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St. Augustine Vacation Rentals

287 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 1 - 25 of 287
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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: This brand new 5 bedroom, 4 bath three story house is directly across the street from the ocean in a desirable residential neighborhood on Atlantic... Learn More
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Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Come enjoy beautiful St. Augustine Beach from the comfort of our townhouse-style tennis villa at Colony Reef 18C. Overlooking a pond with a fountai... Learn More
Rates
$95 - $175 night
$449 - $936 week


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 5 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Southern Comfort Beach House, 5 BRs, Waterfall & heated pool & Spa Discover paradise right across the street from Vilano Beach! Southern Comfort, ... Learn More
Rates
$299 - $1000 night
$1495 - $3795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Completely renovated and boasting beautiful beach views, our 2-storey oceanfront condo at Sea Haven 522 pampers you with all new furnishings, a bre... Learn More
Rates
$216 - $233 night
$579 - $1695 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 4 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... Learn More
Rates
$316 - $1000 night
$1495 - $4128 week


Non Smoking   High-Speed Internet


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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... Learn More
Rates
$149 - $400 night
$673 - $1671 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 Whether you enjoy the ocean or quiet beach walks that invigorate the ... Learn More
Rates
$200 - $395 night
$758 - $1750 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Shhh . . . try not to brag about our charming oceanside getaway! Sea Urchin is a well-kept secret, for where else can you vacation just yards from ... Learn More
Rates
$95 - $350 night
$449 - $1495 week


Pet Friendly   Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Imagine spending a relaxing ocean front on beautiful Crescent Beach in historic St. Augustine! The upstairs two floors of Gloria Beach House provi... Learn More
Rates
$249 - $1000 night
$1395 - $3495 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sea Haven 112, Beach Front 3 BR with Pool, St Augustine Beach Florida As if the entire coastline in all its beauty was arranged just for you, the ... Learn More
Rates
$249 - $249 night
$637 - $1795 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you're ready for a truly relaxing vacation at one of the best beaches in Florida, come stay in our townhouse at Ocean Club II 17. Just yards f... Learn More
Rates
$125 - $125 night
$300 - $895 week


Pet Friendly   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: Ocean Village Club Q35, 3rd floor, Elevator, with 2 pools, new Hdtvs and Wifi Gaze over the palm trees, beyond the sparkling swimming pool, and vi... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Pet Friendly   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 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... Learn More
Rates
$249 - $249 night
$637 - $1795 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: You'll love relaxing at Ocean & Racquet Club 1107, our ground-floor condo in a beachfront resort in St. Augustine. With designer touches, comfortab... Learn More
Rates
$95 - $150 night
$377 - $695 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: Ocean Village Club O31, 3rd Floor, new Hdtv, pools, tennis & beach With a view of both the glittering ocean and a sparkling swimming pool, the bal... Learn More
Rates
$125 - $225 night
$550 - $1117 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Scarlet Rose River House with Private Pool, 5 Acres, Hdtv, Screened Lanai Brand new to the market and guess what? Enjoy Scarlet Rose on your ter... Learn More
Rates
$199 - $500 night
$995 - $2485 week


Non Smoking   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: Are you coming to St. Augustine to enjoy a little sunshine perhaps? Ocean Village Club E35 offers a gorgeous tennis court view, adding swaying pal... Learn More
Rates
$100 - $195 night
$495 - $1109 week


Pet Friendly   Non Smoking


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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: Hibiscus 202-B Ocean Front, 3rd floor, 3 BRs, 3 pools, new Hdtvs You?ve waited all year for this vacation and now it?s time to enjoy the best. Thi... Learn More
Rates
$299 - $299 night
$699 - $1995 week


Pet Friendly   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 5
Location: St. Augustine, Florida, United States
Description: Island South 2, Ocean View, Hdtv, Wifi, Ground Floor Unit near Pool If you crave being near the water, our condo at Island South 2 is the ideal pl... Learn More
Rates
$125 - $225 night
$550 - $1117 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: Quail Hollow A2-4D with pool on Crescent Beach, St Augustine Fl From the balcony of our condo at Quail Hollow A2-4D, you can relax with a good boo... Learn More
Rates
$125 - $250 night
$595 - $1295 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Enjoy unbelievable 360-degree views of the ocean and Intracoastal Waterway from Blue Water View, our 3-storey beachfront house at the very end of S... Learn More
Rates
$399 - $1500 night
$1695 - $5914 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: Experience "beach chic" living in our ground-floor condo at Ocean & Racquet 5114 the next time you're in St. Augustine. Located in a gated resort, ... Learn More
Rates
$95 - $150 night
$377 - $695 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Barefoot Trace 204, Ocean Front with pool, shuffleboard, beach Walk into the oceanfront resort Barefoot 204 and fall in love with this happy place... Learn More
Rates
$216 - $216 night
$463 - $1595 week


Non Smoking


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4 bedroom Vacation Rental Condo in St. Augustine
Condo: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our living room and all 4 bedrooms of our Bella Mar condo open onto a balcony overlooking either the sunrise on Crescent Beach or the sunset on the... Learn More
Rates
$392 - $392 night
$817 - $2495 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: The perfect fishing vacation awaits you at SeaGate, our 2 bedroom newly updated townhouse is just 2 blocks walk to the Vilano Beach. Located on a ... Learn More
Rates
$133 - $300 night
$598 - $1528 week


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Listings 1 - 25 of 287
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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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