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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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Listings 1 - 25 of 367
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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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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 - 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


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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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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


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Summerhouse 115 Oceanview condo rental , 4 heated pools, Wifi Step into your vacation at Summerhouse 115, an ocean-view condo totally remodeled in...
Rates
$125 - $395 night
$595 - $1350 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: Great Ocean and pool view townhouse with views of the Ocean. A pretty landscaped entrance awaits at the front of this gated condominium complex. Ta...
Rates
$116 - $350 night
$550 - $1195 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.75 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Arrive to find a huge beach and sunrises all yours. Sand Castle provides direct boardwalk access, meaning you can hit the beach before breakfast, f...
Rates
$250 - $450 night
$1224 - $1895 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: "The view is amazing.  Atlantic Ocean in front and the Intracoastal Waterway in back.  If fishing is your thing, this home is just about a mile fro...
Rates
$249 - $600 night
$924 - $2857 week


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Large enough to host a family reunion, luxurious enough to satisfy even the most demanding vacationer, Peace of Paradise lives up to its name. This...
Rates
$600 - $725 night
$1632 - $6000 week


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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 Resort P32, Ocean View, St. Augustine Beach Fl There?s well-decorated, and then there?s Ocean Village Club P32. Not only does t...
Rates
$125 - $395 night
$595 - $1350 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Colony Reef 1407, 4th floor, 3 BRs, Heated Pool, all new Hdtvs The dunes, the sands, the water -- all of this and more await you at our oceanview ...
Rates
$125 - $395 night
$695 - $1450 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


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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: Glimpse the ocean from the balcony of our second-floor condo at Ocean & Racquet 3204, listen to the murmur of the surf, and enjoy all the amenities...
Rates
$100 - $295 night
$495 - $995 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: Hibiscus 202-B Ocean Front, 3rd floor, 3 BRs, 3 pools, new Hdtvs You?ve waited all year for this vacation and now it?s time to enjoy the best. Thi...
Rates
$150 - $395 night
$795 - $1650 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, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Imagine spending your vacation directly on the beach with 2 balconies overlooking the beach, this totally redecorated 2-storey townhouse at Sea Pla...
Rates
$200 - $275 night
$795 - $1695 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 2016 - Dec 31 2016 : Saturday check-in required. Saturday check-out required....
Rates
$85 - $220 night
$595 - $1540 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: A water-lover?s dream! Spectacular views of water on both sides of the condo! This condo is the ultimate family vacation spot! One of only a few...
Rates
$249 - $249 night
$583 - $1795 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: 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 Home in St. Augustine
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Welcome to your home away from home in historic St. Augustine! The first floor villa of our Gloria Beach House offers all the beauty, convenience,...
Rates
$166 - $500 night
$578 - $1971 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: Villas of Ocean Gate is one of the newest condo complex's on the beautiful St. Augustine Beach. This 3 bedroom/2 bath unit has been upgraded throu...
Rates
$175 - $250 night
$1075 - $1275 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Lodge Historic Beach House, 5 BR cottage, Ocean Front, Wifi This is it, Folks! See the stories in the Coastal Living, Jacksonville m...
Rates
$175 - $500 night
$692 - $2499 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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