401 Saint Augustine Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Saint Augustine holiday rentals from 6 rental sites including HomeAway, Booking.com, TripAdvisor and more, from $45 a night.

Information about Saint Augustine

About St. Augustine

Reside in a bright, welcoming vacation home in St. Augustine, a coastal town located in Northeast Florida and known as the Nation’s Oldest City. It is the oldest European settlement and port in the U.S., offering tourists a truly cultural and historical experience during their stay. Experience luxury, comfort and romance in this must-see destination, and enjoy fun for the whole family as well. Visitors of all ages will be amazed at the more than 60 attractions St. Augustine has to offer.

St. Augustine Neighborhoods

Delight in art, rich history, mystery and culture all around, while exploring sunny St. Augustine, Florida. Visitors will appreciate the variety of activities and local events this beach town has to offer, and are sure to fall in love with the city’s charm and thriving community. Popular seaside neighborhoods include Villano Beach, Crescent Beach and Butler Beach.

Things to do in St. Augustine

Whether you’re visiting with a partner or vacationing with the entire family, visitors of all ages will find a number of entertaining events and activities. Explore the city’s roots as a four-and-a-half century old city with guided museum and art gallery tours. History fanatics will especially enjoy Castillo de San Marcos, Fort Matanzas and Flagler College. Discover age-old architecture and learn about famous wartime leaders during the most notable historical events. Then visit the Lightner Museum and catch an astonishing sight of deceased mummies, shrunken heads and archaic artifacts. Looking for modern adventure? Outdoor lovers can enjoy some fresh air with a round or two of golf, or can try their hand at the many watersports available. Popular water activities include surfing, deep sea fishing, boating, jet skiing and more. Or simply relax on the sand, with an abundant 43 miles of pristine beaches to play in. Unwind in the afternoon with a nice stroll through the historic district, offering souvenirs, antiques, artwork and old-fashioned clothing for the curious. At night, ride in a horse carriage ride through the cobblestone streets, and keep an eye (or ear) out for the haunted spirits lurking in the shadows. For a spookier time, embark on a ghost tour through the narrow alleys and haunted buildings, with the Old Jail being a top favorite.

St. Augustine Accommodations

From quaint villa homes to modern, beachside condos, find the perfect St. Petersburg short term rental for you with Tripping.com. Choose from hundreds of properties, whatever your budget, accommodation style and group size. Book your St. Petersburg room rental now and save hundreds!

Vacation Rentals in Saint Augustine

Find the best Saint Augustine vacation rentals with Tripping.com. Choose from 401 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices from $45 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 339 of homes in Saint Augustine offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 88 rentals with pool or jacuzzi, or relax with the family in one of the 276 homes with cable TV.

For all those dog lovers and cat lovers, Saint Augustine offers 110 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 6 rental sites in Saint Augustine where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 231 HomeAway rentals, 90 Booking.com short term rentals and 49 TripAdvisor vacation rentals.