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St. Augustine Vacation Rentals

414 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 414
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6 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 6 Bedroom, 5.5 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Sandwiched between perfect sunrise and sunset, your days at our Crescent Castle have a lot to live up to. How will you fill the daylight hours? Try...
Rates
$650 - $1495 night
$2695 - $7475 week


Pet Friendly   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: Get all the benefits of a beach house, with the convenience of a condo and the indulgent amenities of a well-run resort. Island House is tremendous...
Rates
$125 - $275 night
$550 - $1392 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: Perfectly sandwiched between the Atlantic Ocean and the Intracoastal Waterway, our beachfront condo is ideal for a picturesque Crescent Beach vacat...
Rates
$150 - $318 night
$695 - $1497 week


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: This well appointed home will provide comfort for multiple families with its two kitchens, five bedrooms and three full baths. The moment you driv...
Rates
$211 - $350 night
$1360 - $1795 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: 2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pools, Wifi Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from ...
Rates
$150 - $250 night
$795 - $1225 week


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Experience downtown St. Augustine like a native in our charmingly updated Blue Bell Cottage, just 2 blocks from the Matanzas River in a quiet neigh...
Rates
$150 - $350 night
$795 - $1604 week


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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: Stretch your vacation dollar while enjoying all the amenities of a gated beachfront resort in Ocean Village Club A16, our pet-friendly, bright and ...
Rates
$95 - $195 night
$395 - $803 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Get sun, sand and shade on your terms, and all the outdoor activities you’ve ever wanted to try, while enjoying life at Colony Reef 18B. A two-leve...
Rates
$125 - $225 night
$495 - $1034 week


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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: 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...
Rates
$175 - $425 night
$850 - $1930 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: If you’ve been searching for a family getaway spot, you can stop looking. When you stay at Four Winds’ unit G2, you’re just steps away--via a priva...
Rates
$125 - $289 night
$595 - $1381 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: The crashing Atlantic surf will never look more beautiful that from the decks of the oceanfront Welcome Home vacation house in St. Augustine Beach....
Rates
$600 - $1380 night
$2495 - $6325 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: 2 BRs, 2 BAs, Sleeps 6, Steps to Beach, 2 Pools (1 Heated), Wifi Beachfront pool, in-door heated pool, gym, tennis courts and so much more awaits ...
Rates
$125 - $200 night
$695 - $1050 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Everything at Summerhouse 425 is truly spectacular. From the upgraded kitchen to the comfy beds, you will be happy you choose to stay at Summerhou...
Rates
$200 - $450 night
$995 - $1925 week


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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: Enjoy a beach vacation with local color and panoramic views of sand, sea, and sky! Our oceanfront condo at Pier Point 11 is a stone's throw from th...
Rates
$150 - $318 night
$695 - $1497 week


Pet Friendly


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The beach is your front yard at our townhouse at Surfside Six E! With nothing between you and the waves but stretches of sugary sand, you have brea...
Rates
$200 - $462 night
$995 - $1959 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located just two blocks from the beach, Avery’s Ocean Breeze is a beautifully decorated duplex with great ocean views. The duplex is close to all t...
Rates
$200 - $403 night
$995 - $1949 week


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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
$250 - $460 night
$1195 - $2179 week


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: Pull in to the driveway of Ocean Sunrise, our beachfront house, and you might think it's just a cottage. But once you see the wraparound deck, lana...
Rates
$275 - $518 night
$1295 - $2409 week


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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: Located across the street from the beach, Surfer Girl is an excellent get-away retreat for the outdoor enthusiast. There are two convenient beach a...
Rates
$150 - $250 night
$995 - $1295 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: Claim your stake on beautiful St. Augustine Beach by staying at our condo at Hibiscus 201-D. The ocean view is beautiful, the amenities superb, and...
Rates
$150 - $318 night
$695 - $1497 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: Discover the charm of St. Augustine beach living at our condo at Sea Place 14158. Nestled in a small, family-friendly oceanfront complex, it sleeps...
Rates
$125 - $260 night
$550 - $1195 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
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
$450 - $920 night
$1895 - $4600 week


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Studio Vacation Rental Home in St. Augustine
Home: Studio, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: In the heart of the Old City lies Garden Cottage, a beautiful carriage house, more than 200 years old and lovingly restored. The upper story is a s...
Rates
$95 - $230 night
$495 - $1029 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Located just a block from the beach in beautiful St. Augustine Beach, Chautauqua Palms D is an ideal getaway along Florida’s Atlantic coast. Chauta...
Rates
$150 - $318 night
$695 - $1497 week


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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 yard...
Rates
$300 - $575 night
$1395 - $2639 week


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Listings 26 - 50 of 414
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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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