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St. Augustine Holiday Rentals

291 St. Augustine Holiday 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 101 - 125 of 291
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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 A17, new Hdtv, Ground Floor, Heated Pool, & Private Beach One of the most affordable vacation spots on choice St. Augustine Bea... Learn More
Rates
$92 - $150 night
$330 - $595 week


Pet Friendly   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 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... Learn More
Rates
$125 - $325 night
$695 - $1395 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 7
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool (1 is heated) and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey... Learn More
Rates
$125 - $250 night
$550 - $1117 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 102, Beach Front, Queen Sized Suite, Ground Floor Unit A sparkling swimming pool and sweeping ocean view are just outside our groun... Learn More
Rates
$95 - $250 night
$449 - $1050 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: 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... Learn More
Rates
$92 - $150 night
$330 - $875 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: Pier Point 11 Beach Front, Heated Pool, near St Augustine Beach Pier Enjoy a beach vacation with local color and panoramic views of sand, sea, and... Learn More
Rates
$125 - $300 night
$595 - $1295 week


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: 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... Learn More
Rates
$125 - $300 night
$595 - $1295 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 6
Location: St. Augustine, Florida, United States
Description: If our oceanfront condo at Sand Dollar I 108 isn't paradise, it's the nearest place to it! Steps away from Crescent Beach, it also overlooks the dr... Learn More
Rates
$216 - $233 night
$579 - $1495 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 3 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: Crescent Views Beach House, Sleeps 11, Direct Ocean Front, Hdtv, Wifi Book this funky beach house and invite your ten best friends and family memb... Learn More
Rates
$249 - $1000 night
$1395 - $3495 week


Non Smoking   High-Speed Internet


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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: Island House A 207 Beach Front Rental, Hdtv, Pool, St Augustine Beach Florida Your favorite six guests, four balconies and two miles of beach - im... Learn More
Rates
$149 - $149 night
$347 - $995 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: Ocean Village Club D21, 2nd Floor, Corner Unit, Renovated, Hdtv Right in the heart of a fun, family-friendly oceanside condo complex is our Ocean ... Learn More
Rates
$95 - $250 night
$449 - $936 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: An amazing beachfront view allows you to enjoy the water from this newly renovated 3-story home. Daleville Beach House has a view to brag about wit... Learn More
Rates
$378 - $520 night
$1587 - $2295 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: Ocean Village Club A16, new furniture, Ground Floor, pools, tennis & beach Stretch your vacation dollar while enjoying all the amenities of a gate... Learn More
Rates
$99 - $150 night
$377 - $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: With the beach just a short walk away and swimming pools, tennis courts, and more waiting for you here at Ocean Village Club J21, there's something... Learn More
Rates
$95 - $250 night
$449 - $936 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Island House A 208 Beach Front Rental, Hdtv, Pool, Wifi, Beach With gorgeous Crescent Beach just steps away and plenty of on-premises amenities, f... Learn More
Rates
$183 - $183 night
$361 - $1195 week


Non Smoking


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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: You'll love relaxing at Ocean & Racquet Club 1107, our ground-floor condo in a beachfront resort in St. Augustine. With designer touches, comfortab... Learn More
Rates
$95 - $150 night
$377 - $695 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: St Augustine Oasis, fenced yard, Hdtv, walk to town, 5 minute drive to beach A hidden gem in historic downtown St. Augustine, our home at Oasis Ho... Learn More
Rates
$133 - $133 night
$486 - $800 week


Pet Friendly   Non Smoking


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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: Experience the rich history and amazing beauty of Summer Haven, the barrier island home of our luxurious Afternoon Delight house. You'll enjoy all ... Learn More
Rates
$149 - $400 night
$673 - $1395 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 5
Location: St. Augustine, Florida, United States
Description: From the patio, living room, and master bedroom of our ground-floor, corner-unit condo at Island South 4, you have a breathtaking view of dunes and... Learn More
Rates
$150 - $350 night
$750 - $1489 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: Make it a long weekend, or come for a week or more! Anastasia 716 welcomes groups of up to four people staying four or more nights. With some forty... Learn More
Rates
$200 - $395 night
$544 - $1595 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: There?s something to be said for casting your eyes on to ocean views and pure sunshine from the first moment you wake up. Starting a perfect vacati... Learn More
Rates
$150 - $350 night
$442 - $1495 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Nick's Hideaway in Crescent Beach - Intracoastal and Ocean Views Live on Crescent Beach the way the natives do in Nick's Hideaway, our cozy house ... Learn More
Rates
$99 - $200 night
$449 - $895 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean views, spacious rooms, and beautiful design touches make our Beachwalk house a terrific place for your next St. Augustine Beach vacation. Fro... Learn More
Rates
$149 - $400 night
$673 - $1395 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: Witness both the sunrise and the sunset every day at Hibiscus. With both a balcony and deck, this nicely appointed condo brings the beauty of St. A... Learn More
Rates
$100 - $250 night
$495 - $1109 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 13
Location: St. Augustine, Florida, United States
Description: Three certainly isn?t a crowd at Ocean Pearl in St. Augustine Beach. With three floors, four bedrooms, and two additional sleeper sofas, this beach... Learn More
Rates
$449 - $1500 night
$1795 - $5500 week


Non Smoking   Swimming Pool


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Listings 101 - 125 of 291
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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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