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St. Augustine Vacation Rentals

370 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 101 - 125 of 370
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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Pelican Point I and Pelican Point II are a truly unique modern set of houses designed to meet all your vacation needs. From the moment you pull in...
Rates
$196 - $550 night
$1042 - $2024 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 peaceful vacation amongst an array of yachts and skiffs at Captain's Cove. Bedding Configuration: 1 Queen, 2 Twin, 1 Sleeper Sofa Room De...
Rates
$140 - $200 night
$950 - $1500 week


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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: Have you ever wanted to stay in a ?lighthouse?? Well this is the closest you can come. It?s a very unique experience. You will enjoy the ocean view...
Rates
$200 - $400 night
$1195 - $2295 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: Anastasia Island Cottage, 2 houses to the beach, Ocean Views, Hot Tub, Hdtv Some houses just feel like home. Though its huge wraparound deck with ...
Rates
$116 - $250 night
$449 - $1195 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Pirates Paradise Beach Home, 5 BRs, Ocean Views, Small Private Pool Ahoy, maties! Welcome to Pirates' Paradise, our big beach house perched on the...
Rates
$360 - $1750 night
$1128 - $5014 week


Pet Friendly   Non Smoking   Swimming Pool   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: From the master bedroom at Hibiscus 101-B, you can see the dunes and the ocean without even leaving the king-sized bed! Our immaculately appointed ...
Rates
$125 - $395 night
$595 - $1350 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: A private heated saltwater pool, 2 balconies, and sleek modern designs await you at Fan-ta-sea, our 2-story house on a quiet street just 2 blocks f...
Rates
$300 - $400 night
$902 - $2800 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: Sand Dollar IIii 502, Top Floor, 5th Floor, 3 BR, Ocean Front Pool From our oceanfront top floor condo at Sand Dollar III 502, you have a marvelou...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 13
Location: St. Augustine, Florida, United States
Description: Three certainly isn?t a crowd at Ocean Pearl in St. Augustine Beach. With three floors, four bedrooms, and two additional sleeper sofas, this beach...
Rates
$449 - $1500 night
$1354 - $6599 week


Non Smoking   Swimming Pool   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: Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is c...
Rates
$150 - $200 night
$650 - $895 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: One BR, 1 Bath, Flat Screen Tv, Steps to Beach and Pet Friendly Salty Dog duplex 4B is only steps to the beach and has everything you need to make...
Rates
$75 - $150 night
$395 - $900 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: From this oceanfront retreat, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself! Everything at Su...
Rates
$150 - $300 night
$1020 - $1575 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: 2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pools, Wifi Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from ...
Rates
$150 - $250 night
$795 - $1225 week


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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: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2024 : Saturday check-in required. Saturday check-out required....
Rates
$85 - $220 night
$595 - $1540 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: If you?ve been searching for a family getaway spot, you can stop looking. When you stay at Four Winds? unit C5, you?re just steps away--via a priva...
Rates
$116 - $350 night
$550 - $1195 week


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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 i33, 3rd Floor, Elevator, 42" Hdtv, Blue-Ray, Wifi in unit Relax island-style in our charming condo at Ocean Village Club I33. ...
Rates
$116 - $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 View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Sea Winds Unit #8, Immaculate,Oceanview Townhouse Condo-Free High-Speed Wi-Fi Enjoy the beautiful Florida outdoors from the patio, balcony, or sun...
Rates
$125 - $183 night
$405 - $1295 week


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2 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Hunter's Haven is a wonderfully located, two bedroom/two bath ocean front home. If the beach is your thing, you'll love the location. Beach showe...
Rates
$200 - $500 night
$875 - $2499 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Pounds Cottage is a cozy 1 bedroom ocean front cottage built by its owners on the Crescent Beach Dunes in 1952. Since then, it has been lovingly ca...
Rates
$149 - $450 night
$562 - $1685 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Pelican Way, 4 BR, 3 Bath Ocean View Home, Private Pool, Pet Friendly Beautifully landscaped and located less than two blocks from the amazing san...
Rates
$350 - $500 night
$1795 - $2195 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Queen of Quail, Direct Beach/Ocean Front, 3 BR, 2 Bath, Upgraded Condo Welcome to the Queen of Quail Hollow that is directly Beach and Ocean Front...
Rates
$200 - $350 night
$995 - $1595 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: 2 BRs, 2.5 BAs, Sleeps 6, Steps to Beach, 2 Pools (1 Heated), Wifi Beachfront pool, in-door heated pool, gym, tennis courts and so much more await...
Rates
$150 - $200 night
$795 - $1045 week


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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: If our oceanfront condo at Sand Dollar I 108 isn't paradise, it's the nearest place to it! Steps away from Crescent Beach, it also overlooks the dr...
Rates
$249 - $249 night
$583 - $1795 week


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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 ...
Rates
$249 - $1200 night
$790 - $3500 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Sand Dollar I 502, 5th floor Penthouse, Luxury 4 BRs, Hdtv, Beach Front You?ll rarely find another 4-bedroom penthouse with such perfect beach vie...
Rates
$399 - $399 night
$902 - $2795 week


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Listings 101 - 125 of 370
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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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