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St. Augustine Vacation Rentals

290 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 1 - 25 of 290
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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: Stay in a "lighthouse" on your next vacation -- our light-filled, utterly unique, popular Atlantic View House! You'll fall in love with its sunligh... Learn More
Rates
$180 - $600 night
$696 - $2700 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: Whether you enjoy the ocean or quiet beach walks that invigorate the soul, Anastasia 407 is a new renovated 3 bedroom condo with fantastic ocean vi... Learn More
Rates
$200 - $450 night
$757 - $1795 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: On the quiet shores of Crescent Beach in St. Augustine sits our spacious, fun Crescent Sunrise house. Easily sleeping 8 and boasting a big oceanfro... Learn More
Rates
$180 - $600 night
$696 - $2700 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, 3 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Luxuriate in the amenities of our oceanfront condo complex while enjoying the privacy and spaciousness of tri-level living. Spyglass 14 on Crescent... Learn More
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 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... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: From the patio or sundeck of our 2-story condo at Sea Place 12230 you can feel the sea breeze and hear the murmur of the surf. You're just a hop aw... Learn More
Rates
$100 - $295 night
$495 - $995 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 6
Location: St. Augustine, Florida, United States
Description: A light, airy and whimsical unit with plenty of floral touches, Ocean Village Club Resort Q23 is a perfect choice for a group of six or fewer seeki... Learn More
Rates
$125 - $395 night
$595 - $1350 week


Pet Friendly   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: Treat yourself to the charm and convenience of Ocean Village Club Q24. Ride the elevator to the second floor and make yourself at home in our spotl... Learn More
Rates
$125 - $395 night
$595 - $1350 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: Just a stroll away from St. Augustine Beach, our condo at Ocean Village Club F33 has views of on-site tennis courts and a swimming pool from a bree... Learn More
Rates
$95 - $250 night
$450 - $895 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: Come experience St. Augustine from the comfort of our ground-floor, end-unit condo at Ocean Village Club G16. It?s just steps from a swimming pool,... Learn More
Rates
$95 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy breathtaking views of the sea from several rooms in our oceanfront condo at Sea Haven 216. Beautifully appointed, immaculately maintained, an... Learn More
Rates
$216 - $283 night
$526 - $1695 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: This is our Pippi Longstocking House - So fun and lovely - no one ever wants to leave! Just 400' from the Atlantic, on a tiny barrier island. The ... Learn More
Rates
$166 - $500 night
$581 - $2100 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: A perfect beach pad for six, with an ocean-view pool just outside your door. Island House C108 boasts ideal proximity and Atlantic sunrise views al... Learn More
Rates
$100 - $295 night
$495 - $995 week


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: You've just discovered the best value in beach vacationing! Our Ocean Village Club B25 is a spotless, comfy condo in a fun and family-oriented comm... Learn More
Rates
$92 - $195 night
$320 - $695 week


Pet Friendly   Non Smoking


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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: A sparkling swimming pool and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey townhouse-sty... Learn More
Rates
$101 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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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 ... Learn More
Rates
$233 - $1200 night
$1161 - $3500 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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: From the shaded lanai of our ground-floor condo at Ocean Village Club K14, you can see a grassy courtyard and sparkling swimming pool, hear the low... Learn More
Rates
$95 - $250 night
$450 - $895 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: Discover the pleasure of beachfront living at our condo at Ocean Village Club L17. Located on the ground floor of a family-oriented complex with al... Learn More
Rates
$116 - $149 night
$301 - $895 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: From the sundeck of our ground floor condo at Sea Place 14158 you can feel the sea breeze & hear the murmur of the surf. You're just a hop away fro... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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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: Newly renovated and bursting with charm, La Casa de Vision is an historic Spanish-style cottage on the trolley line in downtown St. Augustine, just... Learn More
Rates
$133 - $150 night
$476 - $900 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Just steps from the beach, our 3-level A Luna Sea house is wonderfully furnished with an emphasis on contemporary accents. From the big 3rd floor ... Learn More
Rates
$149 - $450 night
$464 - $1800 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 4
Location: St. Augustine, Florida, United States
Description: You'll feel as though you're living on a cloud in our light-as-air condo at Ocean Village Club P16. Sporting tones of ivory and pale blue, this pri... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: At our condo at Summerhouse 233 you can have it all: a beachfront location that also overlooks marshland; an amenity-rich complex; water on 3 sides... Learn More
Rates
$101 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Gaze at the sunrise over the ocean from the comfort of your king-size bed. Stroll along a private wooden walkway through the dunes to a pristine wh... Learn More
Rates
$122 - $395 night
$695 - $1450 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Brilliant sunrises, molten sunsets, and days full of sun and sea are all yours at Grace by the Sea, our oceanfront house on St. Augustine Beach. Ni... Learn More
Rates
$257 - $1200 night
$1161 - $3500 week


Non Smoking   High-Speed Internet


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Listings 1 - 25 of 290
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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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