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St. Augustine Vacation Rentals

414 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 276 - 300 of 414
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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 r...
Rates
$200 - $350 night
$895 - $1604 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Situated in one of the Historic districts of St. Augustine, a stone path lined with indigenous ferns leads you to your own vacation get-away, Garde...
Rates
$111 - $151 night
$700 - $895 week


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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: First time this condo has ever been on a rental program. Be one of the first to stay in this beautifully decorated ground floor condo that sleeps ...
Rates
$100 - $150 night
$495 - $795 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: Beautiful Ground Floor - 2 BR Ocean View Condo - 4 Heated Pools, Tennis Welcome to the best kept secret in St. Augustine. Summerhouse has everythi...
Rates
$175 - $300 night
$936 - $1540 week


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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: Enter oceanfront resort Island South’s unit 7 and fall in love with this happy space. Ceiling fans provide a delicious cooling breeze - improved te...
Rates
$200 - $491 night
$1095 - $2074 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: Ocean Village Club O35 suits energetic spirits who’ll love being a quick zip down to the ocean-front pool, the private beach access and plenty more...
Rates
$125 - $260 night
$550 - $1195 week


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2 bedroom Vacation Rental Home in St. Augustine - Beach Front
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
$250 - $460 night
$1195 - $2179 week


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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: 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
$200 - $450 night
$995 - $2037 week


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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: With gorgeous Crescent Beach just steps away and plenty of on-premises amenities, from tennis courts to a swimming pool, Island House A208 is a per...
Rates
$150 - $350 night
$750 - $1715 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: Grab this silver-rated property before anyone else! Book this brand new rental home certain that you’ll enjoy a pristine experience that you had fi...
Rates
$125 - $275 night
$550 - $1392 week


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6 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 6 Bedroom, 4 Bathroom, Sleeps 14
Location: St. Augustine, Florida, United States
Description: Enjoy the best of the Atlantic shore when you book your vacation at Beach Gem. This exceptional home opens to both waterfronts delivering breathtak...
Rates
$650 - $1495 night
$2695 - $7475 week


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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: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2024 : Saturday check-in required. Saturday check-out required....
Rates
$100 - $270 night
$700 - $1890 week


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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: Great Ocean and pool view townhouse with views of the Ocean. A pretty landscaped entrance awaits at the front of this gated condominium complex. Ta...
Rates
$125 - $260 night
$550 - $1195 week


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Soothing comfort best describes Villa Hermosa. Just a few houses from the Atlantic Ocean and a short stroll to the Tolomato River, this French cott...
Rates
$175 - $300 night
$795 - $1550 week


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: If you love the idea of being close to the beach in a stand-alone vacation home with it’s own covered lanai with swimming pool, you’re the ideal gu...
Rates
$250 - $460 night
$1195 - $2179 week


Pet Friendly   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: The murmur of the waves and the caress of the sea breeze greet you from the lanai of our ground-floor condo at Ocean Village Club O14. Just yards a...
Rates
$125 - $260 night
$550 - $1195 week


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Discover the charm of St. Augustine beach living at our condo at Sea Place 14248. Nestled in a small, family-friendly oceanfront complex, it sleeps...
Rates
$125 - $289 night
$595 - $1381 week


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Beautifully decorated, Serenity Now Beach House lives up to its name! Conveniently located just steps away from the ocean to the east and the water...
Rates
$275 - $500 night
$1295 - $2495 week


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3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Sunset Harbor, 3 BR, 2 Bath, Private Pool, Hot Tub, Pet Friendly Bring the Kayak or the boat. Our home has it all. Situated with direct water acce...
Rates
$300 - $450 night
$1795 - $2495 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: Witness both the sunrise and the sunset every day at Hibiscus. With both a balcony and deck, this nicely appointed condo brings the beauty of St. A...
Rates
$125 - $289 night
$595 - $1381 week


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3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: The dunes, the sands, the water -- all of this and more await you at our ocean view condo at Colony Reef 1407! From our 4th-floor balcony, you have...
Rates
$150 - $318 night
$695 - $1497 week


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Studio Vacation Rental Condo in St. Augustine
Condo: Studio, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Welcome to the best bargain on Crescent Beach! Our stylish, comfortable studio condo overlooking the beach puts you right in the action, with an oc...
Rates
$95 - $195 night
$395 - $803 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 privat...
Rates
$200 - $375 night
$950 - $1834 week


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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
$150 - $288 night
$695 - $1259 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: Sit back on one of your own two balconies and look over tropical greenery and a tempting pool with the ocean directly behind. This is a view that i...
Rates
$150 - $200 night
$795 - $1095 week


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Listings 276 - 300 of 414
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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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