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St. Augustine Vacation Rentals

367 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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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Living just 100 yards from the ocean isn't just a location at Good Vibrations -- it's an attitude! This charming, one-of-a-kind 3-story home is ful...
Rates
$156 - $325 night
$1070 - $1795 week


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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 Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Nestled down a side road on one of St. Augustine's best kept secret islands, Vilano Beach, your Hidden Retreat awaits you and your family for your ...
Rates
$102 - $150 night
$669 - $1195 week


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6 bedroom Vacation Rental Home in St. Augustine
Home: 6 Bedroom, 2 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Brought back to life by its loving owners, the Paradisi Place seems to whisper its century-old secrets to you as you walk through it. With a perfec...
Rates
$355 - $385 night
$2500 - $3500 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: This brand new 5 bedroom, 4 bath three story house is directly across the street from the ocean in a desirable residential neighborhood on Atlantic...
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Non Smoking   Swimming Pool   High-Speed Internet


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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...
Rates
$125 - $450 night
$461 - $1685 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Four Winds A-3T, 2 Floors - Ocean Front, 2 BRs, 2 heated pools Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony o...
Rates
$125 - $395 night
$695 - $1750 week


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 3.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Coastal Karma, Luxury 5 BRs, above ground pool, spa, recently upgraded Just a minute's walk from the beach, Coastal Karma is a beautiful European-...
Rates
$249 - $1200 night
$790 - $3500 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 10
Location: St. Augustine, Florida, United States
Description: Luxury 3 BR, 2 Bath - Ocean Front Upgraded Condo, Extra Large Balcony If you are planning the perfect vacation then it?s important that you pick t...
Rates
$300 - $350 night
$1695 - $2095 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: Ocean Village Club Q37, 3rd Floor, Updated, Elevator, Ocean Views Glance out of any window in our 3rd-floor condo at Ocean Village Club Q37 and yo...
Rates
$125 - $395 night
$695 - $1450 week


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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
$461 - $1685 week


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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: Our updated condo at Windjammer 206 is just a cut above the rest. Not only is it ocean front, it's also a 3 bedrooms corner unit so you have plenty...
Rates
$249 - $249 night
$583 - $1795 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, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Paradise Ocean House with pool near St Augustine, Fl Watch the morning sun rising over the Atlantic from two ocean front balconies. ...
Rates
$199 - $600 night
$692 - $2514 week


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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: Summerhouse 233 Oceanview condo rental , 4 heated pools, Wifi At our condo at Summerhouse 233 you can have it all: a beachfront location that also...
Rates
$116 - $350 night
$550 - $1195 week


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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: Beautiful Ground Floor - 2 BR Ocean View Condo - 4 Heated Pools, Tennis Please contact us directly for monthly rates. Welcome to the best kept se...
Rates
$175 - $300 night
$936 - $1540 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Shhh . . . try not to brag about our charming oceanside getaway! Sea Urchin is a well-kept secret, for where else can you vacation just yards from ...
Rates
$125 - $350 night
$655 - $1495 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: On the narrow strip of land between Crescent Beach and the Intracoastal sits our condo at Pelican Inlet B214. It's the ideal location for a vacatio...
Rates
$95 - $250 night
$450 - $895 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: ***** Photos Coming Soon ******* If you are looking for the perfect vacation condo then you have found it in Quail Hollow A8-3U. Situated close to...
Rates
$125 - $200 night
$695 - $995 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sit back on you own balcony and look over tropical greenery and a tempting pool with the ocean directly behind. This is a view that is simply AMAZI...
Rates
$150 - $250 night
$795 - $1095 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Villa VIllekula House, 4 BRs, secluded beach, Hdtvs, steps to ocean Try out the island life on this gorgeous barrier island, home to Villa Villeku...
Rates
$166 - $500 night
$578 - $1971 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 K12, Ground Floor, Screened Lanai, Hdtv, Newly Updated! Whether you stay up late reading or watching our HDTV, you'll find our ...
Rates
$116 - $350 night
$550 - $1195 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Experience the rich history and amazing beauty of Summer Haven, the barrier island home of our luxurious Afternoon Delight house. You'll enjoy all ...
Rates
$149 - $450 night
$461 - $1685 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: Windjammer 210 Luxury Beach Front, Newly Updated, Elevator, Hdtv Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The ...
Rates
$216 - $233 night
$525 - $1695 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: Island House A 211 Beach Front Rental, Hdtv, Crescent Beach, St. Augustine Fl Luxury updates for 2015 include brand new sofa, upgraded carpet, des...
Rates
$199 - $199 night
$519 - $1450 week


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Listings 1 - 25 of 367
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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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