Perfect Places Vacation Rentals
Traveler Login Owner Login

St. Augustine Holiday Rentals

373 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.
Destination:

Bedrooms (min)   Sleeps (min)
Interest: Accommodations:
Pet Friendly Internet
Online Booking Pool

Handicap Accessible


Select Arrival Dates
Arrival: Departure:

  Exclude unknown availability
Enter Keywords:


Price per Night Range:


 
NE Atlantic Coast Top Cities
Listings 1 - 25 of 373
First Previous
1 2 3 4 5
Next Last


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


View Details and Book Online Send Inquiry

Featured


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


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: With views of the Atlantic Ocean from one side and those of the Intracoastal Waterway from the other, Windjammer 413 is like a little slice of heav...
Rates
$249 - $249 night
$583 - $1795 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: 2 BR, 2 Bath, Bonus Room, Garage, 2 Pools, Wifi, Tempur Pedic Mattresses Beach living doesn't get any easier than at our spacious condo at Villas ...
Rates
$150 - $275 night
$825 - $1295 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: If you are looking for the perfect vacation condo then you have found it in Quail Hollow A6-2U. Situated close to the beach, you can dip your feet ...
Rates
$125 - $200 night
$695 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: From this direct oceanfront condo, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself, you will not...
Rates
$175 - $250 night
$995 - $1295 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Island House B 107 Ground Floor Flat, Ocean Views, Hdtv, Pool, Tennis With the expanse and beauty of the Atlantic Ocean for a backdrop, you?ll lov...
Rates
$142 - $142 night
$338 - $1095 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is c...
Rates
$150 - $200 night
$650 - $895 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The sparkling ocean greets you when you step onto the balcony of our second-floor condo at Island House E228. Tastefully decorated and conveniently...
Rates
$142 - $142 night
$338 - $1095 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 Club B15, Ground Floor with Lanai, 2 pools, new Hdtv Escape to the sweet beach life at our cozy, immaculately maintained condo at Oc...
Rates
$88 - $225 night
$366 - $795 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: At Summerhouse 162, the Atlantic Ocean is to the east, marshes and sunsets are to the west, Matanzas Inlet is to the south, and historic St. August...
Rates
$150 - $395 night
$795 - $1650 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Augustine, Florida, United States
Description: From the patio, living room, and master bedroom of our ground-floor, corner-unit condo at Island South 4, you have a breathtaking view of dunes and...
Rates
$150 - $395 night
$750 - $1550 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Located in the only secluded marina in St. Augustine, Mariner?s Paradise offers all the amenities that you expect on your vacation away from home. ...
Rates
$126 - $132 night
$851 - $942 week


Non Smoking   High-Speed Internet


View Details Send Inquiry



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 O-25, Two BR, 2 Bath, Upgraded, Ocean View, Pool View With one of the best views at Ocean Village Club you have a perfect view ...
Rates
$150 - $250 night
$795 - $1295 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 K14, Ground Floor unit, 42" Hdtv, Blue Ray, 2 pools From the shaded lanai of our ground-floor condo at Ocean Village Club K14, ...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Sea Place 13137, Ground Floor, Pool, Tennis, & Beach, St Augustine Beach Fl From the patio of our ground-floor condo at Sea Place 13137, you can s...
Rates
$116 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: 2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pools, Wifi Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from ...
Rates
$150 - $250 night
$795 - $1225 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Prepare to be thoroughly spoiled at our beachfront condo at Colony Reef 2307! Between the breathtaking view of the ocean from our balcony and all ...
Rates
$199 - $199 night
$519 - $1450 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Soaring ceilings and sweet furnishings. Get to know and love Island House F229, but be sure to wake in time for the Atlantic Ocean sunrise! Thanks...
Rates
$125 - $125 night
$292 - $895 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Summerhouse, 2 BR, 2 1/2 Bath, Ocean View Condo, Steps To The Beach Wake to sounds of waves hitting the sand and the feel the cool ocean breeze fr...
Rates
$150 - $250 night
$795 - $1225 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 202 - 2nd floor, Ocean Front, Pool, Crescent Beach Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our...
Rates
$172 - $233 night
$892 - $1695 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: Sea Place 11208, Direct Ocean Front condo, pool, tennis, St Augustine Fl With 2 balconies overlooking the beach, this totally redecorated 2-storey...
Rates
$150 - $395 night
$750 - $1550 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Winds E-10, Luxury Beach Front, 3 BRs, 2 Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony ...
Rates
$200 - $500 night
$995 - $1995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 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
$116 - $350 night
$550 - $1195 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Windjammer 207 Luxury Beach Front, Newly Updated, Elevator, Hdtv, St. Augustine Beach beckons in front of our luxurious, newly renovated, beachfro...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 1 - 25 of 373
First Previous
1 2 3 4 5
Next Last

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.
 

Find additional Vacation Rentals: