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St. Augustine Holiday Rentals

364 St. Augustine Holiday 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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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beautiful 3 BR, 2 1/2 Bath home, Located in Heart of St. Augustine Beach When you are looking for the perfect place to stay, our 3 bedroom home on...
Rates
$125 - $175 night
$695 - $995 week


Pet Friendly   Non Smoking   High-Speed Internet


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Featured


3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Private Balcony When you are choosing your perfect vacation holiday, you will be happy that ...
Rates
$225 - $300 night
$1195 - $1795 week


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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: Tradewinds Condos Rentals Trade Winds 122 ocean view in St Augustine Beach Fl A sparkling swimming pool, slender palm trees, rolling dunes, blue s...
Rates
$100 - $295 night
$495 - $995 week


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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


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Ocean Village Club - Pet Friendly Ground Floor Unit, Wifi, 2 Pools (1 Heated) Located in an oceanfront resort with two swimming pools (one heated)...
Rates
$110 - $150 night
$495 - $795 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Summerhouse 115 Oceanview condo rental , 4 heated pools, Wifi Step into your vacation at Summerhouse 115, an ocean-view condo totally remodeled in...
Rates
$125 - $395 night
$595 - $1350 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. Chau...
Rates
$125 - $395 night
$695 - $1450 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: Summerhouse, 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 breeze fr...
Rates
$150 - $250 night
$795 - $1225 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool (1 is heated) and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey...
Rates
$125 - $350 night
$550 - $1195 week


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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


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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 G 118 ground floor, ocean view, Pool Tennis, St Augustine Grab this silver-rated property before anyone else! Book this brand new ren...
Rates
$142 - $142 night
$338 - $1095 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Pier Point South 18, Ocean Views & Heated Pool at St Augustine Beach Pier Location, location, location! Our condo at Pier Point 18 has views of th...
Rates
$125 - $350 night
$550 - $1195 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. Does this sound idyllic? That?s exactly what bea...
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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse, Ocean View - Ground Floor - 2 BR, 2 Bath, Wifi, Flat Screen Welcome to the best kept secret in St. Augustine. Summerhouse has everyth...
Rates
$175 - $300 night
$825 - $1540 week


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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...
Rates
$216 - $233 night
$525 - $1695 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: The ocean is right outside your window and beneath your breezy balcony when you stay at Sand Dollar II 207, our 2nd-floor beachfront condo on Cresc...
Rates
$249 - $249 night
$583 - $1795 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Colony Reef 2109, Ground Floor, 3 BRs, Heated Pool, St Augustine The Atlantic Ocean is just steps away at Colony Reef 2111, our oceanfront ground-...
Rates
$125 - $350 night
$550 - $1195 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
$1000 - $1925 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: Imagine spending your vacation directly on the beach with 2 balconies overlooking the beach, this totally redecorated 2-storey townhouse at Sea Pla...
Rates
$150 - $275 night
$795 - $1695 week


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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: Ocean Village Club Resort P32, Ocean View, St. Augustine Beach Fl There?s well-decorated, and then there?s Ocean Village Club P32. Not only does t...
Rates
$125 - $395 night
$595 - $1350 week


Pet Friendly   Non Smoking


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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: At Summerhouse 162, the Atlantic Ocean is to the east, marshes and sunsets are to the west, Matanzas Inlet is to the south, and historic St. August...
Rates
$150 - $395 night
$795 - $1650 week


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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 Club A17, new Hdtv, Ground Floor, Heated Pool, & Private Beach One of the most affordable vacation spots on choice St. Augustine Bea...
Rates
$95 - $250 night
$450 - $895 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Queen of Quail, Direct Beach/Ocean Front, 3 BR, 2 Bath, Upgraded Condo Welcome to the Queen of Quail Hollow that is directly Beach and Ocean Front...
Rates
$175 - $350 night
$995 - $1595 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: 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 Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: St Augustine Beach Anastasia 310 Beach Front Rentals Saint Augustine Florida Recently renovated in June 2015. Whether you enjoy the ocean or quie...
Rates
$200 - $500 night
$833 - $1995 week


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Listings 1 - 25 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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