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St. Augustine Vacation Rentals

285 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 285
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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: Windjammer 316, 3 BRs, 3rd Floor, Beach Front, Elevator, Corner Unit Our newly updated condo at Windjammer 316 is just a cut above the rest. Not o... Learn More
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Island House A 208 Beach Front Rental, Hdtv, Pool, Wifi, Beach With gorgeous Crescent Beach just steps away and plenty of on-premises amenities, f... Learn More
Rates
$183 - $183 night
$400 - $1295 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: Ocean Village Club O31, 3rd Floor, new Hdtv, pools, tennis & beach With a view of both the glittering ocean and a sparkling swimming pool, the bal... Learn More
Rates
$112 - $225 night
$550 - $1195 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Spend sunrise to sunset enjoying the water and big skies at Summer Paradise Beach House. A welcoming Florida vacation home for up to eight guests, ... Learn More
Rates
$149 - $400 night
$673 - $1679 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Tucked between Crescent Beach to the east and the Intracoastal Waterway to the west is Beacher's Lodge 425, our ocean front condo with sweeping vie... Learn More
Rates
$100 - $195 night
$495 - $1195 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 6 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Wave Watch Beach house, 6 BRs, private pool/spa, 4th floor rooftop deck Make your next vacation a truly luxurious one: Stay at Wave Watch, overloo... Learn More
Rates
$667 - $667 night
$1632 - $8500 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 3 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: Crescent Views Beach House, Sleeps 11, Direct Ocean Front, Hdtv, Wifi Book this funky beach house and invite your ten best friends and family memb... Learn More
Rates
$249 - $1000 night
$1395 - $3495 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 11209, Direct Beach Front, Hdtv, Pool, Tennis, St Augustine Beach Remember the vacation you ditched shoes and socks in favor of a pretty... Learn More
Rates
$125 - $275 night
$695 - $1495 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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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club G21, 2nd Floor, Screened Lanai, 2 pools, tennis & beach Enjoy the beach from our relaxing, nicely appointed condo at Ocean Vill... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Venetian Beach Front House near St Augustine Beach Fl Sandwiched between perfect sunrise and sunset, your days at our Venetian Beach ... Learn More
Rates
$199 - $500 night
$995 - $2456 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: 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
$450 - $1000 week


Pet Friendly   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 Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Witness both the sunrise and the sunset every day at Hibiscus. With both a balcony and deck, this nicely appointed condo brings the beauty of St. A... Learn More
Rates
$100 - $195 night
$495 - $1195 week


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 Yellow Sunrise Beach House, Ocean Front on 35 foot dune You know what?s better, the higher you go? The view. If you seek sunshine, sa... Learn More
Rates
$199 - $500 night
$995 - $2456 week


Pet Friendly   Non Smoking   High-Speed Internet


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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
$450 - $1000 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: Windjammer 210 Luxury Beach Front, Newly Updated, Elevator, Hdtv Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The ... Learn More
Rates
$216 - $233 night
$525 - $1695 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
$146 - $300 night
$795 - $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 6
Location: St. Augustine, Florida, United States
Description: With the beach just a short walk away and swimming pools, tennis courts, and more waiting for you here at Ocean Village Club J21, there's something... Learn More
Rates
$95 - $175 night
$450 - $1000 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: Ocean Village Club R11, Ground Floor unit, Screened Lanai, 2 Pools, Wifi Ocean Village Club R11 offers everything including newly updated applianc... Learn More
Rates
$100 - $195 night
$495 - $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 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club O16, Ground Floor unit, Hdtv, Wifi, 2 pools, St Augustine Welcome home to St. Augustine Beach! In our oceanview condo at Ocean ... Learn More
Rates
$112 - $225 night
$550 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Colony Reef 1407, 4th floor, 3 BRs, Heated Pool, all new Hdtvs The dunes, the sands, the water -- all of this and more await you at our oceanview ... Learn More
Rates
$121 - $250 night
$595 - $1395 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: Windjammer 314, 3rd Floor Luxury Beach Front, Newly Updated, Elevator, Hdtv Nestled between the ocean & Intracoastal Waterway, our beachfront cond... Learn More
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Hibiscus 302-D Ocean View, 3rd floor, 3 BRs, 3 pools, new Hdtvs Welcome to Hibiscus 302-D, our newly redecorated 3rd-floor condo on St. Augustine ... Learn More
Rates
$148 - $300 night
$750 - $1595 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: Ocean Village Club K14, Ground Floor unit, 42" Hdtv, Blue Ray, 2 pools From the shaded lanai of our ground-floor condo at Ocean Village Club K14, ... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Non Smoking


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Listings 76 - 100 of 285
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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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