St. Augustine Vacation Rentals

St. Augustine, the nation's oldest city, is a charming place full of rich history and friendly locals.

Getting here is easy; we are conveniently located close to several major cities including Orlando, Daytona and Jacksonville. Leaving may be a little harder once you have a chance to experience our quaint downtown area, relaxing nearby beaches, and our many historical landmarks.

Come see all that we have to offer and let our friendly staff help you plan your perfect vacation.

11 3rd St. B

This wonderful condo is an ideal base for a memorable family vacation. 11B ensures everyone stays comfortable in a cleverly laid out condo.
Find Out More

11 3rd St. A

You'll enjoy every aspect of our St. Augustine Beach retreat. This truly is the perfect spot for a St. Augustine Beach getaway.
Find Out More

Scarlett by the Sea

Scarlett by the Sea is the perfect spot for your family's next vacation. Located at the beach end of one of the quietest streets in St. Augustine Beach.
Find Out More

Cavalier Cottage at Ruby Dog on 4B Street

Cavalier Cottage, at Ruby Dog on B Street, is one of the most private spots here in the heart of St. Augustine Beach.
Find Out More

Scarlett at Ruby Dog on 4B Street

This one bedroom / one bath pet friendly unit has beautiful views of the Atlantic Ocean from both the living room and the large deck.
Find Out More

Winston at Ruby Dog on 4B Street

Winston, at Ruby Dog on B Street, is the ideal location for the traveling couple or the small family. This one bedroom / one bath pet friendly unit has beautiful views of the Atlantic Ocean from the large deck.
Find Out More

Sea Oats Vilas #6

From the moment you step into this vacation paradise you will experience the tranquility that comes from living directly on the ocean!
Find Out More

Surfside Six

Enjoy the best ocean views of your life. This cozy beachfront condo is all about watching the sun rise in your own backyard.
Find Out More

Ocean Song Villa

The best of both worlds! The beauty and quiet of Florida’s best beach town plus the restaurants, museums and shops of America’s oldest city.
Find Out More

2 15th Street

Enjoy the beaches of St. Augustine from the lush backyard that blends perfectly into the sand dunes. This luxurious beach house is comfortable throughout.
Find Out More

Ocean Reef 203

A new rental on our program, this gorgeous full equipped 3 bedroom condo is perfect! Just bring the family!
Find Out More

Low Tide

Brand new and beautifully remodeled! The owners have done a wonderful job making this rental even better than it was before.
Find Out More

SeeRay302

Stay in your own luxurious Oceanfront Penthouse Condo. Spend mornings on the beach, afternoons by the pool, and nights in historic St. Augustine.
Find Out More

Chautauqua Palms C

Chautauqua Palms C is a refreshing new condo located in the heart of St Augustine Beach only steps away from the sand, shells, and surf.
Find Out More

High Tide

The upstairs deck and fenced in back yard offers al fresco living 24/7. Morning coffee, evening cocktails and everything in between will be even better.
Find Out More

Ocean Reef 306

This 3rd floor beauty is the perfect getaway! With a king in the master, queen in the second bedroom and twins in the third, there is room for everyone!
Find Out More

SeeRay202

From the moment you step into this vacation paradise you will experience the tranquility that comes from living directly on the ocean!
Find Out More

The Sculptor’s House

As you relax on the beautiful terraces, admire the Sculptor's House works of art or lounge in the spacious living areas your cares will simply melt away.
Find Out More

Chautauqua Palms A

This three bedroom, two and ½ bath end unit condo is less than two blocks from the beach and close to shops and restaurants.
Find Out More

Atlantis302

Wake up to the sound of the waves every morning in this ocean view condominium located on the 3rd floor in Seaside at Anastasia.
Find Out More

Ocean Village Club O32

Rest and Relax in this beautiful condo, perfect for the traveling couple or small family. Recently updated, clean, and well decorated throughout.
Find Out More

SS6C

Located in a peaceful part of St. Augustine Beach. Stunning ocean views from every room. Fall asleep and wake up to the sound of the surf.
Find Out More

Ponce Landing 7

Oceanfront townhouse with great views of St. Augustine beach. Located near downtown St. Augustine within walking distance of restaurants and entertainment.
Find Out More

Luxury Oceanfront Townhome

This townhouse has the most incredible oceanfront views in St. Augustine. The back of the house features two oceanfront balconies to enjoy the beach.
Find Out More