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St. Augustine Vacation Rentals

337 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 76 - 100 of 337
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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


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3.5 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...
Rates
$249 - $1200 night
$790 - $3500 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: Enjoy a deck that looks out over the Atlantic Ocean, such are the pleasures in store when you book your vacation at Gaffney House in St. Augustine ...
Rates
$183 - $500 night
$578 - $2450 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Our beachfront townhouse Ocean Harbor 5 was designed with just one goal in mind: to help make sure everyone who stays here has a fun, relaxing, fab...
Rates
$175 - $395 night
$812 - $1495 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Sunday, Monday, Tuesday, Wednesday, Th...
Rates
$130 - $340 night
$910 - $2380 week


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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club J14, Ground Floor Unit, 2 pools, tennis & beach Enjoy our island-themed condo on the ground floor of the fun, family-oriented b...
Rates
$100 - $295 night
$495 - $995 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2.5 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 ...
Rates
$225 - $500 night
$1095 - $2095 week


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: Hibiscus 202-B Ocean Front, 3rd floor, 3 BRs, 3 pools, new Hdtvs You?ve waited all year for this vacation and now it?s time to enjoy the best. Thi...
Rates
$299 - $299 night
$699 - $1995 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 13
Location: St. Augustine, Florida, United States
Description: Three certainly isn?t a crowd at Ocean Pearl in St. Augustine Beach. With three floors, four bedrooms, and two additional sleeper sofas, this beach...
Rates
$449 - $1500 night
$1354 - $6599 week


Non Smoking   Swimming Pool


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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: Discover the pleasures of Ball-llovera House, a beautiful vacation home with a view of the Atlantic Ocean. Step out onto your large deck with wet b...
Rates
$181 - $500 night
$578 - $1971 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: Located on the third floor, our condo is bright and lighthearted, with a sand-and-sea color scheme and all the comforts of home. The living area is...
Rates
$100 - $295 night
$495 - $995 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: You?re just two blocks from the Atlantic Ocean in this handsome vacation home with heated pool and multiple decks giving gorgeous views of the ocea...
Rates
$250 - $600 night
$924 - $3500 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: The perfect getaway for two couples on the beach side of St. Augustine Beach, this home includes a beautiful pool, two decks and private boardwalk ...
Rates
$500 - $750 night
$1375 - $3000 week


Pet Friendly   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 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


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Pier Point 11 Beach Front, Heated Pool, near St Augustine Beach Pier Enjoy a beach vacation with local color and panoramic views of sand, sea, and...
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: 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...
Rates
$150 - $395 night
$795 - $1650 week


Pet Friendly   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 102, Beach Front, Queen Sized Suite, Ground Floor Unit A sparkling swimming pool and sweeping ocean view are just outside our groun...
Rates
$95 - $250 night
$450 - $895 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 10
Location: St. Augustine, Florida, United States
Description: Four Palms Beach House, Ocean Front, 4 BRs, Hdtvs, New, Sleep 10 Some say that unspoiled Crescent Beach is the best beach in the St. Augustine are...
Rates
$549 - $549 night
$1128 - $3995 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located in the only secluded marina in St. Augustine, Mariner?s Paradise offers all the amenities that you expect on your vacation away from home. ...
Rates
$126 - $126 night
$942 - $942 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 J16, Ground Floor Unit, Screened Lanai, 2 pools & beach Enjoy a new sport or activity for every day of your stay: bocci, shuffl...
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Island Time Beach House, Ocean Front on a High Dune Need a cooling beach retreat for the summer heat? Or a cozy winter-time cottage t...
Rates
$177 - $600 night
$692 - $2514 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Situated in one of the Historic districts of St. Augustine, a stone path lined with indigenous ferns leads you to your own vacation get-away, Garde...
Rates
$111 - $151 night
$700 - $895 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.75 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sand Dune is a part of a very familiar style of oceanfront home located on A1A in Vilano. While it shares the roof with the adjoining house, it is...
Rates
$250 - $450 night
$1224 - $1895 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: St Augustine Summerhouse 226 Ocean view condo rental with 4 heated pools Glittering blue waves, a vast sky, and pleasant green lawns are all yours...
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 of 337
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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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