Perfect Places Vacation Rentals
Traveler Login Owner Login

St. Augustine Holiday Rentals

296 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 101 - 125 of 296
First Previous
3 4 5 6 7
Next Last


1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: Discover the joy of oceanfront living on Crescent Beach at Quail Hollow B2-1U, our top-floor condo in St. Augustine. The perfect getaway for 2, it ... Learn More
Rates
$142 - $142 night
$346 - $1095 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Sea Haven 112, Beach Front 3 BR with Pool, St Augustine Beach Florida As if the entire coastline in all its beauty was arranged just for you, the ... Learn More
Rates
$249 - $249 night
$637 - $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: Ocean Village Club E17, Ground Floor Unit, with 42" Hdtv & Wifi in unit Located at the center of a fun, family-oriented resort on the shores of th... Learn More
Rates
$125 - $250 night
$550 - $1195 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Our beachfront townhouse Ocean Harbor 5 was designed with just one goal in mind: to help make sure everyone who stays here has a fun, relaxing, fab... Learn More
Rates
$175 - $325 night
$875 - $1495 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 10
Location: St. Augustine, Florida, United States
Description: Colony Reef 3103, Ground Floor, 3 BRs, Heated Pool, St Augustine The Atlantic Ocean is just steps away at Colony Reef 3103, our oceanfront ground-... Learn More
Rates
$125 - $325 night
$664 - $1495 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 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: On the quiet shores of Crescent Beach in St. Augustine sits our spacious, fun Crescent Sunrise house. Easily sleeping 8 and boasting a big oceanfro... Learn More
Rates
$199 - $500 night
$624 - $2195 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, 3 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... Learn More
Rates
$125 - $250 night
$550 - $1195 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Blue Bell Cottage pet friendly 2 BRs in historic St Augustine Florida Experience downtown St. Augustine like a native in our charmingly updated Bl... Learn More
Rates
$133 - $133 night
$486 - $900 week


Pet Friendly   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, 3 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: Four Winds I-10A, Luxury Beach Front, 3 BRs, 2 Heated Pools - Sleeps 10 Enjoy panoramic views of the beautiful dunes and beach from the patio and ... Learn More
Rates
$225 - $400 night
$1095 - $1995 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Colony Reef 1407, 4th floor, 3 BRs, Heated Pool, all new Hdtvs The dunes, the sands, the water -- all of this and more await you at our oceanview ... Learn More
Rates
$125 - $325 night
$664 - $1495 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in St. Augustine
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Experience the rich history and amazing beauty of Summer Haven, the barrier island home of our luxurious Afternoon Delight house. You'll enjoy all ... Learn More
Rates
$149 - $400 night
$374 - $1395 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 priva... Learn More
Rates
$166 - $400 night
$549 - $1595 week


Pet Friendly   Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in St. Augustine - Beach Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: St. Augustine, Florida, United States
Description: Beachers Lodge 116, Beach Front, Queen Sized Suite, Ground Floor, Heated Pool Crescent Beach is right outside your giant sliding-glass door at our... Learn More
Rates
$95 - $250 night
$449 - $1050 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 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... Learn More
Rates
$100 - $250 night
$495 - $1195 week


Pet Friendly   Non Smoking


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... Learn More
Rates
$125 - $250 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 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Ocean Village Club O31, 3rd Floor, new Hdtv, pools, tennis & beach With a view of both the glittering ocean and a sparkling swimming pool, the bal... Learn More
Rates
$125 - $250 night
$550 - $1195 week


Non Smoking


View Details and Book Online Send Inquiry



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 102, Beach Front, Queen Sized Suite, Ground Floor Unit A sparkling swimming pool and sweeping ocean view are just outside our groun... Learn More
Rates
$95 - $250 night
$449 - $1050 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: 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... Learn More
Rates
$125 - $250 night
$550 - $1195 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, 3 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 ... Learn More
Rates
$200 - $375 night
$995 - $1895 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



Studio Vacation Rental Home in St. Augustine
Home: Studio, 1 Bathroom, Sleeps 2
Location: St. Augustine, Florida, United States
Description: St. Augustine Garden Cottage Studio - Walk to Historic St Augustine In the heart of the Old City lies Garden Cottage, a beautiful carriage house, ... Learn More
Rates
$116 - $116 night
$253 - $695 week


Non Smoking


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in St. Augustine - Beach Front
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean Delight, Beach Front, 4 BRs, Private Heated Pool & Heated Spa Watch the sun set over the ocean from your balcony or while soaking in the hea... Learn More
Rates
$400 - $1500 night
$1695 - $6000 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 5 Bedroom, 2 Bathroom, Sleeps 10
Location: St. Augustine, Florida, United States
Description: St Augustine Lodge Historic Beach House, 5 BR cottage, Ocean Front, Wifi This is it, Folks! See the stories in the Coastal Living, Jacksonville m... Learn More
Rates
$175 - $450 night
$499 - $1895 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 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... Learn More
Rates
$125 - $125 night
$300 - $895 week


Pet Friendly   Non Smoking


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: If you love splashing in sparkling water, our condo at Ocean Club II 34 gives you 2 options: the sugary sands of the beach just yards away, or a bi... Learn More
Rates
$125 - $125 night
$300 - $895 week


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 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... Learn More
Rates
$216 - $233 night
$579 - $1695 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 101 - 125 of 296
First Previous
3 4 5 6 7
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: