Rates
$316 - $1000 night
$1495 - $3995 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 - $2000 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you stay at Spanish Trace 232, not only are you just yards from St. Augustine Beach, but you can also stop for a swim in a large pool during y... Learn More
Rates
$125 - $250 night
$595 - $1295 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 i33, 3rd Floor, Elevator, 42" Hdtv, Blue-Ray, Wifi in unit Relax island-style in our charming condo at Ocean Village Club I33. ... 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 Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Island Time Beach House, Ocean Front on a High Dune Need a cooling beach retreat for the summer heat? Or a cozy winter-time cottage t... Learn More
Rates
$199 - $500 night
$995 - $2195 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Discover a tropical oasis 2 blocks from the beach at Atlantic Oasis, a 4 bedroom, 2nd story house in St. Augustine. Treat yourself to the private ... Learn More
Rates
$216 - $600 night
$1195 - $2695 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: When you stay at Wave Dancer, hitting the beach couldn?t be easier. The airy, sunny house is just steps from the sand and the ocean: Stroll through... Learn More
Rates
$199 - $500 night
$995 - $2195 week


Pet Friendly   Non Smoking


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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: The sparkling ocean greets you when you step onto the balcony of our second-floor condo at Island House E228. Tastefully decorated and conveniently... Learn More
Rates
$142 - $142 night
$346 - $895 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 Eight 101 - 1st floor, Ocean Front, Pool, Crescent Beach Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our... Learn More
Rates
$150 - $300 night
$750 - $1489 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Seaside Escape Beach House - 5 BRs, Crow's Nest - Ocean Views From the rooftop crow?s nest of Seaside Escape, our 3-story house on St. Augustine B... Learn More
Rates
$175 - $450 night
$875 - $1895 week


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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: Villa VIllekula House, 4 BRs, secluded beach, Hdtvs, steps to ocean Try out the island life on this gorgeous barrier island, home to Villa Villeku... Learn More
Rates
$166 - $400 night
$793 - $1595 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: Dolphin Watch Cottage, Ocean View, Wifi, next to St Augustine Beach Florida A perfect retreat whether with your whole family or for a special week... Learn More
Rates
$95 - $175 night
$449 - $1050 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sand Dollar IIi 102, Beach Front 3 BR with Pool, St Augustine Beach Fl Step outside your bedroom in our ground-floor condo at Sand Dollar III 102 ... Learn More
Rates
$216 - $233 night
$579 - $1495 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: Sea Place 14158, Ground Floor, Pool, Tennis, & Beach, St Augustine Beach Fl Discover the charm of St. Augustine beach living at our condo at Sea P... Learn More
Rates
$100 - $195 night
$495 - $1109 week


Non Smoking


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Listings 76 - 100 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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