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St. Augustine Vacation Rentals

295 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 26 - 50 of 295
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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 ... Learn More
Rates
$99 - $200 night
$449 - $895 week


Non Smoking


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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 - $1395 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Experience life in a beach community the way the locals do at Playa Haus, our 2-storey house just a block from the beach. It's got 2 big sunny deck... Learn More
Rates
$149 - $400 night
$673 - $1395 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Chiquita?s Sun House with Private Pool, Gourmet Kitchen, Hdtvs It?s an easy decision to book the rental that?s totally renovated and outfitted, to... Learn More
Rates
$233 - $600 night
$1395 - $2995 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: 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... 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 5
Location: St. Augustine, Florida, United States
Description: Ocean Village Club R22, Elevator, Hdtv, Wifi in Unit, new king bed, updated Stay right in the heart of the action at Ocean Village Club R22! Our c... Learn More
Rates
$100 - $195 night
$495 - $1109 week


Non Smoking   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: Ocean Village A14, Ground Floor condo, pools, tennis, Wifi in Unit One of the most affordable vacation spots on choice St. Augustine Beach is Ocea... Learn More
Rates
$92 - $150 night
$330 - $875 week


Non Smoking   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: Ocean Village N16 Ground Floor unit, Hdtv, 2 Pools, St Augustine Florida Spectacular sunrises, sparkling waves, and soft sands await you! Convenie... Learn More
Rates
$92 - $150 night
$330 - $595 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: Ocean Village Club G26, 2nd Floor, with 2 pools, tennis & beach, New Hdtv Welcome to the light, airy spaces and restful comfort of our second-floo... Learn More
Rates
$95 - $175 night
$449 - $936 week


Non Smoking


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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: Sea Place 14164, 3 BRs, Ground Floor, Pool, Tennis & Private Beach This 3 bedroom unit is one of only two in the entire complex. Our ground floor... Learn More
Rates
$125 - $250 night
$595 - $1295 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 3 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Our 2-story tennis villa at Colony Reef 16B is the ideal launch pad for your St. Augustine vacation. Located just steps from beautiful Crescent Bea... Learn More
Rates
$100 - $195 night
$495 - $1109 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 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... Learn More
Rates
$249 - $249 night
$637 - $1595 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 4
Location: St. Augustine, Florida, United States
Description: There?s something to be said for casting your eyes on to ocean views and pure sunshine from the first moment you wake up. Starting a perfect vacati... Learn More
Rates
$150 - $350 night
$442 - $1495 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: Ocean Village Club Q12, Ground Floor unit, 2 pools, tennis & beach, Wifi Bright and breezy, Ocean Village Club Q12 offers convenient access to the... Learn More
Rates
$125 - $250 night
$595 - $1295 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Surfside Six E - Direct Oceanfront, Luxury, Updated, 2 BRs, Hdtv The beach is your front yard at our townhouse at Surfside Six E! With nothing be... Learn More
Rates
$174 - $250 night
$812 - $1450 week


Non Smoking   High-Speed Internet


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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 A true getaway, Scarlet Rose River House sits on more than 5 beautifully... Learn More
Rates
$199 - $500 night
$995 - $2195 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: Gorgeous ocean views from 2 balconies as well as the master bedroom make Coquina 203B, our 2-story condo on Crescent Beach, the perfect place for y... Learn More
Rates
$183 - $183 night
$361 - $1195 week


Non Smoking


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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: Island House C 108 Ground Floor Flat, Ocean Views, Hdtv, Pool, Tennis A perfect beach pad for four, with an ocean-view pool just outside your door... Learn More
Rates
$125 - $125 night
$300 - $795 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: Ocean Village Club R34, 3rd Floor, Elevator, 2 pools, tennis & beach Come for the beach and stay for the fun at Ocean Village Club R34, our third-... Learn More
Rates
$100 - $195 night
$495 - $1109 week


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 ... Learn More
Rates
$116 - $200 night
$499 - $995 week


Pet Friendly   Non Smoking   High-Speed Internet


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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 Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Wake to sounds of waves hitting the sand, as the sun peeks over the sea or relax on your private balcony during sunset as the sky turns pink -- sou... Learn More
Rates
$125 - $250 night
$595 - $1295 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... Learn More
Rates
$300 - $1500 night
$1395 - $4500 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: Ocean Village Club E17, Ground Floor Unit, with 42" Hdtv & Wifi in unit Located at the center of a fun, family-oriented resort on the shores of th... Learn More
Rates
$95 - $175 night
$449 - $1050 week


Non Smoking   High-Speed Internet


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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: Castillo Cottage, Historic St Augustine, 2 BR, Screen Lanai Pool Arrive, park and forget about your car completely! With an incredible Walk Score ... Learn More
Rates
$199 - $500 night
$995 - $2195 week


Pet Friendly   Non Smoking   Swimming Pool


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Listings 26 - 50 of 295
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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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