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St. Augustine Holiday Rentals

290 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 276 - 290 of 290
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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: Enjoy our island-themed condo on the ground floor of the fun, family-oriented beachside Ocean Village Club complex. With plenty of space for the wh... Learn More
Rates
$95 - $250 night
$450 - $895 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 6
Location: St. Augustine, Florida, United States
Description: Combine the best beach vacation of your life with fine resort living at our condo at Ocean Village Club I15. You'll be so close to the beach you ca... Learn More
Rates
$95 - $250 night
$450 - $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: Tennis, anyone? What about swimming or beachcombing? At our convenient, well-appointed condo at Ocean Village Club E32, you're just yards from the ... Learn More
Rates
$81 - $250 night
$450 - $895 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: Some houses just feel like home. Though its huge wraparound deck with partial ocean views, hot tub, tropical garden, and sunny indoor spaces may no... Learn More
Rates
$113 - $250 night
$348 - $1200 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 7
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey townhouse-sty... Learn More
Rates
$101 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Cottage in St. Augustine - Ocean View
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Wake up each morning and enjoy an ocean view from your balcony, before grabbing a coffee to take with you beach-combing. All in all, Wave Watch cot... Learn More
Rates
$95 - $225 night
$365 - $795 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: Beautiful natural dunes, pure white sands, and glittering blue ocean greet you from the patio of our ground-floor condo at Barefoot Trace 113. The ... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking   High-Speed Internet


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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: Step outside your bedroom in our ground-floor condo at Sand Dollar III 102 and you are just yards from the beach, on a grassy lawn leading to the s... Learn More
Rates
$216 - $283 night
$526 - $1695 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: Situated near the St. Augustine Pier on the shores of St Augustine Beach, our ground-floor condo at Pier Point 37 couldn't have a better location f... Learn More
Rates
$101 - $350 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 6
Location: St. Augustine, Florida, United States
Description: Enjoy a sweeping view of ocean, dunes, and sky from the balcony of Beachcomber?s Bungalow, our condo at Ocean Village Club Q36. From the quaint bis... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Pet Friendly   Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: The name says it all! When you stay at Barefoot, our ocean front house on St. Augustine Beach, you just can't help but unwind and have fun the way ... Learn More
Rates
$233 - $1200 night
$1161 - $3500 week


Pet Friendly   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: Just yards from the beach, our airy and light condo at Ocean Village Club P27 gives you all the amenities of a family-oriented condominium complex ... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: The Atlantic Ocean is just steps away at Colony Reef 3103, our oceanfront ground-floor condo. Located in a vibrant resort with all the amenities an... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Experience life in a beach community the way the locals do at Playa Haus, our 2-storey house just a block from the beach. It's got 2 big sunny deck... Learn More
Rates
$149 - $450 night
$464 - $1800 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: The beautiful Atlantic Ocean is only yards from the balcony of our condo at Colony Reef 1411, and you can enjoy it from both the living room and th... Learn More
Rates
$101 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 276 - 290 of 290
First Previous
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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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