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St. Augustine Vacation Rentals

413 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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1 bedroom Vacation Rental Apartment in St. Augustine - Ocean View
Apartment: 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 Dolphin Watch is only steps to the beach and has everything you need to make it a ...
Rates
$90 - $200 night
$495 - $895 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beautiful 3 BR, 2 1/2 Bath home, Located in Heart of St. Augustine Beach When you are looking for the perfect place to stay, our 3 bedroom home on...
Rates
$125 - $175 night
$695 - $995 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Private Balcony When you are choosing your perfect vacation holiday, you will be happy that ...
Rates
$225 - $300 night
$1195 - $1795 week


Non Smoking   High-Speed Internet


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Featured


2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse, Ocean View - Ground Floor - 2 BR, 2 Bath, Wifi, Flat Screen Welcome to the best kept secret in St. Augustine. Summerhouse has everyth...
Rates
$175 - $300 night
$936 - $1540 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: You're just yards from the white sand beach at Ocean Village Club Q11. Conveniently located on the ground floor of a fun, family-oriented condo com...
Rates
$150 - $318 night
$695 - $1497 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: 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...
Rates
$125 - $275 night
$550 - $1392 week


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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: We love our space because it has everything needed to enjoy a relaxing day whether it be on Crescent Beach steps away or many surrounding attracti...
Rates
$125 - $200 night
$695 - $995 week


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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: Located a very short distance to the beach, this two (2) bedroom, two (2) bath condo at Ocean Club I, Unit 28 is the perfect vacation destination. ...
Rates
$125 - $200 night
$595 - $795 week


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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: Welcome to the light, airy spaces and restful comfort of our second-floor corner condo at Ocean Village Club G26. Nestled in a fun, family-oriented...
Rates
$125 - $225 night
$495 - $1034 week


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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: Sometimes the best vacations begin with the perfect place to stay: comfortable, cozy, and welcoming. That's what you'll find at our condo at Ocean ...
Rates
$95 - $225 night
$450 - $1070 week


Pet Friendly


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Discover the charm of St. Augustine beach living at our condo at Sea Place 14248. Nestled in a small, family-friendly oceanfront complex, it sleeps...
Rates
$125 - $289 night
$595 - $1381 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: With views of the Atlantic Ocean from one side and those of the Intracoastal Waterway from the other, Windjammer 413 is like a little slice of heav...
Rates
$200 - $450 night
$995 - $2037 week


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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: What shall it be today -- the beach, the pool, a picnic BBQ, or perhaps a spot of tennis? At our condo at Ocean Village Club I21, there's a new adv...
Rates
$125 - $225 night
$495 - $1034 week


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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: A perfect beach pad for four, with an ocean-view pool just outside your door. Island House C108 boasts ideal proximity and Atlantic sunrise views a...
Rates
$100 - $250 night
$495 - $1285 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Get all the benefits of a beach house, with the convenience of a condo and the indulgent amenities of a well-run resort. Island House is tremendous...
Rates
$125 - $275 night
$550 - $1392 week


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Studio Vacation Rental Condo in St. Augustine - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Sit back on your own patio and look over tropical greenery and watch the ocean directly behind. This is a view that is simply AMAZING! Enjoy break...
Rates
$90 - $200 night
$495 - $795 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: Hibiscus J103 is a 2 bedroom, 2 bath ground floor condo with garden views. This condo can comfortably sleep up to 6 people. Hibiscus J103 is locate...
Rates
$125 - $289 night
$595 - $1381 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: 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 - $180 night
$956 - $995 week


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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: The Atlantic is just yards away and historic downtown St. Augustine mere minutes by car when you stay at our luxe condo at Ocean Village Club J24! ...
Rates
$125 - $260 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: Whether you stay up late reading or watching our HDTV, you'll find our master suite with queen bed has everything you need to relax on your Florida...
Rates
$125 - $260 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: With a Hibiscus community boardwalk leading directly to the beach, Hibiscus 102-H is within steps of sand and surf. But, even if you chose to stay ...
Rates
$150 - $318 night
$695 - $1497 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 3-storey townhouse at Four Winds I-10. Located oceanfront,...
Rates
$200 - $462 night
$995 - $1959 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Situated in one of the Historic districts of St. Augustine, a stone path lined with indigenous ferns leads you to your own vacation get-away, Garde...
Rates
$102 - $151 night
$700 - $895 week


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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: Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The Atlantic stretches out before you to the east, the Intracoastal Wa...
Rates
$175 - $425 night
$850 - $1930 week


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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: Our updated condo at Windjammer 114 is just a cut above the rest. Not only is it ocean front, it's also a 2 bedrooms unit with plenty of light. Inc...
Rates
$175 - $400 night
$795 - $1822 week


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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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