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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 101 - 125 of 290
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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: There is so much more to our Surf View house than meets the eye! Just 4 houses from the beach, it offers a patio, yard, huge deck with partial oce... Learn More
Rates
$162 - $500 night
$581 - $2100 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 3-storey townhouse at Four Winds I-10. Located oceanfront,... Learn More
Rates
$182 - $500 night
$995 - $1995 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
$77 - $225 night
$365 - $795 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: Enjoy all the perks of resort living with our snug, cheerful condo at Quail Hollow A8-4D. There's plenty of room for the whole family to make thems... Learn More
Rates
$77 - $225 night
$365 - $795 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Walk into the oceanfront resort Barefoot 204 and fall in love with this happy place. Leave the large balcony doors open and enjoy the sounds and sm... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking


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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: A charming beach house that gets ?oohs and ahhs? from the moment you arrive. Pelican Landing Beach Cottage at Crescent Beach near St Augustine is a... Learn More
Rates
$116 - $250 night
$348 - $1200 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: The most relaxing beach vacation of your life awaits you at our Ocean Village Club R12 condo. We've got everything you need, so walk right in and m... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking


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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: Soaring ceilings and sweet furnishings. Get to know and love Island House F229, but be sure to wake in time for the Atlantic Ocean sunrise! Thanks... 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 - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: There are so many beautiful spaces in our Atlantic Bliss house! From the luxury chef's kitchen and the 2 ocean balconies to the fenced in back yar... Learn More
Rates
$203 - $1000 night
$929 - $3000 week


Pet Friendly   Non Smoking   Swimming Pool   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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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
$142 - $395 night
$750 - $1550 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 12
Location: St. Augustine, Florida, United States
Description: Amazing Grace is a huge, luxuriously appointed Mediterranean-style house. Watch the sun rise from the front deck and set from the back deck at our ... Learn More
Rates
$449 - $1500 night
$1795 - $7200 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Located on a quiet magnolia-lined street in the heart of the historic district sits Ambrosia Cottage, our historic 1905's Craftsman-style house. Ne... Learn More
Rates
$452 - $750 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: As if the entire coastline in all its beauty was arranged just for you, the patio of our 3-bedroom condo at Sea Haven 112 looks out on a panoramic ... Learn More
Rates
$233 - $299 night
$585 - $1795 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: 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
$101 - $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: Everything's just a little newer and nicer at our townhouse at Ocean Club I 34, a mere stone's throw from St. Augustine Beach. Our condo in this oc... 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, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Bask in the balmy air and beautiful ocean and pier views at our 2-story condo at Pier Point South 55. Just steps from St. Augustine Beach, our well... Learn More
Rates
$101 - $350 night
$550 - $1195 week


Non Smoking


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 5 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Ahoy, maties! Welcome to Pirates' Paradise, our big beach house perched on the point where the ocean meets the St. Augustine Harbor inlet. Amazing ... Learn More
Rates
$399 - $1750 night
$1695 - $6000 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 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 - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: At Summerhouse 162, the Atlantic Ocean is to the east, marshes and sunsets are to the west, Matanzas Inlet is to the south, and historic St. August... Learn More
Rates
$142 - $395 night
$750 - $1550 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 5 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Beautiful newly built home located a few steps from the beach ... Only 90 steps to be exact ! This home is superbly decorated, featuring a white ... Learn More
Rates
$333 - $1500 night
$1685 - $7000 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: At our ocean front condo at Sand Dollar II 207, you have sweeping views of Crescent Beach before you and stunning sunsets over the Intracoastal Wat... Learn More
Rates
$233 - $299 night
$585 - $1795 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Cottage in St. Augustine - Ocean View
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Wake up each morning and enjoy an ocean view from your balcony, before grabbing a coffee to take with you beach-combing. All in all, Wave Watch cot... Learn More
Rates
$77 - $225 night
$365 - $795 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Located in an oceanfront resort with swimming pools, tennis, a fitness center and more, our delightful condo at Ocean Village Club D15 is well appo... Learn More
Rates
$77 - $225 night
$365 - $795 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry





Listings 101 - 125 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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