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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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Listings 101 - 125 of 413
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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
$950 - $995 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 8
Location: St. Augustine, Florida, United States
Description: Sea Place - Ocean Front - 3 BR Condo, Flat Screens, Upgraded throughout This condo is pure luxury living right on the beach. The accommodations ar...
Rates
$150 - $250 night
$895 - $1595 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: Amazing Pool Home, Flat Screens, Sleeps 10, Boat/Jet Ski Parking Bring the boat, jet ski?s, kayaks, or even the canoe. This two-story house sits a...
Rates
$250 - $400 night
$1595 - $2495 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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 up-close views and private strolls along one of the Florida coast's best beaches at our townhouse Sea Matanzas 3. This split-level condo is o...
Rates
$175 - $376 night
$795 - $1728 week


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2 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: You’ll be just a short walk from the magnificent Atlantic Ocean beach when you make Beach Walk in Vilano, your vacation headquarters in St. Augusti...
Rates
$175 - $300 night
$795 - $1550 week


Pet Friendly   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Located within a minute’s walk of the beach, Ocean Palms is the ideal getaway for one or two families in St. Augustine Beach. The neighborhood is o...
Rates
$250 - $460 night
$1195 - $2179 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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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: You're never more than a minute and half from water at our ground-floor condo at Pelican Condo B114 -- the beautiful Atlantic on one side, the gorg...
Rates
$100 - $202 night
$450 - $919 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Villas of Ocean Gate is one of the newest condo complex's on the beautiful St. Augustine Beach. This 3 bedroom/2 bath unit has been upgraded throu...
Rates
$175 - $250 night
$1075 - $1275 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: 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
$95 - $255 night
$665 - $1785 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Bermuda Run, Pet Friendly, 3 BR, 2 1/2 Baths, Sleeps 10, Private Pool Located on beautiful Anastasia Island. This luxury pool home is perfect for...
Rates
$300 - $500 night
$1795 - $2795 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: A true getaway, Scarlet Rose River House sits on more than 5 beautifully landscaped acres. Naturally it has its own heated pool--what getaway doesn...
Rates
$275 - $518 night
$1295 - $2409 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 4
Location: St. Augustine, Florida, United States
Description: Ideal for a week’s vacation or a full winter escape, Colony Reef 18A is a well-appointed, ground level condo overlooking lush gardens and a fountai...
Rates
$125 - $260 night
$550 - $1195 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: Crescent Beach is right outside your giant sliding-glass door at our condo at Beachers Lodge 307! This cozy 1-bedroom getaway offers an oceanfront ...
Rates
$100 - $202 night
$450 - $919 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


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Welcome to Hibiscus 302-D, our newly redecorated 3rd-floor condo on St. Augustine Beach. From sweeping ocean views on the balcony to new HDTVs in e...
Rates
$125 - $289 night
$595 - $1381 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Crescent Beach is renowned for its fine white sands, and when you stay at Four Winds’ unit H7, you’re just steps away—via a private walkway, no les...
Rates
$125 - $225 night
$495 - $1034 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Beautifully decorated, Serenity Now Beach House lives up to its name! Conveniently located just steps away from the ocean to the east and the water...
Rates
$275 - $500 night
$1295 - $2495 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 Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Atlantic Splash, Pet Friendly, 3 BR, 2 1/2 Baths, Sleeps10, Private Pool Located right across from the beach, you will enjoy the spectacular view ...
Rates
$250 - $550 night
$1795 - $2795 week


Pet Friendly   Non Smoking   Swimming Pool   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 our island-themed condo on the ground floor of the fun, family-oriented beachside Ocean Village Club complex. With plenty of space for the wh...
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: The Atlantic Ocean looks close enough to touch from the balcony of our 2nd-story condo, Hibiscus 203-A on St. Augustine Beach. You will find the pe...
Rates
$125 - $289 night
$595 - $1381 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: It's the best of both worlds! Our oceanfront condo at Ocean Eight 104 is in a small building of just 8 units, giving you the privacy of a house wit...
Rates
$175 - $376 night
$795 - $1728 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: Some say that unspoiled Crescent Beach is the best beach in the St. Augustine area. We think that Four Palms Beach House, which sleeps 10 and has a...
Rates
$450 - $920 night
$1695 - $4600 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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Listings 101 - 125 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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