St. Augustine Vacation Rentals

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USA > Florida > St. Augustine

Make St. Augustine your next getaway—choose from 198 great vacation rentals

Our St. Augustine vacation rentals give visitors a front-row seat to the history, 19th-century Spanish architecture, and rich heritage of the nation’s oldest city, perched along the First Coast of Florida!

Explore St. Augustine house rentals, condo rentals, duplexes, and more


House rentals

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Condo rentals

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St. Augustine vacation rentals for every getaway

Dog-friendly Hot tub Internet
Outdoor Oasis Upper 3D Tour
0 Bedroom | 1 Bath | Sleeps 3

Outdoor Oasis Upper - St. Augustine, FL

From $53
Sunkissed Sands
4 Bedroom | 4.5 Bath | Sleeps 10

Sunkissed Sands - St. Augustine, FL

From $410
Sandy St. Augustine 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sandy St. Augustine - St. Augustine, FL

From $95
Gypsy Belle
3 Bedroom | 2 Bath | Sleeps 8

Gypsy Belle - St. Augustine, FL

From $396
Southern Star Coastal Retreat 3D Tour
2 Bedroom | 2.5 Bath | Sleeps 5

Southern Star Coastal Retreat - St. Augustine, FL

From $175

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Recent St. Augustine vacation rental reviews

We always love St. Augustine beach and our stay at Beachside Landing made it even more relaxing. We really enjoyed the extra space this condo offered and the ocean views were just perfect! The resort itself was quiet and the grounds were very well kept. We will definitely stay here again.
julie c. | May 2022
The house was very comfortable and it’s location to just be able to walk over to the beach was perfect! Although it can use some sprucing up, we totally enjoyed our stay!
Maria N. | May 2022
Dmitry G. | May 2022

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

The city offers Old World charm with narrow brick streets, colonial forts, and towering cathedrals, yet is only 40 miles from the urban center of Jacksonville! Whether you're viewing mummies and shrunken heads at the Lightner Museum, motorcycles made of bones at Ripley’s Believe it or Not! Odditorium, or sunbathing at the St. Augustine Beach, this charming city offers something for everyone!

Historic St. Augustine attractions

You'll fall in love with the history and romance of times past while staying in a St. Augustine vacation rental! The historic center comes alive at St. George Street, a cobble-stone pedestrian way with pubs, restaurants, and shopping. Perhaps the highest must-do item on any history buff's list is a visit to the Castillo de San Marcos National Monument, the oldest masonry fort in the U.S.

Families will appreciate the many ways that St. Augustine makes history fun for all ages. Climb aboard El Galeon Andalucia, a 16th-century Spanish pirate ship, or head to the St. Augustine Lighthouse and Museum. Dig for gold at the St. Augustine Pirate & Treasure Museum, book a haunted pub tour with Ghost Augustine, go island-bound at Fort Matanzas National Monument, and learn about the Civil Rights movement on the Freedom Trail. Wherever you explore, history and culture abound!

St. Augustine adventures

Adventure comes in many forms, from feeding alligators or sampling flight of whiskey, and you can do it all in a St. Augustine! Discover exotic reptiles and exhibits at the St. Augustine Alligator Farm and watch a tiger take a bubble bath at the St. Augustine Wild Reserve. Sample vodka, rum, gin, and whisky at the St. Augustine Distillery, or plan a kayaking and sailing trip with St. Augustine Eco Tours. Let your adrenaline guide you in this historic city!

Whether you're combing over ancient rubble, sunbathing along the great Atlantic, or sipping beer with the nation's oldest ghosts, St. Augustine vacation rentals offer excitement and Old World charm. Discover another side of The Sunshine State!