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St. Augustine Vacation Rentals

366 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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3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beach Front Upgraded Condo, 3 BR, 2 Bath, Wifi, Large Private Balcony When you are choosing your perfect vacation holiday, you will be happy that ...
Rates
$225 - $400 night
$1195 - $1895 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Living just 100 yards from the ocean isn't just a location at Good Vibrations -- it's an attitude! This charming, one-of-a-kind 3-story home is ful...
Rates
$156 - $325 night
$1070 - $1795 week


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Beautiful 3 BR, 2 1/2 Bath home, Located in Heart of St. Augustine Beach When you are looking for the perfect place to stay, our 3 bedroom home on...
Rates
$125 - $175 night
$695 - $995 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Nestled down a side road on one of St. Augustine's best kept secret islands, Vilano Beach, your Hidden Retreat awaits you and your family for your ...
Rates
$102 - $150 night
$669 - $1195 week


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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...
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Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in St. Augustine
Home: 6 Bedroom, 2 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Brought back to life by its loving owners, the Paradisi Place seems to whisper its century-old secrets to you as you walk through it. With a perfec...
Rates
$355 - $385 night
$2500 - $3500 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 4
Location: St. Augustine, Florida, United States
Description: Ocean Village Club H14, Wifi in unit, Flat Panel Tv, Ground Level Unit When you stay in our condo at Ocean Village Club H14, you get all the comfo...
Rates
$116 - $350 night
$550 - $1195 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...
Rates
$249 - $249 night
$583 - $1795 week


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 3.5 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...
Rates
$199 - $600 night
$692 - $2514 week


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: 2 BRs, 2.5 BAs, Sleeps 6, Steps to Beach, 2 Pools (1 Heated), Wifi Beachfront pool, in-door heated pool, gym, tennis courts and so much more await...
Rates
$150 - $200 night
$795 - $1045 week


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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: If you are planning that special vacation then you need to pick the right place to stay; therefore, you shouldn?t look any further then our ocean f...
Rates
$150 - $300 night
$1020 - $1575 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Four Winds I-10T, 2 Floors - Ocean Front, 2 BRs, 2 heated pools, patio Enjoy panoramic views of the beautiful dunes and beach from the patio and b...
Rates
$125 - $395 night
$695 - $2100 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: Sea Place 14158, Ground Floor, Pool, Tennis, & Beach, St Augustine Beach Fl Discover the charm of St. Augustine beach living at our condo at Sea P...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean views, spacious rooms, and beautiful design touches make our Beachwalk house a terrific place for your next St. Augustine Beach vacation. Fro...
Rates
$149 - $450 night
$461 - $1685 week


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool (1 is heated) and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey...
Rates
$100 - $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 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 151 Oceanview, Ground Floor Condo, Hdtvs, 4 pools Feast your eyes on the Atlantic when you vacation at Summerhouse 151, our ground-lev...
Rates
$125 - $395 night
$595 - $1350 week


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 16
Location: St. Augustine, Florida, United States
Description: Get ready to experience the perfect vacation, spending every day enjoying spectacular views and all the luxuries of a beautiful beachfront home! G...
Rates
$399 - $1750 night
$1128 - $5014 week


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: Full Moon, Pet Friendly, 4 BR, 3 1/2 Bath, Private Pool, Ocean View Just about a two minute's walk from the beach, Full Moon is a beautiful, ocean...
Rates
$400 - $500 night
$2500 - $3000 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: Ocean Village Club I14, Ground Floor Unit, Screened Lanai, 2 pools, beach The splashes of the oceanview swimming pool compete with the murmur of t...
Rates
$100 - $295 night
$495 - $995 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 11
Location: St. Augustine, Florida, United States
Description: Pull in to the driveway of Ocean Sunrise, our beachfront house, and you might think it's just a cottage. But once you see the wraparound deck, lana...
Rates
$199 - $600 night
$692 - $2514 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: From our 3rd-floor condo (with elevator) at Beach & Tennis 323, you can see partial views of the sparkling Atlantic Ocean, along with the natural d...
Rates
$199 - $199 night
$519 - $1450 week


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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 Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: You?ll be just a short walk to the Atlantic Ocean when you choose Island Breeze as your vacation destination in St. Augustine Beach. The home is al...
Rates
$150 - $450 night
$461 - $1685 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: If you?ve been searching for a family getaway spot, you can stop looking. When you stay at Four Winds? unit G2, you?re just steps away--via a priva...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


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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
$578 - $1971 week


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Listings 1 - 25 of 366
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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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