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St. Augustine Vacation Rentals

287 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 287
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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... Learn More
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Non Smoking   Swimming Pool   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: Ocean Village Club L25, 2nd Floor Unit, Elevator, 2 pools, tennis & beach This is what beachfront living is all about! Our condo at Ocean Village ... Learn More
Rates
$95 - $175 night
$449 - $936 week


Non Smoking


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Cranberry Cottage, Private Pool, 100 steps to beach, 2+ BRs, sleeps 8 Just 100 steps from the beach, our upgraded Cranberry Cottage is the perfect... Learn More
Rates
$199 - $400 night
$793 - $1971 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 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 - $900 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 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 - $175 night
$449 - $936 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: Crescent Beach is renowned for its fine white sands, and when you stay at Four Winds? unit H7, you?re just steps away?via a private walkway, no les... Learn More
Rates
$100 - $195 night
$495 - $1109 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 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 102 - Luxury, Ocean Front, Corner Unit, 55" Hdtv, Blue Ray Crescent Beach stretches away for miles in both directions just beyond the ... Learn More
Rates
$175 - $350 night
$850 - $1681 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 4
Location: St. Augustine, Florida, United States
Description: Four Winds A-3T, 2 Floors - Ocean Front, 2 BRs, 2 heated pools Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony o... Learn More
Rates
$125 - $250 night
$595 - $1295 week


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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 206, Beach Front, Queen Sized Suite, Pet Friendly Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo ove... Learn More
Rates
$95 - $150 night
$377 - $695 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Few oceanfront condos have the wide-open, natural feel of Quail Hollow B1-2th. Our open-air patio on the ground floor puts you right at the foot of... Learn More
Rates
$146 - $300 night
$795 - $1695 week


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Studio Vacation Rental Home in St. Augustine
Home: Studio, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: St. Augustine Garden Cottage Studio - Walk to Historic St Augustine In the heart of the Old City lies Garden Cottage, a beautiful carriage house, ... Learn More
Rates
$116 - $116 night
$253 - $695 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: Pelican Inlet C-216 - Steps from Ocean & Intracoastal, Pool, Tennis The first thing you'll fall in love with at Pelican Inlet C216 is the balcony.... Learn More
Rates
$95 - $150 night
$377 - $695 week


Non Smoking


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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 - $985 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean Delight, Beach Front, 4 BRs, Private Heated Pool & Heated Spa Watch the sun set over the ocean from your balcony or while soaking in the hea... Learn More
Rates
$350 - $1500 night
$1995 - $6599 week


Non Smoking   Swimming Pool   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
$216 - $600 night
$1195 - $2756 week


Pet Friendly   Non Smoking   Swimming Pool   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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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Panoramic ocean views, dunes filled with wildlife, 4 decks, and luxurious furnishings are all yours when you stay at Rising Sun, our beachfront hou... Learn More
Rates
$316 - $1000 night
$1495 - $4128 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Windjammer 412, 3 BRs, 3rd Floor, Beach Front, Elevator, Penthouse With views of the Atlantic Ocean from one side and those of the Intracoastal Wa... Learn More
Rates
$249 - $249 night
$637 - $1795 week


Non Smoking


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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: Crescent Cottage in St Augustine Beach, 4 BRs, Direct Ocean Front, Hdtv Sweeping oceanfront views and utter privacy are yours in our Crescent Cott... Learn More
Rates
$166 - $400 night
$793 - $1942 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
$95 - $150 night
$377 - $695 week


Pet Friendly   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: Ocean Village Club B15, Ground Floor with Lanai, 2 pools, new Hdtv Escape to the sweet beach life at our cozy, immaculately maintained condo at Oc... Learn More
Rates
$92 - $150 night
$330 - $595 week


Pet Friendly   Non Smoking


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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
$758 - $1750 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Imagine spending a relaxing ocean front on beautiful Crescent Beach in historic St. Augustine! The upstairs two floors of Gloria Beach House provi... 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
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The sparkling ocean greets you when you step onto the balcony of our second-floor condo at Island House E228. Tastefully decorated and conveniently... Learn More
Rates
$142 - $142 night
$346 - $1095 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: Surf View Beach House, Ocean Views, new Hdtv, 3 houses to Beach There is so much more to our Surf View house than meets the eye! Just 4 houses fr... Learn More
Rates
$199 - $500 night
$995 - $2485 week


Pet Friendly   Non Smoking   High-Speed Internet


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Listings 1 - 25 of 287
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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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