Guesthouse vacation rentals in St. Johns County

Find and book unique guesthouse rentals on Airbnb

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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Guest favorite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 327 reviews

Winery, Distillery, Chocolate, & Pizza

Winery, Distillery, Chocolate Factory, Pizza and historic downtown St Augustine all in walking distance. San Sebastian Winery .2 miles 4 minute walk Carmelo's Pizza .2 miles 4 minute walk Whetstone Chocolates .3 miles 5 minute walk St Aug Distillery .4 miles 9 minute walk Historic St George Street .5 miles 10 minute walk Fountain of Youth 1.4 miles 8 minute bike Beach - Anastasia State Park 3 miles 16 minute bike *****This private cottage is for 2 people only and no pets***** Enjoy your stay

Jun 2 – 9

R2,711 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.93 out of 5 average rating, 300 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!

Jul 11 – 18

R1,867 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 296 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.

Sep 6 – 13

R2,646 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.88 out of 5 average rating, 103 reviews

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and clean, marsh front private cottage with bright new path lights and 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 & cocktail sunsets. Sorry no marsh access. Park trails are close as is the beach. You have to stroll over to the Saturday morning market at “the Amp”. You’re gonna love it here.

Sep 28 – Oct 5

R2,430 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 350 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.

Jul 6 – 13

R2,451 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.98 out of 5 average rating, 214 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

Jul 28 – Aug 4

R3,175 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 254 reviews

Blue Bird Paradise

Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.

Aug 2 – 9

R1,531 ZAR per night

Guest favorite

Guesthouse in Saint Johns

4.97 out of 5 average rating, 209 reviews

Entire Cottage in St Johns, FL with a Water View

We are an easy 35-minute drive to downtown Jacksonville and 45 minutes to historic St. Augustine. Our property is nestled in a serene, tree-lined neighborhood on a canal that flows into the St. Johns River. The cottage is thoroughly cleaned and sanitized before your arrival with a minimum of 24 hours between bookings. The nightly rate INCLUDES St Johns County's bed tax, but Florida sales tax will be added to your booking fees by Airbnb.

Jul 9 – 16

R2,249 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.97 out of 5 average rating, 318 reviews

Loft in the trees

COMPLETELY PRIVATE ACCESS Loft guest suite above a detached garage in a great Historic North City neighborhood. Easy to get to the heart of downtown, Vilano Beach, and other attractions (less than 1 mile to ~2 miles depending on where you’re going). We have 2 complimentary bikes for you to get around downtown! Up in the trees with great natural light, hardwood floors, and high vaulted ceilings. Come and see St. Augustine, Florida!

Aug 12 – 19

R1,947 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 316 reviews

Pelican Guesthouse-Spacious/Quiet/Comfortable

Quiet, spacious guesthouse with light filled interiors. Very comfortable beds and immaculately kept. 10 min from gorgeous beaches and the old world charm of St Augustine historic downtown. Friendly neighborhood and accessible to beautiful walks along the Matanza River. Self check in, private entrance, two flat screened TV's, full kitchen (stove, large refrigerator and microwave) Full laundry room and off street parking.

Jun 30 – Jul 7

R2,529 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 531 reviews

Captain's Quarters Tiny House

This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

Oct 25 – Nov 1

R1,627 ZAR per night

Guest favorite

Guesthouse in St. Augustine

4.94 out of 5 average rating, 228 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.

Sep 23 – 30

R1,855 ZAR per night