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St. Augustine Vacation Rentals

364 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 364
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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: Ocean Eight 101 - 1st floor, Ocean Front, Pool, Crescent Beach Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our...
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, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Summerhouse 233 Oceanview condo rental , 4 heated pools, Wifi At our condo at Summerhouse 233 you can have it all: a beachfront location that also...
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.75 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Arrive to find a huge beach and sunrises all yours. Sand Castle provides direct boardwalk access, meaning you can hit the beach before breakfast, f...
Rates
$250 - $450 night
$1224 - $1895 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in St. Augustine
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Seaside Villa is basically "mother-in-laws apartment" that has been converted into a vacation rental. Before you pass this one up, you might want ...
Rates
$99 - $200 night
$449 - $999 week


Pet Friendly   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: 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


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: 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
$995 - $1575 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 12
Location: St. Augustine, Florida, United States
Description: Mad Lar is a great home with a partial view of the ocean. Beautiful views of the ocean from the deck and dock. This big house was made for family...
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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club Q34, Condo Rentals Beach Front, St. Augustine Beach, Fl A light, airy and whimsical unit with plenty of floral touches, Ocean V...
Rates
$125 - $395 night
$695 - $1450 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: Hibiscus 201-D Ocean View, 3 pools, Spa, Tennis, St Augustine Beach Claim your stake on beautiful St. Augustine Beach by staying at our condo at H...
Rates
$125 - $395 night
$695 - $1450 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Spend your vacation in a home that backs up to the vast Atlantic Ocean. Hear the surge of the sea and feel the ocean breezes sweep in over your dec...
Rates
$216 - $600 night
$1195 - $2795 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: 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
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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
$85 - $220 night
$595 - $1540 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: Ocean Village Club Q23, 2nd floor, Elevator, 2 pools, Hdtv, Wifi in Unit Newly remodeled. A light, airy and whimsical unit with plenty of floral ...
Rates
$125 - $395 night
$595 - $1350 week


Pet Friendly   Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club D21, 2nd Floor, Corner Unit, Renovated, Hdtv Right in the heart of a fun, family-friendly oceanside condo complex is our Ocean ...
Rates
$100 - $295 night
$495 - $995 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: 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   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: Hibiscus J103 is a 2 bedroom, 2 bath ground floor condo with garden views. This condo can comfortably sleep up to 6 people. Hibiscus J103 is locate...
Rates
$108 - $395 night
$650 - $1350 week


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5 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Montego Bay Beach House, Wrap-around Decks Beach Front, wet bar - sleeps 12 Saying that Montego Bay, our house on St. Augustine Beach, is ?oceanfr...
Rates
$392 - $392 night
$817 - $2795 week


Pet Friendly   Non Smoking   High-Speed Internet


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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...
Rates
$150 - $395 night
$750 - $1550 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: Dolphin Lookout, Beach Front, on Summer Haven Beach St Augustine Like a beach house from a fairy tale, Dolphin Lookout is situated between ocean a...
Rates
$166 - $500 night
$798 - $1971 week


Pet Friendly   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 206, Beach Front, Queen Sized Suite, Pet Friendly Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo ove...
Rates
$95 - $250 night
$450 - $895 week


Pet Friendly   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 8
Location: St. Augustine, Florida, United States
Description: Sea Place - Ocean Front - 3 BR Condo, Flat Screens, Upgraded throughout This condo is pure luxury living right on the beach. The accommodations ar...
Rates
$150 - $250 night
$895 - $1395 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 Q11, Ground Floor Unit, screened lanai, 2 pools You're just yards from the white sand beach at Ocean Village Club Q11. Convenie...
Rates
$125 - $395 night
$695 - $1450 week


Pet Friendly   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: Ocean Village Club P27, 2nd Floor, has 2 pools, tennis, St Augustine Beach Fl Just yards from the beach, our airy and light condo at Ocean Village...
Rates
$125 - $350 night
$550 - $1195 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: Take in both sunrise and sunset views from Windjammer 209. From the balcony are vast stretches of the Atlantic Ocean. The Intracoastal Waterway c...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Sand Dollar I 502, 5th floor Penthouse, Luxury 4 BRs, Hdtv, Beach Front You?ll rarely find another 4-bedroom penthouse with such perfect beach vie...
Rates
$399 - $399 night
$902 - $2795 week


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Listings 276 - 300 of 364
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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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