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St. Augustine Vacation Rentals

400 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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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 - $400 night
$1195 - $1895 week


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


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 4
Location: St. Augustine, Florida, United States
Description: Captains Quarters 218, new Hdtv, 2 elevators, pool, grill, Wifi Come enjoy beautiful St. Augustine Beach from our oceanview condo at Captains' Qua...
Rates
$125 - $395 night
$595 - $1350 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sea Place 14164, 3 BRs, Ground Floor, Pool, Tennis & Private Beach This 3 bedroom unit is one of only two in the entire complex. Our ground floor...
Rates
$150 - $395 night
$750 - $1550 week


Non Smoking


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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: Our 2-story tennis villa at Colony Reef 16B is the ideal launch pad for your St. Augustine vacation. Located just steps from beautiful Crescent Bea...
Rates
$100 - $295 night
$495 - $995 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Upgraded Ocean Front/Beach Front, 2 BR 2 1/2 Bath Condo, Wifi If you are planning that special vacation then you need to pick the right place to s...
Rates
$250 - $300 night
$1500 - $1850 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: Ocean Village Club G26, 2nd Floor, with 2 pools, tennis & beach, New Hdtv Welcome to the light, airy spaces and restful comfort of our second-floo...
Rates
$100 - $295 night
$495 - $995 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: Experience "beach chic" living in our ground-floor condo at Ocean & Racquet 5114 the next time you're in St. Augustine. Located in a gated resort, ...
Rates
$100 - $295 night
$495 - $995 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: Ocean Village Club N22, 2nd Floor Unit, Hdtv, 2 pools, tennis & beach, Wifi An unforgettable beach vacation awaits you at our condo at Ocean Villa...
Rates
$100 - $295 night
$495 - $995 week


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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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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Island House H 119 Ground Floor Unit, new Hdtv, Pool, Tennis, St Augustine Fl An ocean-view unit for six with the most convenient location in the ...
Rates
$142 - $142 night
$338 - $1095 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: Ocean Village Club K14, Ground Floor unit, 42" Hdtv, Blue Ray, 2 pools From the shaded lanai of our ground-floor condo at Ocean Village Club K14, ...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


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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: Barefoot Trace 115, Ground Floor, Elevator, Ocean Front, Pool, Tennis Enjoy spectacular sunrises and long, lazy days on the white sands of St. Aug...
Rates
$712 - $1550 week


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Discover the joy of oceanfront living on Crescent Beach at Quail Hollow B2-1U, our top-floor condo in St. Augustine. The perfect getaway for 2, it ...
Rates
$142 - $142 night
$338 - $1095 week


Non Smoking


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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: Colony Reef 3404 , 3 BRs, heated indoor pool, 32" Hdtv, Hbo, Wifi Newly updated and repainted as of June 2013. With the advantages of both a quiet...
Rates
$199 - $199 night
$519 - $1450 week


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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...
Rates
$392 - $392 night
$817 - $2795 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: Sea Place 11107, Beach Front unit, Ground Floor Flat, Pool, Hdtv, Wifi Step outside the door and you're on the dunes overlooking St. Augustine Bea...
Rates
$150 - $395 night
$750 - $1550 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: Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from your own balcony at ocean view Summerhouse 221, located steps from...
Rates
$150 - $275 night
$795 - $1225 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 11208, Direct Ocean Front condo, pool, tennis, St Augustine Fl With 2 balconies overlooking the beach, this totally redecorated 2-storey...
Rates
$150 - $395 night
$750 - $1550 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
$116 - $350 night
$550 - $1195 week


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 6
Location: St. Augustine, Florida, United States
Description: Wake to sounds of waves hitting the sand, as the sun peeks over the sea or relax on your private balcony during sunset as the sky turns pink -- sou...
Rates
$125 - $395 night
$595 - $1350 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 4
Location: St. Augustine, Florida, United States
Description: Pure Paradise, Less than 20 Steps to beach, Beach Front, Wifi, Flat Screens Absolutely breathtaking. Imagine waking up every morning and taking l...
Rates
$250 - $350 night
$1395 - $1595 week


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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: Ocean Village Club A36, Top Floor, Hdtv, Wifi, St Augustine, Corner Unit Extraordinary value with a view! That's what you'll say about Ocean Villa...
Rates
$95 - $250 night
$450 - $895 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: 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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club G21, 2nd Floor, Screened Lanai, 2 pools, tennis & beach Enjoy the beach from our relaxing, nicely appointed condo at Ocean Vill...
Rates
$100 - $350 night
$550 - $1195 week


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Listings 1 - 25 of 400
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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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