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St. Augustine Holiday Rentals

401 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 401
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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: Coquina A214, Luxury Ocean Front, 2 Pools, Tennis, new Hdtv, Corner Unit Escape to the sugary sands of Crescent Beach at our luxury oceanfront con...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: With a deck and patio facing the Atlantic Ocean and an elevator to make the home easy to navigate for all, Beach Treasure is an ideal vacation geta...
Rates
$358 - $1750 night
$1128 - $5014 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, 2.5 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 - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Windjammer 214 Beach Front, Elevator, Pool, St Augustine Beach If staying on the beachfront is a priority, Windjammer 214 is the condo for you. No...
Rates
$249 - $249 night
$583 - $1795 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: Bask in the balmy air and beautiful ocean and pier views at our 2-story condo at Pier Point South 55. Just steps from St. Augustine Beach, our well...
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


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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
$133 - $350 night
$415 - $1542 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Summerhouse 115 Oceanview condo rental , 4 heated pools, Wifi Step into your vacation at Summerhouse 115, an ocean-view condo totally remodeled in...
Rates
$125 - $395 night
$595 - $1350 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4.5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Enjoy some of the best views of the beach and Atlantic available in a beautiful seaside community. Newly constructed three-story home has a saltwat...
Rates
$417 - $1500 night
$1128 - $4514 week


Pet Friendly   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: ***** Photos Coming Soon ******* If you are looking for the perfect vacation condo then you have found it in Quail Hollow A8-3U. Situated close to...
Rates
$125 - $200 night
$695 - $995 week


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 View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club K14, Ground Floor unit, 42" Hdtv, Blue Ray, 2 pools From the shaded lanai of our ground-floor condo at Ocean Village Club K14, ...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Large enough to host a family reunion, luxurious enough to satisfy even the most demanding vacationer, Peace of Paradise lives up to its name. This...
Rates
$500 - $725 night
$1632 - $6000 week


Non Smoking   Swimming Pool   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: Upgraded Ocean Front/Beach Front, 2 BR 2 1/2 Bath Condo, Wifi If you are planning that special vacation then you need to pick the right place to s...
Rates
$250 - $300 night
$1500 - $1850 week


Non Smoking   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: Sea Place 11107, Beach Front unit, Ground Floor Flat, Pool, Hdtv, Wifi Step outside the door and you're on the dunes overlooking St. Augustine Bea...
Rates
$150 - $395 night
$750 - $1550 week


Non Smoking   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: 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, ...
Rates
$100 - $295 night
$495 - $995 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: 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
$216 - $600 night
$924 - $2795 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Avery's Ocean Breeze II, Ocean View Decks, 3 BRs, New Construction Located just two blocks from the beach, Avery?s Ocean Breeze A is a beautifully...
Rates
$200 - $500 night
$692 - $2499 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 4
Location: St. Augustine, Florida, United States
Description: Barefoot Trace 414, 4th floor, luxury condo, hdtv, elevator, pool A big wide, ocean - all yours to enjoy. A gorgeous unit overlooks Crescent Beach...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine
Home: 5 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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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Located on the third floor, our condo is bright and lighthearted, with a sand-and-sea color scheme and all the comforts of home. The living area is...
Rates
$100 - $295 night
$495 - $995 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 1 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Anastasia Island Cottage, 2 houses to the beach, Ocean Views, Hot Tub, Hdtv Some houses just feel like home. Though its huge wraparound deck with ...
Rates
$116 - $250 night
$346 - $1195 week


Non Smoking   High-Speed Internet


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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: Whether you're looking for a tennis-oriented vacation or simply crave the oceanfront location and amenities of this superb resort, you'll love our ...
Rates
$249 - $249 night
$688 - $1795 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: With its own private boardwalk to the beach, a large private pool, and oceanfront decking, Sueno Mar has everything you need for a comfortable and ...
Rates
$583 - $1750 night
$1400 - $5129 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: Ocean Village Club N14, Ground Floor, heated pool, new kitchen, Blue Ray All the delights of an oceanfront resort -- swimming pools, tennis, grill...
Rates
$100 - $295 night
$495 - $995 week


Pet Friendly   Non Smoking


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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: Discover the pleasures of Ball-llovera House, a beautiful vacation home with a view of the Atlantic Ocean. Step out onto your large deck with wet b...
Rates
$199 - $500 night
$578 - $1971 week


Pet Friendly   Non Smoking   High-Speed Internet


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Listings 76 - 100 of 401
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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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