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St. Augustine Vacation Rentals

369 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
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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Private Balcony When you are choosing your perfect vacation holiday, you will be happy that ...
Rates
$225 - $400 night
$1195 - $1895 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beautiful 3 BR, 2 1/2 Bath home, Located in Heart of St. Augustine Beach When you are looking for the perfect place to stay, our 3 bedroom home on...
Rates
$125 - $175 night
$695 - $995 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, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 263, Ocean Front, New Hdtv, Blueray, 4 Heated Pools Spend your next vacation gazing out at the Atlantic Ocean at our beachfront townho...
Rates
$150 - $395 night
$795 - $1650 week


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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...
Rates
$116 - $350 night
$550 - $1195 week


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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: Amazing 2 BR, 2 Bath Condo, Pool, BBQ and the most Beautiful Sandy Beach If you are looking for the perfect vacation condo then you have found it ...
Rates
$125 - $200 night
$695 - $995 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 133 Oceanview condo rental , 4 heated pools, Wifi Breezy, bright, and beautiful, our oceanfront condo at Summerhouse 133 is the ideal ...
Rates
$149 - $149 night
$339 - $1195 week


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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 N14, Ground Floor, heated pool, new kitchen, Blue Ray All the delights of an oceanfront resort -- swimming pools, tennis, grill...
Rates
$100 - $295 night
$495 - $995 week


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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: Family Friendly and Only Steps to the Beach, 2 BR Condo, Hot Tub, Pool Enjoy this beautifully decorated 2 bedroom, 2 baths 3rd floor condo located...
Rates
$125 - $150 night
$650 - $800 week


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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: Creston House 6C Ocean View updated townhouse with balcony, Hdtv From the balcony, living room, and master suite of Creston House 6C, our townhous...
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking


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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: Everything at Summerhouse 425 is truly spectacular. From the upgraded kitchen to the comfy beds, you will be happy you choose to stay at Summerhou...
Rates
$300 - $450 night
$1056 - $1925 week


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Studio Vacation Rental Condo in St. Augustine - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Four Winds Oceanfront A-3D, Ground Floor Unit, Hdtv, Wifi, 2 Heated Pools From your ground floor, ocean-front condo at Four Winds, the beach is ju...
Rates
$88 - $225 night
$363 - $875 week


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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: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2023 : Saturday check-in required. Saturday check-out required....
Rates
$90 - $240 night
$630 - $1680 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 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...
Rates
$125 - $395 night
$695 - $1625 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean View 2 BR, 2 bath condo - Steps to the beach - Gated Resort With only 48 units, Spanish Trace is one of the most sought after vacation exper...
Rates
$175 - $225 night
$895 - $1045 week


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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: St Augustine Pelican Inlet B114, Hdtv, pool, tennis & boat dock You're never more than a minute and half from water at our ground-floor condo at P...
Rates
$95 - $250 night
$450 - $895 week


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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 yards from the beach, our townhouse-style condo at Ocean Club I 36 has a patio, a covered balcony, and a sundeck for your enjoyment. View the ...
Rates
$142 - $142 night
$338 - $1095 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from your own balcony. Does this sound idyllic? That?s exactly what bea...
Rates
$150 - $250 night
$795 - $1225 week


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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: Windjammer 214 Beach Front, Elevator, Pool, St Augustine Beach If staying on the beachfront is a priority, Windjammer 214 is the condo for you. No...
Rates
$249 - $249 night
$583 - $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: From the master bedroom at Hibiscus 101-B, you can see the dunes and the ocean without even leaving the king-sized bed! Our immaculately appointed ...
Rates
$125 - $395 night
$595 - $1350 week


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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 P27, 2nd Floor, has 2 pools, tennis, St Augustine Beach Fl Just yards from the beach, our airy and light condo at Ocean Village...
Rates
$116 - $350 night
$550 - $1195 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: Quail Hollow A2-4D with pool on Crescent Beach, St Augustine Fl From the balcony of our condo at Quail Hollow A2-4D, you can relax with a good boo...
Rates
$149 - $149 night
$339 - $1195 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Just because you're at the beach, who says you can't live in luxury? Our 3-level condo at SpyGlass 41 is as opulent as a Paris flat, with beautiful...
Rates
$125 - $395 night
$595 - $1350 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Summerhouse, 2 BR, 2 1/2 Bath, Ocean View Condo, Steps To The Beach Wake to sounds of waves hitting the sand and the feel the cool ocean breeze fr...
Rates
$150 - $250 night
$795 - $1225 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 11209, Direct Beach Front, Hdtv, Pool, Tennis, St Augustine Beach Remember the vacation you ditched shoes and socks in favor of a pretty...
Rates
$150 - $395 night
$750 - $1550 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Come enjoy beautiful St. Augustine Beach from the comfort of our townhouse-style tennis villa at Colony Reef 18C. Overlooking a pond with a fountai...
Rates
$100 - $295 night
$495 - $995 week


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Listings 1 - 25 of 369
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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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