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Saint Augustine, FL

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44 Spanish Street Inn

4.5 (79 reviews)
Closed • 9:00 am - 8:00 pm

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Bathroom area in Lantana room
Stacy V.

We greatly enjoyed our weekend stay at 44 Spanish Street Inn in St. Augustine! The owners have really thought of everything to make your stay comfortable and relaxing. The location of the B&B can't be beat as it is within 5-10 minutes walking distance of everything in the touristy part of St. Augustine yet on a quiet street. They even have bikes available for guests to use that are perfect for a stroll around town or getting somewhere quickly! The room we stayed at (Lantana) on the second floor had a very comfortable bed and spacious shower/tub combo. I thought it was going to be odd that the shower had no separate door (see photos), but I was with my husband on vacation so it didn't bother us at all. Everything in the room was clean an orderly. We did have a minor problem with the a/c unit making noise on the second night. The owner was very honest and apologetic about it the next morning. I think it was isolated in our room only and thankfully the a/c was still working so it was cool in the room. A full breakfast is served to guests on the back patio each morning and they even made sure to consider our dietary requests when preparing the meal. There is a Keurig coffee machine in the hallway and bottled water available, which kept us hydrated. We liked that parking was included and just a block down the street too! We loved the charm of this B&B and the staff made our stay even more enjoyable! They were friendly, honest, and made sure we were taken care of. We got some great recommendations for restaurants and things to do as well at check-in. Would stay here again in a heartbeat!

Michelle D.

44 Spanish Street Inn is the second B&B I've visited in less than a year in St Augustine. First of all I love St Augustine, and finding a nice place in the middle of the historic district that you love is priceless! The owners made me feel right at home very quickly. You can double park in front of the inn to unload your luggage and the parking lot is only about a block and a half away. I loved my room, Palm North! It's on the second floor on the front of the house. There is a private balcony for this room and the one across the hall which overlooks busy, bussling Spanish Street. Everything was so clean I didn't mind walking barefoot on the carpet or the tile in the bathroom. The room was cozy and inviting. I can't say enough about how impressed I was with the neatness of the entire house. Our breakfast was so tasty! And my boyfriend got seconds which I munched on a little lol. We were full for hours! They even had grapefruit juice. The owners purchased two weeks before the hurricane hit in October last year, 2016. The first floor had major flood damage so currently there are only six rooms upstairs available. They have big plans for the inn and I can't wait to go back again to see the renovations!

Pineapple and coconut Shaved ice
Laura B.

This marvelous bed and breakfast is clean, quaint and unforgettable. Located in the heart of historic St Augustine, 44 Spanish is steps away from the bustling St George street filled with shops, bars and eateries. The food here was the best. Breakfast is three courses all brilliantly presented and flavorful. We will definitely be back as this is the best B and B we've ever visited.

Rich Z.

We have stayed in St. Augustine several times, and this certainly qualifies by far as one of our favorite places. This was only an impromptu one night stay, but I have no doubt that if we had stayed longer it would be have been more of the same... The owners are great, super friendly, helpful and obviously know what they are doing in terms of running the place... This place was centrally located / VERY convenient to just about anything and everything that you could possibly want to do in St. Augustine, which means you can pretty much walk anywhere, and I believe they have bicycles for guests to use as well..on a first come first serve basis...which if it hadn't of been raining most of the time the evening of our stay we would have certainly taken advantage of. I believe our room was one of the smaller ones that they had, so the room itself was a bit cramped quarters but it was decorated nicely and the bed was comfortable. We got to peek at a couple of the other rooms and they seemed nice and bit larger as well... The Inn actually looks "antique" without looking like old people live there which is nice... I also have to mention the breakfast...which was simply delicious and the little guest cottage and patio area where you sit to eat out back is super cute and eclectic as well. It's served during a set seating period from (9 - 9:30....or at least it was that Sunday morning...) & I will definitely encourage those of you who sometimes blow off the 2nd "B" in B&B for whatever reason...NOT to do that here. Simply put ...we LOVED our stay and the onsite owners were awesome, and went out of their way to be friendly and helpful. Great job! We will definitely be back.

3 course breakfast was really good
Rhea P.

My husband and I only stayed one night but everything was great from start to finish. Convenient and super close to all restaurants and bars. The 3 course Breakfast was A++!! Thank you

Irfan M.

My wife and I wanted a getaway for the weekend and decided to take a trip to the old town of St. Augustine. We were between staying at the Casa Monica Resort or 44 Spanish. We decided to go with the more homey feel and we were glad we did. Brian and Emory are such welcoming people and made our stay comfortable and enjoyable. They have everything covered and are available all the time for questions or help. It actually started raining and they made sure to put out umbrellas so all of the guests there have some coverage for the rainy night ahead. The rooms were immaculate, their breakfast was great and the views from the balcony were also relaxing and allowed for people watching, which in St. Augustine can be quite entertaining. I'd definitely recommend this place for everyone looking to stay somewhere clean, safe and comfy. Thanks Brian and Emory, you guys are great!

Eggs Benedict
Christina H.

We had a fantastic stay at 44 Spanish Street! It was the best part of our visit to St. Augustine. The owners, Brian & Emery, were wonderful hosts. The location was fantastic. It was an easy walk to everything we wanted to see in the historic district. Parking was about a block down the road. Our room was very nice and comfortable. It was apparent that a lot of care had gone into the furnishings & decorating. It was charming. The highlight of our stay was breakfast! We weren't sure what to expect since we were told there was a set time for seating in the morning. We're more used to continental breakfast spreads. But they actually have a little dining room in the back where they serve breakfast with seating inside or outdoors on the patio. When we were there they were serving fruit salad and eggs Benedict. Service during breakfast was great and I noticed they took care to accommodate the dietary needs of the couple next to us. This Bed & Breakfast was charming. The perfect spot for a romantic get-away to St. Augustine. I highly recommend it!

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3 months ago

The pictures are very old and the business has been unkempt for many years. Support is non existing. See yelp reviews

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4 years ago

Was a very nice room and well taken care of. Bed was comfortable. Breakfast was not until 9 and only open for 30 min.

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Review Highlights - 44 Spanish Street Inn

“Emery took us on a tour of the building, showing us our adorable room and the breakfast area for the morning.”

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Carriage Way Inn Bed & Breakfast - Ruby room

Carriage Way Inn Bed & Breakfast

4.8(144 reviews)
0.1 mi

We had a great stay! We originally booked very last minute for their other property across the…read morestreet - centennial house - and arrived before check-in just to see if we could park and walk around. We went out to visit the fort, and came back about an hour later to grab something from our car. They let us know that there was some ac issues in our room and offered us another room in the main house! It ended up being a wonderful upgrade! We loved the location, as it was within walking distance to all the major locations and had parking included! The accommodations were great for such an old home (you could mainly just hear louder cars from our room) and the staff was wonderful. Breakfast was delicious and we appreciated the provided wine (especially in the room,) cookies, and water!

I found our spot to stay in St. Augustine, forever…read more A gorgeous bed and breakfast, walking distance to the Spanish Quarter, close to bars and restaurants, close to the fort and the intercoastal; it is the bee's knees that allows us to live our best life in leisure without spending too much, so that we feel we would need to do additional favors on the side courtesy of Marriott or Hilton. We came here to see a concert at the AMP outside of town. Being that the rates at nearby hotels were more than I was willing to spend, I looked at local B&B's, and this one fit the bill between it's local and downhome aesthetic, breakfast being included with gluten-free options for my wife, and a relaxing bathtub for my wife to soak and relax. Eva was fantastic in ensuring we had everything we needed. She is an absolute gem who made us feel at home and welcome. She helped us with some concerns and requests. With a house that has been in existence since 1853, as indicated by the plaque by the front door, this has the historical aesthetic and the comfort to match. The lobby area has some lovely velvet sofas shared with the dining area, where you can have either white or red wine or water, for example. The porch is also nice for a glass of wine, people-watching, and enjoying life as it passes by. Food-wise, they served breakfast if you're able to get to the lobby before 9:45 PM. Technically, the kitchen is open till 10 AM, but don't push your luck. But it's nice to have some coffee and breakfast, whether it's eggs and French toast soufflé or whatever is on the menu, and then you're off for your day. If you are gluten-free, make sure you mention it in advance so they can accommodate you. Our room was lovely, with a comfortable four-poster king-sized bed, a classy dresser, and nightstands. No closet, but there are knobs for hanging up shirts, pants, and dresses if you have clothes hangers. I liked the complimentary dark chocolate when we arrived as well. The room we had for our stay had a hot tub and a shower with multiple showerheads. Once you figure out how to use both, it is heaven. It allowed us to live our best lives. My wife enjoyed the tub immensely, then, after the fact, enjoyed the bathrobe. I liked that the toilet was in a separate room from the sink and shower/hot tub, especially, if you need to go and it goes sideways. The outdoor patio is also nice if you want an afternoon drink, fenced off from the street, especially if you want to smoke a cigar. We have already booked for a concert we are attending in July. And that date will not be the last time we book at the B&B. It is grand.

Photos
Carriage Way Inn Bed & Breakfast - Coffee, wine, water area

Coffee, wine, water area

Carriage Way Inn Bed & Breakfast - Breakfast area

Breakfast area

Carriage Way Inn Bed & Breakfast - Coffee bar.

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Coffee bar.

Hemingway House - From across the street

Hemingway House

3.9(23 reviews)
0.1 mi

My husband and I came to St. Augustine for a quick getaway. We booked the Hemingway House and we…read morewere not disappointed. Parking is in the back of the building. We were allowed our parking spot at 12 even when check in wasn't technically until 3 p.m. however, we were also allowed to check in early! This helped a lot. It doesn't hurt to ask when you get here. With that said, the location is absolutely wonderful. You are in the prime location to walk to all of the stores and restaurants around. You are a small distance from the fort and easily accessible to walk. Our room was small but perfect. After all, this is an older building not a Marriott. It adds to the unique structure of the stay. It was clean and they make sure to add extra detail to small things. We had towel swans on our bed and the toilet paper was shaped like a rose. I thought that was great. If they have time to add those touches then I know the room was cleaned thoroughly. The balcony from the room was excellent. It was quiet and nice to relax on after a stroll around town. Coming and going was easy. You're provided a key to lock up when you come and go. They also provided beverages that are self service and include beer and wine. The breakfast we had the next morning was pancakes and sausage. We were provided OJ, Coffee and water. The food was good and the service was exceptional. I would definitely recommend this place to future travelers. If you're looking for a romantic, leisurely & convenient place... this is it!

Beware the communication with staff is abysmal. Never pick up their phones before, during, or after…read morethe stay. In addition, they added charges to my bill after having paid in full the week prior, and was charged a random amount on top of that, days before we even showed up. Tried to call and email when we got home, and no response. Beware of charges. Have to do a chargeback now.

Photos
Hemingway House - Every room has a balcony

Every room has a balcony

Hemingway House - 54 Charlotte St is a great location.

54 Charlotte St is a great location.

Hemingway House - Great newly reno baths

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Great newly reno baths

Cedar House Inn

Cedar House Inn

4.7(53 reviews)
0.4 mi

Beautiful 2 night visit in July. Sasha was the host for us and gave us a tour of all the rooms and…read moreamenities. Spent time talking and hearing about the local history. The second day Christine was the host and was as pleasant and fun to talk to as Sasha. Great location to walk through town.

My husband and I came to St. Augustine last week for our 18 year anniversary. We stayed at Cedar…read moreHouse Inn for five nights, in the St. Augustine grand room. First of all the Inn as a whole is very beautiful. It's beautifully lit up at night. On a quiet secluded one way street. Upon a checking in, we were welcomed by Christine and Sabrina. They sat us on the main parlor couch and went over our stay with us. Offered us some amazing cookies. Went over the local attractions and what we can expect out of them for the week. We felt very welcomed. Then they showed us where our breakfast table would be every morning (which was decorated beautifully for our anniversary!) and then took us to our room. The hospitality was great all week. Crystal was there on Saturday and she was very nice as well. The room itself was ok. The bed was very comfortable. The bathroom was very small. Not enough space to keep all of our toiletries. I was a little disappointed with the jacuzzi soaker tub. It wasn't very deep, so you couldn't really get down in it enough to actually soak. And it didn't really offer hot water. It was warm, but never reached the temperature I wanted. So I only used that the first night. Which seemed like a waste of money. But I must say I really enjoyed that our room was on the main level and we didn't have to deal with all those stairs multiple times a day. Christine helped us book our trolley tour tickets and gave us information on a water cruise tour. She really was very helpful all week. Breakfast was lovely every morning, my only criticism would be to have more variety. It was a very similar egg dish every morning. There are a lot more breakfast options they could have made. Overall, it was a nice stay.

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Cedar House Inn
Cedar House Inn
Cedar House Inn

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St. Francis Inn

St. Francis Inn

4.5(78 reviews)
0.5 mi

We had an absolutely incredible stay at the St. Francis Inn for our anniversary, and I truly can't…read moresay enough wonderful things about our experience! From the moment we arrived, the owners and staff were so friendly, welcoming, and genuinely seemed to care about making our stay special. The food was amazing--I even asked for one of the recipes, and they were more than happy to share it with me! We also signed up for the ghost tour through the inn, which made the experience even more fun. Before we arrived, they had beautifully arranged ghost story books, shirts, and an EMF ghost detector in our room. It was such a thoughtful touch and made our anniversary trip feel even more special. We stayed in Graham's Room on the third floor. Although the bathroom isn't inside the room, it was still completely private and was never an issue for us. We actually loved staying on the third floor and experiencing the charm and character of such a historic inn. There is something really special about staying somewhere with so much history. We also took advantage of the complimentary tickets to the St. Augustine Lighthouse, and I'm so glad we did! The views were beautiful, and there was so much history to see and learn about. The inn also offered 50% off admission to the Oldest House Museum, so of course we had to do that too. We really appreciated all of the extras that came with our stay because they encouraged us to experience even more of St. Augustine. I think my husband's favorite part may have been The Snug! It felt like our own little private bar, and we had such a great time meeting and talking with other guests there. My favorite part might sound silly, but it was the robes! I loved mine so much that I ended up buying one to bring home with me. What really stood out to us was how much more this felt like an experience than simply a place to stay. Between the history, the hospitality, the food, the little extras, and the people we met along the way, our anniversary stay was everything we hoped it would be. We left already knowing that we will absolutely be back--and next time, we plan on bringing friends and family with us. Thank you to everyone at the St. Francis Inn for making our anniversary so memorable!

We booked very late and were given a room on the third floor with the bathroom down the hall. This…read moreinformation should have been given at the time of booking, especially since we booked directly with the hotel front desk! Nevertheless, we were dead tired and accepted. It was okay as the other 3rd floor room was vacant. Our room is very small. The main part of the house is charmingly restored. The front desk clerk is exceptionally accommodating. We loved the gift bottle of sherry and the exquisit aftrnoon treats. Having stayed in some similar antique bed and breakfast establishments, I have to say we were disappointed in the breakfast experience. The little buffet was nicely done offering a different breakfast everyday. Our day was egg-cup day and, ufortunately, it was quite dry. Even though the room was cute, the waitstaff was quite shabbily dressed. It distracted from the charm. Perhaps a nice apron would help. I think it's about a half mile walk to the famous, cobblestoned part of George Street. We got a free tram ride back. The grounds of the Inn are lovely and quaint. It's special to know you stayed in the oldest inn in Florida!

Photos
St. Francis Inn - Sign of St. Francis Inn from parking lot

Sign of St. Francis Inn from parking lot

St. Francis Inn - A treat left by the staff to celebrate our anniversary.

A treat left by the staff to celebrate our anniversary.

St. Francis Inn

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Penny Farthing Inn

Penny Farthing Inn

4.6(55 reviews)
0.4 mi
•$$

Great location in old St. Augustine within walking distance of restaurants, shops, bars, Flagler…read moreCollege, The Lightner Museum and so much more. The innkeeper was especially accommodating, even preparing an early breakfast for us. Excellent food! Free parking close to our room, a big plus. Nice porches for relaxing outside. On the last morning we were there breakfast was served on the back porch. Our room was very comfortable, and quiet due to the minimal activity in this neighborhood at night, so we slept great. We had previously stayed at a motel on Route 1 where the road noise at night was pronounced making for a fitful night's sleep. Visit the nearby Bantam Chef for their excellent (and famous) fish sandwich. Make the short trek to the Alligator Farm, well worth the price of admission.

Great location - walked to two restaurants for two dinners- almost right across the street from the…read moreLightner Museum. The staff at the Inn were all very nice - the breakfasts were very good. Like almost all B&B's there are drawbacks. We were on the 2nd floor and had to lug our suitcases up the stairs. One of them wasn't too bad but the 2nd was very heavy. The Inns decor was British and nicely decorated. Our bedroom was comfortable and there was a private deck outside our room. The bathroom was on the tiny side, with the sink in the actual bedroom. The lighting was a little tough for putting on makeup but overall we would recommend this 1829 Inn.

Photos
Penny Farthing Inn
Penny Farthing Inn
Penny Farthing Inn

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Old City House Inn & Restaurant

Old City House Inn & Restaurant

4.1(220 reviews)
0.3 mi
•$$$

This review is for the restaurant only. We did not stay at the inn…read more We had a fabulous dinner here. Service was great. The food was delicious, she had the salmon plate and I had the pork shank. The portions are generous and meal was very tasty. The side salad was a little light but everything else was great. We enjoyed a glass of Malbec with dinner. The patio was very comfortable on a warm April evening. We were celebrating my wife's birthday and they brought out a complimentary chocolate cake to honor it. A very nice touch. Will definitely go back!

12.20.25 We had a…read morereservation for nine at 8:30 p.m. on a Saturday. Our server was personable and even mentioned that our liveliness and humor made her shift more enjoyable. I ordered the short braised ribs with mashed potatoes and asparagus. My entrée was just okay. The ribs were on the dry side. However, everyone else in my family really enjoyed their meals. My husband loved his pork chop, and the rest of my family raved about their crab bisque and entrées. Service did slow down once our food arrived. My husband wanted to order additional beverages, but it took quite a while for our server to return. The ambiance, though, was lovely. The patio, strung with lights, added a festive, holiday charm to the evening.

Photos
Old City House Inn & Restaurant - Eggs Benedict

Eggs Benedict

Old City House Inn & Restaurant - English breakfast.

English breakfast.

Old City House Inn & Restaurant - House salad. You can also see herb-infused olive oil, sweet balsamic & roasted garlic in the background (to go with bread).

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House salad. You can also see herb-infused olive oil, sweet balsamic & roasted garlic in the background (to go with bread).

44 Spanish Street Inn - bedbreakfast - Updated October 2026

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