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St. Augustine Holiday Rentals

369 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 76 - 100 of 369
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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: Quail Hollow A8-4D with pool on Crescent Beach at St Augustine Beach Florida Enjoy all the perks of resort living with our snug, cheerful condo at...
Rates
$125 - $125 night
$292 - $895 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Atlantic Angel, Beach Front, 4 BRs, Luxury with Brand New Pool Gorgeous views of the ocean and Intracoastal Waterway are yours from every room in ...
Rates
$450 - $2000 night
$1805 - $8286 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: Four Winds I-10A, Luxury Beach Front, 3 BRs, 2 Heated Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and ...
Rates
$225 - $500 night
$1095 - $2095 week


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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: Sand Dollar I 504, Penthouse, 5th Floor, 3 BR, Ocean Front Pool Try out life on the top floor, directly ocean-front on Crescent Beach. Sand Dollar...
Rates
$249 - $249 night
$583 - $1795 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Direct Beach Front, 4 BR, 3 Bath, Bonus Room, Pet Friendly, Wifi This home is the first time on a rental program. They say a view is worth a thou...
Rates
$350 - $600 night
$1995 - $3795 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 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club O-25, Two BR, 2 Bath, Upgraded, Ocean View, Pool View With one of the best views at Ocean Village Club you have a perfect view ...
Rates
$150 - $250 night
$795 - $1295 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Lodge Historic Beach House, 5 BR cottage, Ocean Front, Wifi This is it, Folks! See the stories in the Coastal Living, Jacksonville m...
Rates
$175 - $500 night
$875 - $2499 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Coastal Karma, Luxury 5 BRs, above ground pool, spa, recently upgraded Just a minute's walk from the beach, Coastal Karma is a beautiful European-...
Rates
$249 - $1200 night
$790 - $3500 week


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: In the heart of St. Augustine Beach is our condo at Ocean & Racquet Club 5213. Convenient to the historic downtown Old City as well as the pristine...
Rates
$117 - $295 night
$613 - $995 week


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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: Less than a block from the beach, Ocean Palms is our big St. Augustine house, updated with a kitchen and tile floors. Come experience life on the b...
Rates
$183 - $600 night
$1100 - $2514 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: Not only is Seaside at Anastasia 205 a mere block from the beach, but it also overlooks a small lake. That?s just one of the many features that mak...
Rates
$142 - $142 night
$338 - $1095 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: Colony Reef 18A, Ground Floor, Tennis Villa, Heated Pool, Updated Ideal for a week?s vacation or a full winter escape, Colony Reef 18A is a well-a...
Rates
$116 - $350 night
$550 - $1195 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


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: When you stay at Crescent Breeze, you get to vacation just two blocks from the beach while still enjoying all the comforts of home?and more! With ...
Rates
$149 - $450 night
$562 - $1685 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: Discover a tropical oasis 2 blocks from the beach at Atlantic Oasis, a 2nd story house in St. Augustine. This is the upper level which has a priva...
Rates
$166 - $500 night
$549 - $1971 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean Paradise, Pet Friendly, Ocean Front, 3 BR, 2 Bath Beach House Our Oceanfront home is located in the heart of St. Augustine Beach. With your ...
Rates
$250 - $400 night
$1595 - $2195 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club Q34, Condo Rentals Beach Front, St. Augustine Beach, Fl A light, airy and whimsical unit with plenty of floral touches, Ocean V...
Rates
$125 - $395 night
$695 - $1450 week


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: Just because you're at the beach, who says you can't live in luxury? Our 3-level condo at SpyGlass 41 is as opulent as a Paris flat, with beautiful...
Rates
$125 - $395 night
$595 - $1350 week


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6 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 6 Bedroom, 3.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Wave Watch Beach house, 6 BRs, private pool/spa, 4th floor rooftop deck Make your next vacation a truly luxurious one: Stay at Wave Watch, overloo...
Rates
$1167 - $1167 night
$1795 - $11000 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 3.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Perfect for a big group or family reunion, our oceanfront Beach Retreat sits right on St. Augustine Beach, offering breathtaking views of sand, sea...
Rates
$383 - $1750 night
$1128 - $5000 week


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Studio Vacation Rental Home in St. Augustine
Home: Studio, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: St. Augustine Garden Cottage Studio - Walk to Historic St Augustine In the heart of the Old City lies Garden Cottage, a beautiful carriage house, ...
Rates
$116 - $116 night
$247 - $695 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: Walk to the beach, Covered Parking, Amazing 2 BR Condo - New Rental Beach living doesn't get any easier than at our spacious Villa of Ocean Gate. ...
Rates
$150 - $175 night
$950 - $1175 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Crescent Cottage in St Augustine Beach, 4 BRs, Direct Ocean Front, Hdtv Sweeping oceanfront views and utter privacy are yours in our Crescent Cott...
Rates
$166 - $500 night
$798 - $1971 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: Windjammer 207 Luxury Beach Front, Newly Updated, Elevator, Hdtv, St. Augustine Beach beckons in front of our luxurious, newly renovated, beachfro...
Rates
$216 - $233 night
$525 - $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 11
Location: St. Augustine, Florida, United States
Description: If you?re looking for a luxury vacation home that?s right on the beach, you won?t find a better place to play than Sun and Surf House. You?ll have ...
Rates
$316 - $1500 night
$902 - $4295 week


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Listings 76 - 100 of 369
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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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