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St. Augustine Vacation Rentals

413 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 413
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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 111, located steps from...
Rates
$150 - $250 night
$795 - $1225 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Front Luxury Condo, Tempur Pedic Mattress - Weekly Rentals Only Sand Dollar III, 404, Ocean Front Luxury Condo, Tempur Pedic Mattress, WiFi ...
Rates
$1160 - $1895 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: A big wide, ocean - all yours to enjoy. A gorgeous unit overlooks Crescent Beach and draws the eye towards the Atlantic Ocean. Penthouse living has...
Rates
$175 - $425 night
$850 - $1930 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 luxurious condo at Ocean Eight 101 is the perfect beachfront ge...
Rates
$150 - $347 night
$750 - $1612 week


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 2-storey townhouse at Four Winds I-10. Located oceanfront,...
Rates
$150 - $318 night
$695 - $1497 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


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: Glimpse the ocean from the balcony of our second-floor condo at Ocean & Racquet 3204, listen to the murmur of the surf, and enjoy all the ameni...
Rates
$125 - $225 night
$495 - $1034 week


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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: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2023 : Saturday check-in required. Saturday check-out required....
Rates
$95 - $260 night
$665 - $1820 week


Non Smoking


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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: There’s well-decorated, and then there’s Ocean Village Club P32. Not only does the unit boast a silver-rating and dozens of 5-star guest reviews bu...
Rates
$125 - $289 night
$595 - $1381 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 charming beach house nestled in the trees that gets “oohs and ahhs” from the moment you arrive. Pelican Landing Beach Cottage at Crescent Beach n...
Rates
$125 - $288 night
$595 - $1259 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: Situated near the St. Augustine Pier on the shores of St Augustine Beach, our ground-floor condo at Pier Point 37 couldn't have a better location f...
Rates
$125 - $275 night
$550 - $1392 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Newly updated as of Fall 2015. With the advantages of both a quiet beach retreat and a busy family-oriented resort, our condo at Colony Reef 3404 w...
Rates
$150 - $350 night
$750 - $1715 week


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Gaze at the sunrise over the ocean from the comfort of your king-size bed. Stroll along a private wooden walkway through the dunes to a pristine wh...
Rates
$175 - $404 night
$850 - $1843 week


High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Luxury 3 BR, 2 Bath - Ocean Front Upgraded Condo, Extra Large Balcony If you are planning the perfect vacation then it?s important that you pick t...
Rates
$250 - $350 night
$1550 - $2095 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: 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
$936 - $1540 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Ocean View, 4 BR, Sleeps 12, Flat Screens, Wifi, Sun Deck, Pet Friendly If you are looking for a breath-taking 4 bedroom 2 1/2 bath ocean view hom...
Rates
$275 - $500 night
$1695 - $2495 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: If you love the idea of being close to the beach in a stand-alone vacation home with it’s own covered lanai with swimming pool, you’re the ideal gu...
Rates
$250 - $460 night
$1195 - $2179 week


Pet Friendly   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Home in St. Augustine
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Seaside Villa is basically a mother-in-laws apartment that has been converted into a vacation rental. Before you pass this one up, you might want t...
Rates
$125 - $259 night
$595 - $1144 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: A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 3107, the good life ...
Rates
$125 - $225 night
$495 - $1034 week


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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: Crescent Beach is right outside your giant sliding-glass door at our condo at Beachers Lodge 116! This cozy 1-bedroom getaway offers a covered ocea...
Rates
$100 - $202 night
$450 - $919 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: Balconies, patios, and decks bring the beautiful outdoors to Four Seasons, our beach front house in St. Augustine. Spectacular ocean views from mos...
Rates
$450 - $800 night
$1895 - $6500 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Just across the street from the beach is our big, friendly Bohemian house, with a private pool, lanai, sun deck, and room to sleep 8. Enjoy a huge ...
Rates
$300 - $575 night
$1395 - $2639 week


Pet Friendly   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Discover the pleasures of Colors House, a beautiful vacation home with a view of the Atlantic Ocean and easy access to the Matanzas beach ramp. Fee...
Rates
$200 - $403 night
$995 - $1949 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: From your private balcony at our condo at Island South 31, you will enjoy a view of both the swimming pool and the ocean. Located in an oceanfront ...
Rates
$125 - $289 night
$595 - $1381 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: Step outside the door and you're on the dunes overlooking St. Augustine Beach at our condo at Sea Place 11107! Located beachfront on the ground-flo...
Rates
$150 - $347 night
$750 - $1612 week


High-Speed Internet


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Listings 26 - 50 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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