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Guesthouse holiday rentals in St. Augustine

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for St. Augustine guesthouses

Family-Friendly guesthouses

Private room in Welaka
4.78 out of 5 average rating, 40 reviews

Waterfront Guesthouse on the St John's River

BobRating, 5 stars27 months ago
Cynthia's place was perfect for my trip. The waterfront and dock offer a great view of the river. The area is a hidden gem of small restaurants and waterfront watering holes. The room is cozy and comfy. Cynthia is very accessible for answering questions. I would highly recommend a stay.
Top Guest favourite
Guesthouse in Southeast Jacksonville
4.98 out of 5 average rating, 374 reviews

Private Apartment

ReginaRating, 5 stars1 month ago
Holly’s place was lovely. All the amenities. Great shower pressure and soft bed! Super clean and relaxing balcony! Gorgeous giant trees with moss and landscaping.
Superhost
Guesthouse in St. Augustine
4.8 out of 5 average rating, 191 reviews

Sea Turtle Beach Cottage

DarlaRating, 5 stars1 month ago
The sea turtle cottage is absolutely perfect for a beach getaway. The host is extremely nice and was available if needed. The ocean is just a few steps thru the back yard onto the walkway that deposits you directly onto the pristine white beach. No dunes to walk thru, just a few stair-steps. The cottage is quiet, updated, clean and tidy with a very comfortable king bed. Plenty of towels and linens, toiletries and a fully equipped kitchen. It rained a bit during our stay, plenty of dvd movies, tv and books kept us occupied. There are restaurants, shops, gas and groceries nearby. We even had a pizza delivered for a late night snack. We would definitely stay at the sea turtle again without hesitation.
Top Guest favourite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 227 reviews

Casa Luna Beach Cottage

MicheleRating, 5 starstoday
kathe was a wonderful host, flexible and friendly. Place was spotless. I loved sitting poolside enjoying the lush landscaping. Planning to go back next month.

Guesthouses with a patio

Top Guest favourite
Guesthouse in St. Augustine
5 out of 5 average rating, 96 reviews

Comfortable and Gently Disney.

SaraRating, 5 stars5 days ago
Jerri’s place is spotless, private, and very comfortable. She is so friendly and made the stay cozy by providing snacks and drinks. Above and beyond. It was a pleasure—100% recommend!
Top Guest favourite
Guesthouse in Palm Coast
5 out of 5 average rating, 22 reviews

Paradise Cottage Ideal location

LauraRating, 5 stars1 month ago
We stayed here for a wedding at Washington Oaks Park, so the location was perfect. The space was perfect for my partner and I. We enjoyed the wildlife, turtles on the road, a deer in the front yard one night, and a cardinal nest literally right on the front patio. We had just one request for a clothes iron, and Dub and Sheila responded right away and let us borrow theirs. All in all, a great little bungalow made for a perfect stay in Palm Coast.
Guest favourite
Guesthouse in St. Augustine
4.89 out of 5 average rating, 147 reviews

Island’s Edge Guest Cottage on Anastasia Island.

BruceRating, 5 stars1 week ago
I enjoyed the early mornings drinking my coffee with the birds of the marsh to view.
Superhost
Guesthouse in St. Augustine
4.71 out of 5 average rating, 49 reviews

Vilano Beach Cottage

LeeRating, 5 stars4 weeks ago
Great location! Quiet, safe neighborhood. Just a short walk and you are on the beach! Minutes from St Augustine.
Top Guest favourite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 106 reviews

Historic Downtown Studio

SergioRating, 5 stars3 weeks ago
This was my 1st time in St Augustine. I travelled with my partner for Memorial Day Weekend to enjoy the city. The location was perfect, walking everywhere just minutes away from Historic downtown. The Airbnb was spotless, great parking. Overall a great experience. I would definitely recommend to anyone going to St Augustine.
Superhost
Guesthouse in Lincolnville

At Journey's End Key West

MattRating, 5 stars2 months ago
This is the perfect place to stay if you want the ability to walk all over town. We came in on Thursday and left Sunday. Didn’t have to drive once to go anywhere.
Top Guest favourite
Guesthouse in St. Augustine
4.87 out of 5 average rating, 38 reviews

World Golf Village Casita

DerekRating, 5 stars1 week ago
Rebecca’s guesthouse is a great place to stay. It was very quiet, clean, and comfortable. It had plenty of amenities. The air conditioning worked very well , and the ceiling fan was nice for warm blooded people like me. The guesthouse is really close to Buccees and close to our daughter. It is a great location.
Top Guest favourite
Guesthouse in St. Augustine
5 out of 5 average rating, 33 reviews

Casita by the Sea - Ground Level

JoyRating, 5 stars2 days ago
Wow! I only rated 5 stars because 6 wasn’t an option. This place was absolutely amazing! Close to the beach and st Augustine amphitheater (we were here for a concert!). Beautiful guesthouse and backyard. Pool was extremely relaxing and clean. Friendly hosts! We will be back again.

Guest house rentals with a washing machine and dryer

Superhost
Guesthouse in Green Cove Springs
4.83 out of 5 average rating, 46 reviews

Country home

TammyRating, 5 stars3 weeks ago
We enjoyed our stay in this beautiful cottage. The hosts were friendly and accommodating. The cottage was very clean and had been stocked with incidentals for a comfortable stay. Great location in a quiet neighborhood. We highly recommend Rocibe’s place for your next vacation.
Guest favourite
Guesthouse in Crescent City
4.85 out of 5 average rating, 177 reviews

Fishermen's Paradise. Private dock water front

RobbinRating, 5 stars2 weeks ago
Sandra's place is a true gem that exceeded all expectations. The serene atmosphere provided a perfect retreat for healing and relaxation. Sandra, a gracious and attentive hostess, ensured every detail was flawless. Her warm hospitality made my stay unforgettable, and I look forward to returning to experience the property’s natural beauty again. As a female traveler, I felt completely safe throughout my stay, even without my loyal German Shepherd, who was also welcomed off-leash. The peaceful comfort of the property was exactly what I needed to rejuvenate. Cozy accommodations and tranquil surroundings seemed thoughtfully designed to promote healing and calm. The wildlife was extraordinary—majestic cranes taller than me, jumping fish, nesting eagles, playful cats, and vibrant lizards all added to the charm. The connection to nature here is awe-inspiring and made my time truly special. Every moment spent was restorative and unforgettable. The extra clothes hangers are a real plus.
Superhost
Guesthouse in St. Augustine
4.7 out of 5 average rating, 90 reviews

Romantic Summer Special! Park + Walk/Bike Dntwn!

AlexandraRating, 5 stars1 week ago
Loved everything about the home; very clean and had a homey feeling! When we had questions Tim was very responsive. Was able to walk downtown, and enjoy a great meal.
Guest favourite
Guesthouse in Butler Beach
4.9 out of 5 average rating, 105 reviews

Blues It Up - Beachside Studio Apartment

AdamRating, 5 stars2 months ago
Our state was very well worth it. The cottage upstairs was very clean. I would definitely recommend for a couple awesome view right there on the beach basically
Top Guest favourite
Guesthouse in East Palatka
5 out of 5 average rating, 54 reviews

Riverfront Fishing and Sunsets Over the St John's

HannahRating, 5 stars3 weeks ago
Amazing view, private, and very peaceful place to stay! We will be back :)
Top Guest favourite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 22 reviews

Vilano Beach GUEST house/small pet/RV&Boat prk/BBQ

ErinRating, 5 stars1 week ago
My husband and I stayed 2 nights while attending a concert a St. Augustine. We always stay on Vilano and Cristina's place didn't disappoint! It was perfect for 2 people. Comfy bed, cute furnishings, great bathroom. Location is easily walkable to the beautiful beach and a quick drive to all the hot spots of St. Augustine. We would definitely stay again!
Guest favourite
Guesthouse in St. Augustine
4.97 out of 5 average rating, 38 reviews

Irie-Inn

EricaRating, 5 stars2 weeks ago
Kyle’s place not only gave me a place to get my work done, it also provided the perfect escape from everything. It was clean! Very cozy and comfortable. Close to everything! I look forward to coming back for work again soon! The hot tub was a nice touch and all the little snacks were great! Thank you Kyle! 10/10
Superhost
Guesthouse in Satsuma
4.91 out of 5 average rating, 11 reviews

Dock House - Fish or Work Remotely Waterfront

KatieRating, 5 stars15 months ago
I needed a place for my son to stay that was safe and clean. He fell in love with the home and asked me to let him move there. Great place and will add to my favorites for future trips.

Quick stats about guesthouse rentals in St. Augustine

  • Total rentals

    40 properties

  • Nightly prices starting at

    $134 NZD before taxes and fees

  • Total number of reviews

    6.6K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore