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St. Augustine Holiday Rentals

291 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 101 - 125 of 291
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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 - $250 night
$495 - $1109 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: 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
$497 - $1000 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
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 - $375 night
$875 - $1795 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: Coquina A214, Luxury Ocean Front, 2 Pools, Tennis, new Hdtv, Corner Unit Escape to the sugary sands of Crescent Beach at our luxury oceanfront con... Learn More
Rates
$216 - $233 night
$579 - $1495 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Palms Beach House, Ocean Front, 4 BRs, Hdtvs, New, Sleep 10 Some say that unspoiled Crescent Beach is the best beach in the St. Augustine are... Learn More
Rates
$549 - $549 night
$1128 - $3495 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 O14, Ground Floor, new Hdtv, 3 Dvrs, King Bed & wifi The murmur of the waves and the caress of the sea breeze greet you from th... Learn More
Rates
$125 - $250 night
$550 - $1117 week


Pet Friendly   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: Pelican Inlet B210 - Steps from Ocean & Intracoastal, Pool, Tennis Nestled between the Atlantic Ocean and the Intracoastal Waterway is our beautif... Learn More
Rates
$116 - $250 night
$449 - $950 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: Bask in the balmy air and beautiful ocean and pier views at our 2-story condo at Pier Point South 55. Just steps from St. Augustine Beach, our well... Learn More
Rates
$125 - $250 night
$550 - $1117 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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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 - $250 night
$550 - $1117 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: Located on the third floor, our condo is bright and lighthearted, with a sand-and-sea color scheme and all the comforts of home. The living area is... Learn More
Rates
$92 - $150 night
$330 - $595 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: It's the best of both worlds! Our oceanfront condo at Ocean Eight 104 is in a small building of just 8 units, giving you the privacy of a house wit... Learn More
Rates
$150 - $350 night
$795 - $1750 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 - $2195 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: Are you coming to St. Augustine to enjoy a little sunshine perhaps? Ocean Village Club E35 offers a gorgeous tennis court view, adding swaying pal... Learn More
Rates
$100 - $250 night
$495 - $1109 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: Island House E 225 Ocean View Rentals with Pool, St Augustine Beach Florida Get all the benefits of a beach house, with the convenience of a condo... 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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Colony Reef 18A, Ground Floor, Tennis Villa, Heated Pool, Updated Ideal for a week?s vacation or a full winter escape, Colony Reef 18A is a well-a... Learn More
Rates
$125 - $250 night
$550 - $1117 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Bluefish 16 House, 4 BRs, Pool, Ocean View, Newly Furnished, Hdtv Our home at Bluefish 16 combines the privacy of a house with all the amenities o... Learn More
Rates
$200 - $395 night
$544 - $1595 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: Soaring ceilings and sweet furnishings. Get to know and love Island House F229, but be sure to wake in time for the Atlantic Ocean sunrise! Thanks... Learn More
Rates
$125 - $125 night
$300 - $795 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Mad Lar is a great home with a partial view of the ocean. Beautiful views of the ocean from the deck and dock. This big house was made for family... Learn More
Rates
$249 - $249 night
$637 - $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: 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 - $995 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: Sea Place 12232 Coastal Property Rental with pool, wifi, Hdtv & Blue-Ray From the patio or sundeck of our 2-storey condo at Sea Place 12232 you ca... Learn More
Rates
$95 - $250 night
$449 - $936 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 J14, Ground Floor Unit, 2 pools, tennis & beach Enjoy our island-themed condo on the ground floor of the fun, family-oriented b... Learn More
Rates
$95 - $250 night
$449 - $936 week


Pet Friendly   Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean Delight, Beach Front, 4 BRs, Private Heated Pool & Heated Spa Watch the sun set over the ocean from your balcony or while soaking in the hea... Learn More
Rates
$350 - $1500 night
$1995 - $6000 week


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 4
Location: St. Augustine, Florida, United States
Description: Brand new to the rental market, Summerhouse 163 is ready to delight its first guests. Quite how? Not simply with stunning provisions and a glut of ... Learn More
Rates
$175 - $375 night
$850 - $1681 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 - $250 night
$449 - $936 week


Pet Friendly   Non Smoking


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Listings 101 - 125 of 291
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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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