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St. Augustine Vacation Rentals

292 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 292
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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 - $1595 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you stay at Crescent Breeze, you get to vacation just two blocks from the beach while still enjoying all the comforts of home?and more! With ...
Rates
$149 - $400 night
$549 - $1395 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: Pier Point 24, Ocean Views & Heated Pool at St Augustine Beach Pier Spend a perfect vacation directly on St. Augustine Beach. Choose soft white sa...
Rates
$125 - $250 night
$550 - $1195 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: 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...
Rates
$199 - $400 night
$599 - $1595 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 4
Location: St. Augustine, Florida, United States
Description: Quail Hollow A8-3U with pool on Crescent Beach, St Augustine Fl From our light and airy condo at Quail Hollow A8-3U, beautiful Crescent Beach is j...
Rates
$95 - $250 night
$450 - $1000 week


Non Smoking


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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...
Rates
$199 - $500 night
$624 - $2195 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Casa Pelicanos House, Beach Front on 35 foot dune, Hdtv, Wifi Live the dream! Sitting high on a 35 foot dune, the Casa Pelicanos Beach House's se...
Rates
$233 - $600 night
$749 - $2995 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 6
Location: St. Augustine, Florida, United States
Description: Ocean Eight 101 - 1st floor, Ocean Front, Pool, Crescent Beach Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our...
Rates
$150 - $350 night
$750 - $1595 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Our 2-story tennis villa at Colony Reef 16B is the ideal launch pad for your St. Augustine vacation. Located just steps from beautiful Crescent Bea...
Rates
$100 - $250 night
$495 - $1195 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: 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...
Rates
$100 - $250 night
$495 - $1195 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: St Augustine Lightkeepers Cottage, wifi, next to St Augustine Beach Come for the season or just a long weekend - Lightkeeper's House rewards all i...
Rates
$125 - $300 night
$595 - $1395 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, 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,...
Rates
$150 - $350 night
$750 - $1595 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 N12, Ground Floor Unit, Screened Lanai, 2 pools & beach The ideal beach hideaway for a single or couple ready to enjoy all the ...
Rates
$95 - $150 night
$366 - $695 week


Pet Friendly   Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 116, Beach Front, Queen Sized Suite, Ground Floor, Heated Pool Crescent Beach is right outside your giant sliding-glass door at our...
Rates
$95 - $250 night
$450 - $1000 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Discover a tropical oasis 2 blocks from the beach at Atlantic Oasis, a 4 bedroom, 2nd story house in St. Augustine. Treat yourself to the private ...
Rates
$216 - $600 night
$699 - $2695 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 6
Location: St. Augustine, Florida, United States
Description: If you?ve been searching for a family getaway spot, you can stop looking. When you stay at Four Winds? unit C5, you?re just steps away--via a priva...
Rates
$125 - $250 night
$550 - $1195 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: Who says you have to skimp on luxury to get great value from your St. Augustine vacation? At cozy Ocean Village Club A32, you get all the amenities...
Rates
$95 - $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: Ocean Village Club K12, Ground Floor, Screened Lanai, Hdtv, Newly Updated! Whether you stay up late reading or watching our HDTV, you'll find our ...
Rates
$125 - $250 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Prepare to be thoroughly spoiled at our beachfront condo at Colony Reef 2307! Between the breathtaking view of the ocean from our balcony and all ...
Rates
$199 - $199 night
$519 - $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: 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. ...
Rates
$125 - $250 night
$550 - $1195 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in St. Augustine
Condo: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our living room and all 4 bedrooms of our Bella Mar condo open onto a balcony overlooking either the sunrise on Crescent Beach or the sunset on the...
Rates
$392 - $392 night
$817 - $2495 week


Non Smoking   High-Speed Internet


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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: Experience Crescent Beach the way the natives do at Bikini Bottom, our cozy cottage just 3 blocks from the beach. With garage parking, yards for gr...
Rates
$99 - $200 night
$324 - $895 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: Summerhouse 151 Oceanview, Ground Floor Condo, Hdtvs, 4 pools Feast your eyes on the Atlantic when you vacation at Summerhouse 151, our ground-lev...
Rates
$125 - $300 night
$595 - $1395 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: Are you coming to St. Augustine to enjoy a little sunshine perhaps? Ocean Village Club E35 offers a gorgeous tennis court view, adding swaying pal...
Rates
$95 - $250 night
$450 - $1000 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: Island House C 219 Ocean View Rentals, Hdtv, Wifi, St Augustine Beach Fl An ocean-view unit for six with the most convenient location in the resor...
Rates
$149 - $149 night
$339 - $995 week


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Listings 76 - 100 of 292
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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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