Guesthouse holiday rentals in St. Johns County

Downtown cottage in perfect spot

An easy stroll to historic downtown St. Augustine’s shops, restaurants, trolleys, pubs, tourist hot spots and the country’s oldest fort. Only a 6-minute drive to the beach. Fully furnished, bright with ample windows & quaint. This guest house is on the same property - separated by an awesome courtyard - as an historic 1800s Victorian house. But you’ll have this entire cottage to yourself and it’s very private. Two bedrooms, each with a full-size bed & a large, comfortable couch in living room.

Tiny House three blocks from beach!

The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and large smart tv for own subscriptions, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!

Historic Downtown Studio

Experience the charm and elegance of historic St. Augustine, Fl in our quaint carriage house. Located with in walking distance of many iconic landmarks, such as Flagler College, and the San Sebastián winery. Immerse yourself in the city culture, unique shops and dining scene. Whether you're seeking a romantic getaway or a cozy solo retreat, our carriage house offers a blend of comfort and convenience. Book your stay with us and experience the charm of this historic destination like a local.

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Captain's Quarters Tiny House

Welcome to our newly spacious, private, renovated bathroom with an outdoor shower. See photos! This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 of an acre. You will feel the tranquility of this magical property, and it is only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, and coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hot tub.

Storybook Cottage-Historic Downtown St. Augustine

Welcome to Storybook Cottage on Lake Maria Sanchez in Historic Lincolnville, a scenic 8-10 minute walk from the heart of Downtown St. Augustine. Enjoy this beautiful two story, 2 BR/ 1.5 BA newly renovated cottage complete w a spacious family room and kitchen. Relax and enjoy your morning coffee or evening cocktails from the comfort of the balcony or the property's cozy courtyard. Perfect for a family trip or a romantic getaway to enjoy all that the Nation's oldest city has to offer.

Private Apartment

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.

Blues It Up - Beachside Studio Apartment

Located in Butler Beach this beautiful, modern, coastal efficiency apartment will accomodate 2 guests. Enjoy a short walk to the beach or drive on beach access just down the street. Close to restaurants and shopping. Butler Beach is located on Anastasia Island between Crescent Beach and St. Augustine Beach. Tones of Blue is a 2 bedroom 2 bath cottage on the property next door that is a seperate vacation rental. The garage is not included in the rental. Sorry, no pets or smoking

Charming Rustic Boathouse

Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

Pet Friendly Studio w/Tons of 5 Star Reviews

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

Coral Cottage Designer Studio•Walk/Bike 2 Downtown

Off Street Parking 4 Min Drive/ 15 Min Beautiful Walk to Historic Downtown 3 Min Drive to the Beach Guest Passes Fitness Club/Pool/Suana-Steam Rm/Yoga Looking to get away from the hustle & bustle of the city? This cottage surrounded by lush tropical garden is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a short drive away. With spacious living & modern amenities, the cottage offers maximum comfort & convenience.

Guesthouse/TPC/Guana Views/Walk Beach/Hot Tub

Escape to our enchanting Low Country studio bordering the pristine Guana Preserve! This private retreat for up to four - features a king bed, a pull out couch, a fully equipped kitchen, and your own personal hot tub. Enjoy breathtaking sunrises and a short walk to the beach. Perfect for a romantic getaway or a solo escape, this light-filled space offers a serene and stylish home base for your coastal adventure.