Guesthouse vacation rentals in St. Augustine

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in St. Augustine

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

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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
An inviting entrance features double French doors framed by greenery and potted plants. A wicker chair and a blue mat add to the welcoming ambiance. The light blue walls of the tiny house complement the natural elements surrounding the entryway.
Guesthouse in Butler Beach
4.89 out of 5 average rating, 326 reviews

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!

Guest favorite
A private cottage exterior features a deck with outdoor seating under an umbrella. Adjacent lounge chairs provide a place to relax. The structure is surrounded by grass and mature trees, with a small grill visible nearby.
Guesthouse in St. Augustine
4.88 out of 5 average rating, 181 reviews

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and professionally cleaned marsh front private cottage with amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown. Everything is close by. Your deck is perfect for a bbq, bird watching & sunset cocktails. ☹️Sorry no marsh access.☹️ Park trails and beach are close by. Stroll over to the Saturday morning market at “the Amp”. Ask me about our “Concert Package” You’ll love it here.

Top guest favorite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 168 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 Lincolnville
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
Guesthouse in St. Augustine
4.88 out of 5 average rating, 509 reviews

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.

Guest favorite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 149 reviews

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.

Top guest favorite
The front entrance of a duplex is visible, featuring a light pink facade with decorative brick accents. A welcoming front door is framed by two potted plants with vibrant yellow flowers. A well-maintained lawn and a paved walkway enhance the inviting appearance of the home.
Guesthouse in St. Augustine Beach
4.94 out of 5 average rating, 295 reviews

Sunset Casita

This is a duplex located off A1A in beautiful St. Augustine Beach. There is an oceanfront boardwalk to the beach nearby. Beach access by car is 2 blocks away. Publix, Winn Dixie and Starbucks are within walking distance as are many wonderful restaurants and shops. We are located five minutes from St. Augustine Amphitheater and 10 minutes to historic St. Augustine.

Top guest favorite
Guesthouse in Palm Coast
4.95 out of 5 average rating, 151 reviews

Palm Coast Guesthouse

Newly renovated beach-themed pool-front Guesthouse behind the main house seperated by an open breezeway. king memory foam bed one bedroom guesthouse with high ceilings, ceiling fans, full kitchen, screened in non-heated pool. Living room couch is a queen sleeper sofa with a memory foam mattress. Ultra quiet neighborhood with woods behind the property.

Popular amenities for St. Augustine guesthouse rentals

When is the best time to visit St. Augustine?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,359 GYDG$25,941 GYDG$27,824 GYDG$25,313 GYDG$24,267 GYDG$24,686 GYDG$25,523 GYDG$24,058 GYDG$24,477 GYDG$23,012 GYDG$26,569 GYDG$31,380 GYD
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

Quick stats about guesthouse rentals in St. Augustine

  • Total vacation rentals

    Explore 30 vacation rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine vacation rentals start at G$16,736 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,690 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of St. Augustine vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Augustine rentals

  • 4.9 Average rating

    St. Augustine stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    St. Augustine's top spots, include St. Augustine Alligator Farm Zoological Park, St. Augustine Distillery, and Lightner Museum

Destinations to explore