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St. Augustine Vacation Rentals

364 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 26 - 50 of 364
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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: Sand Dollar II 503, Top Floor, 5th Floor, 3 BR, Ocean Front Pool From our oceanfront top floor condo at Sand Dollar II 503, you have a marvelous p...
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking   High-Speed Internet


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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: Bring the boat, jet ski?s, kayaks, canoe, or even the R.V. This two-story house sits on a half an acre of land so you see there?s plenty of parking...
Rates
$200 - $400 night
$995 - $1995 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 8
Location: St. Augustine, Florida, United States
Description: When you're ready for a truly relaxing vacation at one of the best beaches in Florida, come stay in our townhouse at Ocean Club II 17. Just yards f...
Rates
$125 - $125 night
$292 - $895 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Windjammer 116 Beach Front, 3 BRs Corner Unit, Elevator, Hdtv, Pool Our updated condo at Windjammer 116 is just a cut above the rest. Not only is ...
Rates
$249 - $249 night
$583 - $1795 week


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 A14, Ground Floor condo, pools, tennis, Wifi in Unit One of the most affordable vacation spots on choice St. Augustine Beach is Ocea...
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: Enjoy a peaceful vacation amongst an array of yachts and skiffs at Captain's Cove. Bedding Configuration: 1 Queen, 2 Twin, 1 Sleeper Sofa Room De...
Rates
$150 - $200 night
$950 - $1500 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: 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...
Rates
$125 - $350 night
$550 - $1195 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3.5 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...
Rates
$316 - $1500 night
$1495 - $4295 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Enjoy some of the best views of the beach and Atlantic available in a beautiful seaside community. Newly constructed three-story home has a heated ...
Rates
$417 - $1500 night
$2500 - $4514 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, 2.5 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: Amazing Pool Home, Flat Screens, Sleeps 10, Boat/Jet Ski Parking Bring the boat, jet ski?s, kayaks, or even the canoe. This two-story house sits a...
Rates
$300 - $400 night
$1595 - $2495 week


Pet Friendly   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 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club E17, Ground Floor Unit, with 42" Hdtv & Wifi in unit Located at the center of a fun, family-oriented resort on the shores of th...
Rates
$125 - $350 night
$550 - $1195 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: 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...
Rates
$125 - $125 night
$292 - $895 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
$95 - $225 night
$363 - $795 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: A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 3107, the good life is w...
Rates
$100 - $295 night
$495 - $995 week


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: All the beauty of St. Augustine Beach is yours when you make Cottage Breeze your vacation headquarters. This stand-alone cozy getaway is just two b...
Rates
$99 - $200 night
$449 - $999 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy our island-themed condo on the ground floor of the fun, family-oriented beach side Ocean Village Club complex. With space for the family, an ...
Rates
$110 - $150 night
$495 - $795 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 at ocean view Summerhouse 221, located steps from...
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 View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 420, 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 breez...
Rates
$150 - $250 night
$795 - $1225 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.5 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...
Rates
$216 - $600 night
$1195 - $2795 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: A little bit of South Beach color and a lot of Spanish style beauty make Island Paradise a glorious venue for your next St. Augustine vacation! Jus...
Rates
$175 - $500 night
$875 - $2499 week


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: You?ll be just a short walk to the Atlantic Ocean when you choose Island Breeze as your vacation destination in St. Augustine Beach. The home is al...
Rates
$150 - $450 night
$679 - $1685 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 8
Location: St. Augustine, Florida, United States
Description: Our updated condo at Windjammer 206 is just a cut above the rest. Not only is it ocean front, it's also a 3 bedrooms corner unit so you have plenty...
Rates
$249 - $249 night
$583 - $1795 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, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Island House E 225 Ocean View Rentals with Pool, St Augustine Beach Florida Get all the benefits of a beach house, with the convenience of a condo...
Rates
$142 - $142 night
$338 - $1095 week


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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: Ocean Village Club Q34, Condo Rentals Beach Front, St. Augustine Beach, Fl A light, airy and whimsical unit with plenty of floral touches, Ocean V...
Rates
$125 - $395 night
$695 - $1450 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 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
$125 - $350 night
$550 - $1195 week


Non Smoking


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Listings 26 - 50 of 364
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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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