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Guesthouse vacation rentals in St. Johns County

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Top-rated guesthouse rentals in St. Johns County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A pool area is showcased with a clear blue pool surrounded by a stone patio. Two lounge chairs are positioned on one side, complemented by a thatched umbrella. A covered seating area can be seen in the background, adding to the inviting ambiance of the outdoor space.
Guesthouse in St. Augustine
4.99 out of 5 average rating, 200 reviews

Historic St. Augustine 2/1 Cottage & Heated Pool

About this space: Welcome to this poolside cottage located in Historic St. Augustine. This cottage is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This cottage has 2 bedrooms and 1 full bathroom, living room, kitchen and direct access to the pool. This space: This is a detached cottage located behind the main house Guest access: Keyless code entry Other things to note: Please keep in mind that the pool is a shared space :)

Guest favorite
The private entrance to the Serene Studio features a welcoming mat in front of a blue door. Two potted plants add a touch of greenery, flanking a wooden chair positioned on a patterned rug. Lush grass and trees create a peaceful backdrop.
Guesthouse in St. Augustine
4.91 out of 5 average rating, 363 reviews

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!

Top guest favorite
A charming cottage is featured, showcasing a light blue exterior with white accents. Stairs lead to the entrance, flanked by greenery and small decorative elements. The space is separated from the street by a white fence, providing a sense of privacy.
Guesthouse in St. Augustine
4.96 out of 5 average rating, 111 reviews

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.

Top guest favorite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 165 reviews

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.

Top guest favorite
An illuminated swimming pool reflects a serene blue hue, surrounded by a well-maintained outdoor area. The rear of a charming house features large, glass-paneled French doors, showcasing warm light from within. Lush greenery borders the pool, adding to the tranquil atmosphere.
Guesthouse in St. Augustine
4.94 out of 5 average rating, 446 reviews

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.

Top guest favorite
Guesthouse in St. Augustine
4.91 out of 5 average rating, 628 reviews

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.

Top guest favorite
The exterior of the two-story cottage showcases a combination of stone and stucco walls, framed by wooden shutters. A large tree provides shade in the foreground, and a welcoming pathway leads to the entrance, enhancing the home's charming architectural features.
Guesthouse in St. Augustine
4.93 out of 5 average rating, 497 reviews

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.

Top guest favorite
The kitchen features white cabinetry with ample storage and a spacious countertop. Stainless steel appliances, including a double oven and dishwasher, are visible. A window allows natural light to illuminate the workspace, and a small area rug adds a touch of warmth.
Guesthouse in Jacksonville
4.98 out of 5 average rating, 400 reviews

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.

Superhost
Guesthouse in Butler Beach
4.86 out of 5 average rating, 125 reviews

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

Top guest favorite
The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.
Guesthouse in East Palatka
4.95 out of 5 average rating, 131 reviews

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.

Top guest favorite
Guesthouse in Jacksonville
4.98 out of 5 average rating, 149 reviews

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

Guest favorite
Guesthouse in Ponte Vedra Beach
4.92 out of 5 average rating, 169 reviews

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.

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