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St. Augustine Holiday Rentals

288 St. Augustine Holiday 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 288
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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
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you stay at Crescent Breeze, you get to vacation just two blocks from the beach while still enjoying all the comforts of home?and more! With ... Learn More
Rates
$149 - $400 night
$673 - $1656 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Windjammer 412, 3 BRs, 3rd Floor, Beach Front, Elevator, Penthouse Our updated condo at Windjammer 412 is just a cut above the rest. It is ocean f... Learn More
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking


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4 bedroom Vacation Rental Condo in St. Augustine
Condo: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our living room and all 4 bedrooms of our Bella Mar condo open onto a balcony overlooking either the sunrise on Crescent Beach or the sunset on the... Learn More
Rates
$392 - $392 night
$817 - $2495 week


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: 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 yar... Learn More
Rates
$216 - $600 night
$1195 - $2742 week


Pet Friendly   Non Smoking   Swimming Pool   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 Q35, 3rd floor, Elevator, with 2 pools, new Hdtvs and Wifi Gaze over the palm trees, beyond the sparkling swimming pool, and vi... Learn More
Rates
$112 - $225 night
$550 - $1195 week


Pet Friendly   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 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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1 bedroom Vacation Rental Home in St. Augustine
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Welcome to your home away from home in historic St. Augustine! The first floor villa of our Gloria Beach House offers all the beauty, convenience,... Learn More
Rates
$166 - $400 night
$793 - $1928 week


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: From the balconies at Island House D 223, our condo on Crescent Beach, you can see the ocean, feel the salty breeze, and hear the murmur of the sur... Learn More
Rates
$142 - $142 night
$338 - $1095 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 I14, Ground Floor Unit, Screened Lanai, 2 pools, beach The splashes of the oceanview swimming pool compete with the murmur of t... Learn More
Rates
$95 - $175 night
$450 - $1000 week


Pet Friendly   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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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Get sun, sand and shade on your terms, and all the outdoor activities you?ve ever wanted to try, while enjoying life at Colony Reef 18B. A two-leve... 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 - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club Q12, Ground Floor unit, 2 pools, tennis & beach, Wifi Bright and breezy, Ocean Village Club Q12 offers convenient access to the... 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 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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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: King suite Unit Description: This oceanfront one bedroom suite offers a living room with a wonderful ocean front view and a sliding glass door tha... Learn More
Rates
$155 - $999 night
$1085 - $6993 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club N12, Ground Floor Unit, Screened Lanai, 2 pools & beach The ideal beach hideaway for a single or couple ready to enjoy all the ... Learn More
Rates
$78 - $150 night
$320 - $595 week


Pet Friendly   Non Smoking


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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 - $1514 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: Ocean Village O35, Ocean Front Condo Rentals, St. Augustine Beach, Fl Watch the dolphins play from this beautiful updated Ocean Village Ocean Fron... Learn More
Rates
$112 - $225 night
$550 - $1195 week


Pet Friendly   Non Smoking


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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: Ocean Village Club B25, Newly furnished, 2 pools, tennis & beach You've just discovered the best value in beach vacationing! Our Ocean Village Clu... Learn More
Rates
$78 - $150 night
$320 - $595 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club D16, Ground Floor Unit, Hdtv, with pools, wifi in unit When you're ready for a vacation combining the comfort of a resort with ... Learn More
Rates
$85 - $150 night
$366 - $695 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool (1 is heated) and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey... 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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
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
$95 - $175 night
$450 - $1000 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: Island House C 219 Ocean View Rentals, Hdtv, Wifi, St Augustine Beach Fl An ocean-view unit for six with the most convenient location in the resor... Learn More
Rates
$149 - $149 night
$339 - $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 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
$121 - $300 night
$595 - $1395 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: With its peekaboo ocean view, spacious townhouse-style layout, and enviable location on the shores of Vilano Beach, our condo at Ocean Harbor 3 is ... Learn More
Rates
$175 - $289 night
$895 - $1500 week


Non Smoking


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Listings 76 - 100 of 288
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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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