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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 1 - 25 of 290
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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Between the private pool, and the enclosed garden, Atlantis Oasis will satisfy your desire for a beach vacation even before you visit St. Augustine... Learn More
Rates
$162 - $500 night
$696 - $2700 week


Pet Friendly   Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Gorgeous views of the ocean and Intracoastal Waterway are yours from every room in Atlantic Angel, our beachfront Mediterranean-style house in St. ... Learn More
Rates
$499 - $2000 night
$1995 - $7500 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: From our oceanfront top floor condo at Sand Dollar III 502, you have a marvelous panoramic view of beautiful Crescent Beach. A spacious and updated... Learn More
Rates
$216 - $283 night
$526 - $1695 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 4
Location: St. Augustine, Florida, United States
Description: Discover the pleasure of beachfront living at our condo at Ocean Village Club L17. Located on the ground floor of a family-oriented complex with al... Learn More
Rates
$116 - $149 night
$301 - $895 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: This ground floor unit, overlooks the pool and ocean. Our ground floor unit at Ocean Vilalge club is located in a family oriented ocean side resor... Learn More
Rates
$101 - $350 night
$550 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Our beachfront townhouse Ocean Harbor 5 was designed with just one goal in mind: to help make sure everyone who stays here has a fun, relaxing, fab... Learn More
Rates
$142 - $395 night
$771 - $1500 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Live the dream! Sitting high on a 35 foot dune, the Dolphin Beach House's secluded location allows you to enjoy endless ocean views from a glassed... Learn More
Rates
$203 - $1000 night
$929 - $3000 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: The ocean is only a hop, skip, and jump away from our treetop condo at Ocean Village Club M31. Sit on the balcony in the zesty sea breeze and watch... Learn More
Rates
$77 - $195 night
$320 - $695 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: From the patio of our ground-floor condo at Sea Place 13137, you can see across a bright green lawn to the ocean. For a relaxing vacation just minu... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Memories will be made here and dreams will be shared. From carefully selected furnishings to a wonderful balcony with water views and ocean views f... Learn More
Rates
$203 - $1000 night
$929 - $3000 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: Spectacular sunrises, sparkling waves, and soft sands await you! Conveniently located on the ground floor of an oceanfront family-oriented resort w... Learn More
Rates
$77 - $195 night
$320 - $695 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: Gaze over the palm trees, beyond the sparkling swimming pool, and view the blue Atlantic from the balcony at Ocean Village Club Q35. Or better, wa... Learn More
Rates
$101 - $350 night
$550 - $1195 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 7
Location: St. Augustine, Florida, United States
Description: Walk into the oceanfront resort Barefoot 204 and fall in love with this happy place. Leave the large balcony doors open and enjoy the sounds and sm... Learn More
Rates
$199 - $266 night
$465 - $1595 week


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: Claim your stake on beautiful St. Augustine Beach by staying at our condo at Hibiscus 201-D. The ocean view is beautiful, the amenities superb, and... Learn More
Rates
$122 - $395 night
$695 - $1450 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: With a long balcony overlooking beautiful Crescent Beach, our condo at Barefoot Trace 309 has a picturesque view of dune, sand, sea, and sky. Locat... Learn More
Rates
$199 - $266 night
$465 - $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 5
Location: St. Augustine, Florida, United States
Description: From the patio, living room, and master bedroom of our ground-floor, corner-unit condo at Island South 4, you have a breathtaking view of dunes and... Learn More
Rates
$142 - $395 night
$750 - $1550 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Watch the morning sun rising over the Atlantic from two ocean front balconies. Take a dip in the pool & relax. Located beach front, our newly rem... Learn More
Rates
$175 - $600 night
$696 - $2700 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: Amazing Grace is a huge, luxuriously appointed Mediterranean-style house. Watch the sun rise from the front deck and set from the back deck at our ... Learn More
Rates
$449 - $1500 night
$1795 - $7200 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: With a view of both the glittering ocean and a sparkling swimming pool, the balcony of our condo at Ocean Village Club O31 is a preview of adventur... Learn More
Rates
$101 - $350 night
$550 - $1195 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
$300 - $466 night
$820 - $2795 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: The Atlantic Ocean looks close enough to touch from the balcony of our 2nd-story condo, Hibiscus 203-A on St. Augustine Beach. You will find the pe... Learn More
Rates
$101 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: What a house! On a quiet road with water views, embrace comfort at this perfect family hide-away. Relax on the deck and watch boats pass by. Fish ... Learn More
Rates
$182 - $600 night
$472 - $2700 week


Pet Friendly   Non Smoking   Swimming Pool   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: The beach is just a hop away in our completely renovated 2-story waterfront condo, which sleeps 6 with spectacular views. Nestled between the Atlan... Learn More
Rates
$200 - $283 night
$526 - $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: A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 3107, the good life is w... Learn More
Rates
$77 - $225 night
$365 - $795 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: If you love splashing in sparkling water, our condo at Ocean Club II 34 gives you 2 options: the sugary sands of the beach just yards away, or a bi... Learn More
Rates
$116 - $149 night
$301 - $895 week


Non Smoking


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Listings 1 - 25 of 290
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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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