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Guesthouse vacation rentals in St. Augustine

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for St. Augustine guesthouse rentals

Family-friendly guest house rentals

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 favorite
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 favorite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 226 reviews

Casa Luna Beach Cottage

StaceyRating, 5 stars1 week ago
My stay at Casa Luna was transformative. I stayed for a month. The photos do not do this justice, because they can't. Casa Luna feels loved, cozy, warm, peaceful, organic and creative. It's an experience. Its tranquility. When it starts to get dark, a gorgeous handcrafted chandelier comes on outside the window in the back yard, casting moving shadows on the walls and ceiling. This is one example of hundreds of beautiful considerations. Kathe has created a meditative, lush paradise in the surrounding yard, with various vignettes hidden and exposed and a deep blue tiled pool surrounded by fragrant flowers. There are healthful deliberations such as a bamboo cutting board, and filtered water pitcher. Passing a tortoise on a walk to the dunes/beach is a great way to start the morning. Oh, my dogs were also happy to experience Kathe's slice of heaven. I think they are still wondering why we left. And why we don't have little lizards to chase. Or, an ocean... Thank you Kathe

Guest house rentals with a patio

Top guest favorite
Guesthouse in St. Augustine
5 out of 5 average rating, 94 reviews

Comfortable and Gently Disney.

DemmyRating, 5 stars1 week ago
Second time staying here, last time was just about a year ago. I love it SO much, I had to stay again. Jerri is very sweet and always communicates, responding in a quick manner. We appreciate her hospitality for our family again!!
Top guest favorite
Guesthouse in Palm Coast
5 out of 5 average rating, 22 reviews

Paradise Cottage Ideal location

LauraRating, 5 stars3 weeks 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.
Superhost
Guesthouse in St. Augustine
4.71 out of 5 average rating, 49 reviews

Vilano Beach Cottage

LeeRating, 5 stars2 weeks ago
Great location! Quiet, safe neighborhood. Just a short walk and you are on the beach! Minutes from St Augustine.
Top guest favorite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 106 reviews

Historic Downtown Studio

SergioRating, 5 stars2 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 stars1 month 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.
Guest favorite
Guesthouse in Orange Park
4.93 out of 5 average rating, 201 reviews

Mom's Little House - self check-in

sherrellRating, 5 stars2 weeks ago
Vickie’s place is an exceptional value. Convenient and quiet. Some great amenities. Really helped get me out of the Florida heat
Top guest favorite
Guesthouse in St. Augustine
4.87 out of 5 average rating, 38 reviews

World Golf Village Casita

DerekRating, 5 stars4 days 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 favorite
Guesthouse in St. Augustine
5 out of 5 average rating, 31 reviews

Casita by the Sea - Ground Level

DanRating, 5 stars6 days ago
Once in a while on your travels you come across people who understand customer service. David and Amanda are the opitomie of customer service. Our stay was very briefly interrupted by an air conditioning problem. It was later in the evening and David responded right away and spent over on hour fixing the issue to ensure our comfort. That is customer service. Machines break and it was totally understandable. Very clean place with everything you need. Short walk to Butler beach, just a great experience.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Palm Coast
4.97 out of 5 average rating, 128 reviews

Palm Coast Guesthouse

JohnRating, 5 stars2 weeks ago
Exceptional stay! This recently remodeled space is spotless and beautifully decorated. Erin is an amazing host - super responsive and went above and beyond when I coordinated flower delivery for our 17th anniversary surprise. The one-bedroom layout is spacious and smartly designed with comfortable beds and efficient mini-split ACs. Thoughtful touches like wireless chargers and USB outlets show real attention to detail. Light switches are even labelled! The kitchen is incredibly well-equipped with everything you need, plus a stocked coffee maker. Extremely quiet location separate from the main house with a lovely pool next to it. Way better value than pricier hotels! This is exactly how Airbnbs should be run - it's actually inspired me to consider hosting myself. Highly recommend!
Superhost
Guesthouse in Green Cove Springs
4.83 out of 5 average rating, 46 reviews

Country home

TammyRating, 5 stars2 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.
Superhost
Guesthouse in St. Augustine
4.74 out of 5 average rating, 87 reviews

Romantic Summer Special! Park + Walk/Bike Dntwn!

CassandraRating, 5 stars1 month ago
Tim’s guest house was perfect for our weekend stay in St. Augustine. The two of us plus our small dog were comfortable and enjoyed how easily walkable the location was for dog walks and getting into the main areas in town. We loved spending time out on the porch and found the accommodations cozy.
Guest favorite
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 favorite
Guesthouse in East Palatka
5 out of 5 average rating, 53 reviews

Riverfront Fishing and Sunsets Over the St John's

HannahRating, 5 stars2 weeks ago
Amazing view, private, and very peaceful place to stay! We will be back :)
Top guest favorite
Guesthouse in St. Augustine
4.95 out of 5 average rating, 21 reviews

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

AthanasiaRating, 5 stars2 weeks ago
Cristina’s place was a great MDW vacation spot! Easy access to the beach which almost seemed private, to everything in Vilano area and a quick uber to historic district. Cristina immediately responded to any and all questions and was incredibly flexible and accommodating!
Guest favorite
Guesthouse in St. Augustine
4.97 out of 5 average rating, 38 reviews

Irie-Inn

EricaRating, 5 stars1 week 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

    G$16,784 GYD 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

  • Wifi availability

    40 properties include access to wifi

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