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St. Augustine Holiday Rentals

413 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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NE Atlantic Coast Top Cities
Listings 51 - 75 of 413
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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: From the patio or sundeck of our 2-story condo at Sea Place 12232 you can feel the sea breeze and hear the murmur of the surf. You're just a hop aw...
Rates
$100 - $202 night
$450 - $919 week


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Newly updated as of December 2012. It’s the perfect combination of traditional beach house charm and contemporary convenience. Newly renovated, Whi...
Rates
$350 - $633 night
$1595 - $3099 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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Be among the very first to enjoy our brand-new 2-storey townhouse at the Villas of Ocean Gate 357. Located in a new complex with 2 swimming pools, ...
Rates
$150 - $350 night
$750 - $1715 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: Sometimes the best vacations begin with the perfect place to stay: comfortable, cozy, and welcoming. That's what you'll find at our condo at Ocean ...
Rates
$95 - $225 night
$450 - $1070 week


Pet Friendly


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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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6 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 6 Bedroom, 3.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Make your next vacation a truly luxurious one: Stay at Wave Watch, overlooking St. Augustine’s Summer Haven Beach. This 5,000-square-foot hacienda-...
Rates
$500 - $1725 night
$2495 - $8625 week


Pet Friendly   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’re looking for spacious accommodations just steps from the beach, you can stop your search now. Not only is Ocean Village Club K11 just yard...
Rates
$125 - $260 night
$550 - $1195 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: Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our 2nd floor condo at Ocean Eight 202 is the perfect beachfront ge...
Rates
$175 - $400 night
$795 - $1822 week


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3 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: On the quiet shores of Crescent Beach in St. Augustine sits our spacious, fun Crescent Sunrise house. Easily sleeping 8 and boasting a big oceanfro...
Rates
$275 - $518 night
$1295 - $2409 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Enjoy exceptional panoramic views from this oceanfront home at Matanzas Inlet. This 4 bedroom, 4 bathroom vintage beach home is situated high on a ...
Rates
$425 - $805 night
$1595 - $4025 week


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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 - $132 night
$864 - $942 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: What better way to experience local living than in our new Tropical "A"-peel home. Located on the famous A Street in St. Augustine Beach, this ver...
Rates
$140 - $150 night
$995 - $1295 week


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: Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 3-storey townhouse at Four Winds I-10. Located oceanfront,...
Rates
$200 - $462 night
$995 - $1959 week


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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: Sitting high on a 35-foot dune, Casa Vilano Beach House offers spectacular ocean views and the kind of seclusion you dream of on a beach vacation. ...
Rates
$375 - $600 night
$1595 - $3195 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Location, location, location: It’s just as important when choosing a vacation rental as when buying a house. Just 600 feet from the beach and 5 min...
Rates
$175 - $300 night
$795 - $1550 week


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6 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 6 Bedroom, 4 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Enjoy the best of the Atlantic shore when you book your vacation at Beach Gem. This exceptional home opens to both waterfronts delivering breathtak...
Rates
$650 - $1495 night
$2695 - $7475 week


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sweeping oceanfront views and utter privacy are yours in our Crescent Cottage, nestled high on the dunes at the tip of the 35 foot dune. Enjoy unsp...
Rates
$200 - $375 night
$950 - $1834 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: This, recently (2016), remodeled beach house is great for entertaining. Sea Oats Cottage will comfortably sleep 12 guests. This is the perfect home...
Rates
$250 - $460 night
$1195 - $2179 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: Enjoy a peaceful vacation amongst an array of yachts and skiffs at Captain's Cove. Bedding Configuration: 1 Queen, 2 Twin, 1 Sleeper Sofa Room De...
Rates
$140 - $180 night
$956 - $995 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 at ocean view Summerhouse 221, located steps from...
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 Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Remember the vacation you ditched shoes and socks in favor of a pretty great ‘flip flop tan line?’ This is the barefoot bliss you’ve been dreaming ...
Rates
$150 - $347 night
$750 - $1612 week


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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 p...
Rates
$350 - $604 night
$1495 - $2869 week


Pet Friendly   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 3 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: We are so delighted with this little yellow dune house in Summer Haven. Every room on the 2nd floor has a beautiful view of the water The beach is ...
Rates
$425 - $805 night
$1795 - $4025 week


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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: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2024 : Saturday check-in required. Saturday check-out required....
Rates
$90 - $245 night
$630 - $1715 week


Pet Friendly   Non Smoking


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Listings 51 - 75 of 413
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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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