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St. Augustine Vacation Rentals

286 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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Listings 1 - 25 of 286
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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you stay at Spanish Trace 232, not only are you just yards from St. Augustine Beach, but you can also stop for a swim in a large pool during y... Learn More
Rates
$121 - $300 night
$595 - $1395 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Winds I-10A, Luxury Beach Front, 3 BRs, 2 Heated Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and ... Learn More
Rates
$200 - $375 night
$995 - $1895 week


Non Smoking


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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: 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... Learn More
Rates
$112 - $225 night
$550 - $1195 week


Non Smoking


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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... Learn More
Rates
$78 - $150 night
$320 - $689 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 N14, Ground Floor, heated pool, new kitchen, Blue Ray All the delights of an oceanfront resort -- swimming pools, tennis, grill... Learn More
Rates
$78 - $150 night
$320 - $595 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sand Dollar IIii 502, Top Floor, 5th Floor, 3 BR, Ocean Front Pool From our oceanfront top floor condo at Sand Dollar III 502, you have a marvelou... Learn More
Rates
$216 - $233 night
$525 - $1695 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: Ocean Village Club i33, 3rd Floor, Elevator, 42" Hdtv, Blue-Ray, Wifi in unit Relax island-style in our charming condo at Ocean Village Club I33. ... Learn More
Rates
$95 - $175 night
$450 - $1000 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 5
Location: St. Augustine, Florida, United States
Description: Ocean Village Club R22, Elevator, Hdtv, Wifi in Unit, new king bed, updated Stay right in the heart of the action at Ocean Village Club R22! Our c... Learn More
Rates
$100 - $195 night
$495 - $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: Island South 31, Ocean View, Pool, BBQs, Private Beach Access From your private balcony at our condo at Island South 31, you will enjoy a view of ... Learn More
Rates
$121 - $250 night
$595 - $1395 week


Non Smoking


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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 459 Ocean Front, 2nd & 3rd Floor Ocean Front, 42" Hdtv, Blue Ray Play in the perfect weather of Florida every day with 4 heated pools,... Learn More
Rates
$148 - $300 night
$750 - $1595 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: Just yards from beautiful Crescent Beach, our condo at Summerhouse 408 offers comfort, beauty, and ease for your St. Augustine vacation. Come stay ... Learn More
Rates
$148 - $300 night
$750 - $1595 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: The Atlantic Ocean looks close enough to touch from the balcony of our 2nd-story condo, Hibiscus 203-A on St. Augustine Beach. You will find the pe... Learn More
Rates
$112 - $225 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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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: Summerhouse 115 Oceanview condo rental , 4 heated pools, Wifi Step into your vacation at Summerhouse 115, an ocean-view condo totally remodeled in... Learn More
Rates
$112 - $225 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: From our 3rd-floor condo (with elevator) at Beach & Tennis 323, you can see partial views of the sparkling Atlantic Ocean, along with the natural d... Learn More
Rates
$183 - $183 night
$400 - $1295 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: If you love splashing in sparkling water, our condo at Ocean Club II 34 gives you 2 options: the sugary sands of the beach just yards away, or a bi... Learn More
Rates
$125 - $125 night
$292 - $895 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: Creston House 6C Ocean View updated townhouse with balcony, Hdtv From the balcony, living room, and master suite of Creston House 6C, our townhous... Learn More
Rates
$121 - $250 night
$595 - $1395 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 up-close views and private strolls along one of the Florida coast's best beaches at our townhouse Sea Matanzas 3. This split-level condo is o... Learn More
Rates
$150 - $325 night
$795 - $1695 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: 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... Learn More
Rates
$100 - $195 night
$495 - $1195 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Coquina A214, Luxury Ocean Front, 2 Pools, Tennis, new Hdtv, Corner Unit Escape to the sugary sands of Crescent Beach at our luxury oceanfront con... Learn More
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Windjammer 104 Luxury Beach Front, Newly Updated, Elevator, Pool, Hdtv Just 10 miles south of St. Augustine's Old Town, Windjammer sits on the thi... Learn More
Rates
$216 - $233 night
$525 - $1695 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 101, Beach Front, Queen Sized Suite, Ground Floor You can see the ocean from almost every room at our ground-floor condo at Beacher... Learn More
Rates
$85 - $150 night
$366 - $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: Sea Place 14158, Ground Floor, Pool, Tennis, & Beach, St Augustine Beach Fl Discover the charm of St. Augustine beach living at our condo at Sea P... Learn More
Rates
$100 - $195 night
$495 - $1195 week


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: Colony Reef 2310, 3 BRs, heated pool, Hdtv, St Augustine Beach Fl Prepare to be thoroughly spoiled at our ocean view condo at Colony Reef 2310! B... Learn More
Rates
$125 - $275 night
$695 - $1495 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: 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... Learn More
Rates
$121 - $250 night
$595 - $1395 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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Listings 1 - 25 of 286
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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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