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St. Augustine Vacation Rentals

287 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 287
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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 1 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Anastasia Island Cottage, 2 houses to the beach, Ocean Views, Hot Tub, Hdtv Some houses just feel like home. Though its huge wraparound deck with ... Learn More
Rates
$116 - $200 night
$499 - $1142 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 4
Location: St. Augustine, Florida, United States
Description: Hibiscus 201-D Ocean View, 3 pools, Spa, Tennis, St Augustine Beach Claim your stake on beautiful St. Augustine Beach by staying at our condo at H... Learn More
Rates
$125 - $275 night
$695 - $1395 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
$361 - $1295 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Villa VIllekula House, 4 BRs, secluded beach, Hdtvs, steps to ocean Try out the island life on this gorgeous barrier island, home to Villa Villeku... Learn More
Rates
$166 - $400 night
$793 - $1971 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 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
$125 - $250 night
$595 - $1295 week


Non Smoking


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Relax on a huge deck overlooking the ocean when you stay at Crescent Cove, our 3-storey beachfront custom home in Crescent Beach. With a view of th... Learn More
Rates
$667 - $1500 night
$4000 - $8357 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Colony Reef 3302, 3rd floor, 3 BRs, Heated Pool, St Augustine The sparkling sea, with its spectacular sunrises and balmy breezes, glitters just be... Learn More
Rates
$125 - $250 night
$595 - $1295 week


Non Smoking   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... Learn More
Rates
$149 - $400 night
$673 - $1685 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Bluefish 16 House, 4 BRs, Pool, Ocean View, Newly Furnished, Hdtv Our home at Bluefish 16 combines the privacy of a house with all the amenities o... Learn More
Rates
$146 - $300 night
$795 - $1695 week


Pet Friendly   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... Learn More
Rates
$199 - $500 night
$692 - $2514 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: Wave Watch Cottage, Wifi, steps to St Augustine Beach Florida A stone?s throw from the beach - just one house between you and the ocean. Wake up e... Learn More
Rates
$95 - $175 night
$449 - $936 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: 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... Learn More
Rates
$95 - $175 night
$449 - $936 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 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... Learn More
Rates
$150 - $300 night
$750 - $1489 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 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... Learn More
Rates
$316 - $1000 night
$1495 - $4171 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 5
Location: St. Augustine, Florida, United States
Description: From the patio, living room, and master bedroom of our ground-floor, corner-unit condo at Island South 4, you have a breathtaking view of dunes and... Learn More
Rates
$150 - $300 night
$750 - $1489 week


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 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
$125 - $250 night
$595 - $1295 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: Enjoy spectacular sunrises and long, lazy days on the white sands of St. Augustine Beach at our ground-floor, oceanfront condo at Barefoot Trace 11... Learn More
Rates
$625 - $1550 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... Learn More
Rates
$100 - $195 night
$495 - $1109 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: Windjammer 210 Luxury Beach Front, Newly Updated, Elevator, Hdtv Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The ... Learn More
Rates
$216 - $233 night
$579 - $1695 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 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... Learn More
Rates
$449 - $1500 night
$1795 - $6599 week


Non Smoking   Swimming Pool


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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 B 107 Ground Floor Flat, Ocean Views, Hdtv, Pool, Tennis With the expanse and beauty of the Atlantic Ocean for a backdrop, you?ll lov... Learn More
Rates
$125 - $125 night
$300 - $895 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 R24, Elevator, Hdtv, Wifi in Unit, Near Oceanfront Pool Stay right in the heart of the action at Ocean Village Club R24! Our co... Learn More
Rates
$100 - $195 night
$495 - $1109 week


Non Smoking   High-Speed Internet


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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 107 Luxury Beach Front, Newly Updated, Elevator, Hdtv Just 10 miles south of St. Augustine's Old Town, the Windjammer complex sits on t... Learn More
Rates
$216 - $233 night
$579 - $1695 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 ... Learn More
Rates
$125 - $225 night
$550 - $1117 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 I-10D, Ground Floor Unit, Hdtv, Wifi, 2 Heated Pools From your ground floor, ocean-front condo at Four Winds, the beach is j... Learn More
Rates
$92 - $150 night
$330 - $595 week


Non Smoking


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Listings 76 - 100 of 287
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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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