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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 26 - 50 of 290
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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Beach living has never been so relaxed, comfortable, and pleasant before! Sweet Symphony is our 3-bedroom, 3-bath house just minutes from the beach... Learn More
Rates
$133 - $350 night
$417 - $1650 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 4
Location: St. Augustine, Florida, United States
Description: Nestled between the Atlantic Ocean to the east and Intracoastal Waterway to the west is our condo, Windjammer 315. Enjoy the best sunrises and suns... Learn More
Rates
$216 - $283 night
$526 - $1695 week


Non Smoking


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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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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Just across the street from the beach is our big, friendly Bohemian house, with a private pool, lanai, sun deck, and room to sleep 8. Enjoy a huge ... Learn More
Rates
$182 - $600 night
$696 - $2700 week


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 6
Location: St. Augustine, Florida, United States
Description: Anastasia 310 is direct beachfront 3 bedroom corner condo with fantastic ocean views. Floor-to-ceiling windows line the eastern wall for gorgeous s... Learn More
Rates
$162 - $450 night
$757 - $1795 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: The Egret Beach Front is packed with care and detail to make your vacation that little bit sweeter. This luxury, fully renovated beach house is als... Learn More
Rates
$203 - $1000 night
$929 - $3000 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 4
Location: St. Augustine, Florida, United States
Description: Newly remodeled and so luxurious, our penthouse condo at Island South 11 overlooks beautiful St. Augustine Beach. If you're looking for sweeping vi... Learn More
Rates
$150 - $395 night
$795 - $1650 week


Non Smoking   High-Speed Internet


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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: Stretch your vacation dollar while enjoying all the amenities of a gated beachfront resort in Ocean Village Club A16, our pet-friendly, bright and ... Learn More
Rates
$77 - $195 night
$320 - $695 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 6
Location: St. Augustine, Florida, United States
Description: Nestled between Crescent Beach and the Intracoastal Waterway is our second-storey condo at Pelican Inlet C216. Boasting all the amenities of a reso... Learn More
Rates
$77 - $195 night
$320 - $695 week


Non Smoking


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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: Beautiful natural dunes, pure white sands, and glittering blue ocean greet you from the patio of our ground-floor condo at Barefoot Trace 113. The ... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Cottage in St. Augustine
Cottage: Studio, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Next time you're in St. Augustine, don't just visit historic sites -- live in one! When you stay in the downstairs studio of Garden Cottage, a 200+... Learn More
Rates
$83 - $100 night
$255 - $600 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, ... Learn More
Rates
$77 - $225 night
$365 - $795 week


Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Queen suite Unit Description: This oceanfront one bedroom suite offers a living room with a wonderful ocean front view and a sliding glass door th... Learn More
Rates
$125 - $999 night
$875 - $6993 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Live the dream! Sitting high on a 35 foot dune, the Seahorse Beach House's secluded location allows you to enjoy endless ocean views from the wind... Learn More
Rates
$203 - $1000 night
$929 - $3000 week


Pet Friendly   Non Smoking   High-Speed Internet


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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: An unforgettable beach vacation awaits you at our condo at Ocean Village Club N22. Beautifully decorated, our second-story condo is the perfect hom... Learn More
Rates
$77 - $195 night
$320 - $695 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: If staying on the beachfront is a priority, Windjammer 214 is the condo for you. Not only is it just steps from the Atlantic Ocean and the sparklin... Learn More
Rates
$216 - $283 night
$526 - $1695 week


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 6
Location: St. Augustine, Florida, United States
Description: Crescent Beach stretches away for miles in both directions just beyond the balcony of our corner-unit condo, Summerhouse 102. From this oceanfront ... Learn More
Rates
$175 - $425 night
$850 - $1750 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: The Atlantic Ocean is just steps away at Colony Reef 3103, our oceanfront ground-floor condo. Located in a vibrant resort with all the amenities an... Learn More
Rates
$101 - $395 night
$595 - $1350 week


Non Smoking


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1 bedroom Vacation Rental Villa in St. Augustine
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Make your vacation an unforgettable adventure by staying at our Maxfield Parrish Suite in the lovely and historic Abbott Tract neighborhood of St. ... Learn More
Rates
$83 - $100 night
$255 - $600 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: An ideal base for a memorable family vacation - with dozens of extra inclusions for great value. Pier Point South is directly ocean-side with priva... Learn More
Rates
$101 - $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 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... Learn More
Rates
$101 - $395 night
$595 - $1350 week


Pet Friendly   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: 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
$162 - $450 night
$757 - $1795 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: Come enjoy beautiful St. Augustine Beach from our oceanview condo at Captains' Quarters 218! With a vista of sea and sky from our balcony, luxuriou... 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: Welcome to Hibiscus 302-D, our newly redecorated 3rd-floor condo on St. Augustine Beach. From sweeping ocean views on the balcony to new HDTVs in e... Learn More
Rates
$142 - $395 night
$750 - $1550 week


Non Smoking   High-Speed Internet


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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
$81 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking


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Listings 26 - 50 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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