Tiny house holiday rentals in St. Johns County

The St Augustine Tiny House - park/walk to town!

The original TINY HOUSE in the heart of St Augustine! Discover downtown’s most unique stay, steps from downtown attractions. Easily walk to shops and dining, with 3 onsite parking spots. Relax in a private fenced yard. This is a true Tiny House (400 sq ft) features 1 bedroom, 1 bath, cozy living space, and a kitchen. Enjoy Cable TV, WiFi, and a quaint patio with table for outdoor moments. Near Ice Plant Restaurant & St Aug Fish Camp. Pet-friendly with fee. Enjoy your time away! Hammocks ready!!

Top-Rated Private Studio • 5 Min to Downtown •

A private studio designed from a garage conversion, located in the up-and-coming West King District. Separate entry with keyless lock welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flat-screen tv with Netflix for relaxing after a day of sightseeing. Bicycles for exploring our historic downtown less than 2 miles away.

10 Minutes to EVERYTHING!! Modern Serene Studio

Serene Studio is just that- a quiet, peaceful, private space to lay your head after exploring St. Augustine. Our 500 sq. foot studio cottage is detached from the main house, where we live. It's set in a residential neighborhood that runs along the Intracoastal Waterway (which makes for gorgeous morning or evening strolls). We're a 10 minute car ride (without traffic!!) to the historic downtown or St. Augustine Beach. Serene Studio is the best of both worlds without the noise, hustle and bustle!

The Surf Shed - Unique Luxury stay

Have you ever wondered what it’s like to live in a Tiny House? Now is your chance to find out! This brand new luxury tiny home is only 320 sq ft! It is surrounded by privacy fencing with a large deck and fire pit, queen size loft bed and full sleeper sofa, spacious bathroom, full kitchenette. Fast WiFi. Entertainment features include a 42” TV with Streaming services and sound system. Only a 7 min drive or Uber to all the action downtown and a 10 min drive to the beach. Dogs are welcome.

Palm Gate Cottage Guesthouse

Cozy, tiny cottage located in historic Lincolnville. Built in 2016 and privately set behind our historic Palm Gate Cottage, this tiny jewel is ready to welcome guests. A short (12 or so minutes) walk to all that historic St. Augustine has to offer year-round, this private retreat on a quiet street is ideal. Off street parking for one vehicle inside our gate, private entrance to back yard where the tiny cottage retreat awaits. Self check-in using key pad access.

Perfect One Bedroom Cottage in Lighthouse Park

One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center…and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

Cane Cottage Oceanfront Oasis

Cane Cottage was renovated in 2018-2019 after extensive damage from multiple hurricanes. Our vision was to bring this old Florida beach cottage back to its original charm while also adding new life and modern amenities. From the outdoor entertaining spaces to the lavish interior finishes this AirBnB makes for the perfect beach retreat. Well designed and functional home with many well-thought-out touches.

The Boathouse Studio on Anastasia Island

Welcome to The Boathouse, a stylish studio space surrounded by a tropical garden on Anastasia Island. The studio is a raised detached guest house with private parking, outdoor lanai space and alley entrance. Newly renovated space as of September 2023. The interior is perfect for couples or singles wanting a quiet and stylish stay close to everything St. Augustine has to offer.

Sea Star Studio (Very Walkable + Free Parking)

Two blocks from the fort and the heart of downtown, this charming studio attached to our home has its own private entrance and tiny fenced in yard. Our driveway provides parking and is located in a quaint historic neighborhood. This bright, updated retreat is perfect for couples looking to walk to the nearby sights and is just a 10 minute drive to our nearest beach.

"Conch Cabana" a retro studio with tropical vibes!

* Peaceful end of Anastasia Island * One block walk to intracoastal for a local sunset experience * Easy beach access... walk/bike or 4wheel drive * 15 minute drive to downtown St. Augustine * 10 minute drive to The Amp * Private detached studio with your own enclosed courtyard * 2 beach bikes available to use .

The Surf Shack | Walk to Amp & Downtown

The Surf Shack is a private, coastal escape. Tucked away in the historic Lighthouse Park neighborhood, this stylish 1-bedroom guest house offers the perfect blend of comfort and location. Whether you are catching a show at the Amphitheater, hitting the beach, or working remotely, this is your ideal oasis.