Perfect Places Vacation Rentals
Traveler Login Owner Login

St. Augustine Holiday Rentals

339 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 51 - 75 of 339
First Previous
1 2 3 4 5
Next Last


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 i33, 3rd Floor, Elevator, 42" Hdtv, Blue-Ray, Wifi in unit Relax island-style in our charming condo at Ocean Village Club I33. ...
Rates
$125 - $350 night
$550 - $1195 week


Pet Friendly   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, 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


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: When you're ready for a truly relaxing vacation at one of the best beaches in Florida, come stay in our townhouse at Ocean Club II 17. Just yards f...
Rates
$125 - $125 night
$292 - $895 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Seaside Escape Beach House - 5 BRs, Crow's Nest - Ocean Views From the rooftop crow?s nest of Seaside Escape, our 3-story house on St. Augustine B...
Rates
$164 - $500 night
$692 - $2499 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Our Blue Parrot Beach House sits on the edge of the Atlantic Ocean. It is the #1 house we have for ocean views as it is perched as close as you ca...
Rates
$299 - $300 night
$699 - $2100 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Great 4-bedroom 4-bath home located just across the street from the Ocean that allows for fantastic views from the spacious balconies. Bedding Con...
Rates
$195 - $238 night
$1170 - $1200 week


Non Smoking   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Ocean Village Club B36, new Hdtv, Wood Floors, with 2 Pools, Tennis & Beach Extraordinary value with a penthouse 3rd floor view! That's what you'...
Rates
$95 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry



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 II 503, Top Floor, 5th Floor, 3 BR, Ocean Front Pool From our oceanfront top floor condo at Sand Dollar II 503, you have a marvelous p...
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 6
Location: St. Augustine, Florida, United States
Description: A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 5116, the good life is w...
Rates
$125 - $295 night
$574 - $995 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
$125 - $350 night
$550 - $1195 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Location, location, location: It?s just as important when choosing a vacation rental as when buying a house. Just 600 feet from the beach and 5 min...
Rates
$121 - $350 night
$415 - $1542 week


Non Smoking   High-Speed Internet


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 314, 3rd Floor Luxury Beach Front, Newly Updated, Elevator, Hdtv Nestled between the ocean & Intracoastal Waterway, our beachfront cond...
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 - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Pier Point 37, Ocean Views & Heated Pool at St Augustine Beach Pier Situated near the St. Augustine Pier on the shores of St Augustine Beach, our ...
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 - 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, 2.5 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 - $350 night
$550 - $1195 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: You'll enjoy Glory by the Sea, our 3-story house just a hop skip and jump from the beach. It?s got a private pool, a screened in lanai, balconies a...
Rates
$233 - $800 night
$1125 - $3056 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sand Dollar I 105, Beach Front, Ground Floor, 3 BRs with Pool Step outside your bedroom in our ground-floor condo at Sand Dollar I 105 and you are...
Rates
$299 - $299 night
$699 - $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 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
$125 - $350 night
$550 - $1195 week


Pet Friendly   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 4
Location: St. Augustine, Florida, United States
Description: Island House E 225 Ocean View Rentals with Pool, St Augustine Beach Florida Get all the benefits of a beach house, with the convenience of a condo...
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: 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


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: Who says you have to skimp on luxury to get great value from your St. Augustine vacation? At cozy Ocean Village Club A32, you get all the amenities...
Rates
$95 - $225 night
$366 - $795 week


Non Smoking


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: On the narrow strip of land between Crescent Beach and the Intracoastal sits our condo at Pelican Inlet B214. It's the ideal location for a vacatio...
Rates
$95 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry



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 309, ocean front, 3rd floor, huge ocean front balcony, Hdtv With a long balcony overlooking beautiful Crescent Beach, our condo at ...
Rates
$199 - $199 night
$519 - $1450 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 ...
Rates
$138 - $450 night
$461 - $1685 week


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 4
Location: St. Augustine, Florida, United States
Description: Windjammer 104 Luxury Beach Front, Newly Updated, Elevator, Pool, Hdtv Just 10 miles south of St. Augustine's Old Town, Windjammer sits on the thi...
Rates
$216 - $233 night
$525 - $1695 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 51 - 75 of 339
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: