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St. Augustine Holiday Rentals

400 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 26 - 50 of 400
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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: Sand Dollar IIi 102, Beach Front 3 BR with Pool, St Augustine Beach Fl Step outside your bedroom in our ground-floor condo at Sand Dollar III 102 ...
Rates
$249 - $249 night
$583 - $1795 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...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


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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: Enjoy a deck that looks out over the Atlantic Ocean, such are the pleasures in store when you book your vacation at Gaffney House in St. Augustine ...
Rates
$183 - $500 night
$578 - $1971 week


Pet Friendly   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: 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 - $200 night
$950 - $1500 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: Set in the heart of breathtakingly beautiful St. Augustine Beach, Ocean & Racquet 7207 is the ideal location for your Florida getaway. You are with...
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in St. Augustine - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Four Winds Oceanfront I-10D, Ground Floor Unit, Hdtv, Wifi, 2 Heated Pools From your ground floor, ocean-front condo at Four Winds, the beach is j...
Rates
$88 - $225 night
$366 - $1050 week


Non Smoking


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2 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Nick's Hideaway in Crescent Beach - Intracoastal and Ocean Views Live on Crescent Beach the way the natives do in Nick's Hideaway, our cozy house ...
Rates
$99 - $200 night
$299 - $999 week


Non Smoking


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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: Windjammer 210 Luxury Beach Front, Newly Updated, Elevator, Hdtv Enjoy sunrise and sunset views from our ocean front condo at Windjammer 210! The ...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Quail Hollow B1-4D, Beach Front, 1 BR, Ground Floor Unit, Pool With its soft white sands and unspoiled dunes, Crescent Beach is a charming, beauti...
Rates
$142 - $150 night
$338 - $1095 week


Non Smoking   Swimming Pool


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2 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Wonderful two bedroom/two bath ocean view home. If the beach is your thing, you'll love the location. Max Occupancy 4- 6 2 Bedrooms (King, Queen,...
Rates
$133 - $350 night
$415 - $1542 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: St Augustine Ocean Drive Beach House, Ocean Front, Private Beach Access Staying at our home at Ocean Drive House is like owning your very own stri...
Rates
$199 - $600 night
$692 - $2514 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 6
Location: St. Augustine, Florida, United States
Description: Experience Crescent Beach the way the natives do at Bikini Bottom, our cozy cottage just 3 blocks from the beach. With garage parking, yards for gr...
Rates
$116 - $250 night
$346 - $1195 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Pirates Paradise Beach Home, 5 BRs, Ocean Views, Small Private Pool Ahoy, maties! Welcome to Pirates' Paradise, our big beach house perched on the...
Rates
$300 - $1750 night
$1128 - $5014 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, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Get sun, sand and shade on your terms, and all the outdoor activities you?ve ever wanted to try, while enjoying life at Colony Reef 18B. A two-leve...
Rates
$100 - $295 night
$495 - $1050 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Queen of Quail, Direct Beach/Ocean Front, 3 BR, 2 Bath, Upgraded Condo Welcome to the Queen of Quail Hollow that is directly Beach and Ocean Front...
Rates
$200 - $350 night
$995 - $1595 week


Non Smoking   High-Speed Internet


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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: If you?ve been searching for a family getaway spot, you can stop looking. When you stay at Four Winds? unit C5, you?re just steps away--via a priva...
Rates
$116 - $350 night
$550 - $1195 week


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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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Windjammer 104 Luxury Beach Front, Newly Updated, Elevator, Pool, Hdtv Just 10 miles south of St. Augustine's Old Town, Windjammer sits on the thi...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


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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: Beachers Lodge 102, Beach Front, Queen Sized Suite, Ground Floor Unit A sparkling swimming pool and sweeping ocean view are just outside our groun...
Rates
$95 - $250 night
$450 - $895 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: 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 5116, the good life is w...
Rates
$117 - $295 night
$574 - $995 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Pounds Cottage is a cozy 1 bedroom ocean front cottage built by its owners on the Crescent Beach Dunes in 1952. Since then, it has been lovingly ca...
Rates
$149 - $450 night
$461 - $1685 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3.5 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...
Rates
$316 - $1500 night
$902 - $4295 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: Three levels of beautifully decorated beach house await you and your pets at this modern vacation home just across from the Atlantic Ocean at St. A...
Rates
$208 - $600 night
$692 - $2514 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Blue Bell Cottage pet friendly 2 BRs in historic St Augustine Florida Experience downtown St. Augustine like a native in our charmingly updated Bl...
Rates
$133 - $133 night
$474 - $900 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Haven 216, Beach Front, Pool, St Augustine Beach & Crescent Beach Florida Enjoy breathtaking views of the sea from several rooms in our oceanf...
Rates
$216 - $233 night
$525 - $1695 week


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Listings 26 - 50 of 400
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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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