Features
Map
Availability
Review
Features
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PETS
No Pets Allowed -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
1 Bedroom Bed Sheets Provided -
GENERAL
Property Does Not Allow Children Unit Size: 500 Sq Ft (47 Sq M) -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Kitchen Island Microwave Paper Towels Refrigerator Toaster -
LAUNDRY
Near Laundromat -
PARKING
Car Not Required Onsite Parking Onsite Parking Options Include A Garage -
INTERNET
Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices) -
OUTDOORS
Balcony Outdoor Furniture -
BATHROOMS
1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided -
LANGS SPOKEN
English -
THINGS TO DO
Birdwatching Nearby Ecotours Nearby Fitness Facilities Nearby Kayaking Nearby Marina Nearby Power Boating Nearby Surfing/body Boarding Nearby Swimming Nearby Wildlife And Game Walks Nearby Winery Tours Nearby -
ENTERTAINMENT
Games Smart TV -
CLIMATE CONTROL
Air Conditioning Heating -
LOCATION HIGHLIGHTS
In The City Center Near A Hospital -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only
Map
Availability
Review
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Alison
Submitted Mar 8, 2026
Stayed Mar 4, 2026The Uptown Shack is perfect for couples visiting historic St. Augustine! Everything was just as described, and the hosts went above and beyond. We would absolutely come back.
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Shannon
Submitted Jul 28, 2025
Stayed Jul 24, 2025What a wonderful, quaint retreat! Our stay was comfortable, and had everything we needed and more. The Shack was within walking distance to everything as well. Our hosts Melody and Ali were charming. Highly recommend.
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Caroline
Submitted May 28, 2025
Stayed May 24, 2025Our host Melody was phenomenal. Responded swiftly to all our questions, made check in and check out a breeze, and fully stocked the kitchen and bathroom with necessities to make us feel at home. The guest house is beautifully kept, clean and quiet! Especially loved lounging in the comfy robes. We had a blast!
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John
Submitted Jul 27, 2024
Stayed Jul 25, 2024very clean
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Timothy
Submitted May 26, 2024
Stayed May 20, 2024Uptown Shack was perfect for our stay and a wonderful getaway spot! We loved the overall design & decor -- beachy theme & the coziest towels e-v-e-r!! The attention to details was amazing, thorough & appreciated with extra items supplied that showed anticipation of guests' unexpected needs or extra enjoyment. We definitely recommend this place to anyone looking to stay in St. Augustine.
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Brittany G.
Submitted Apr 19, 2026
Stayed Apr 18, 2026We truly enjoyed our trip. The place was super clean with everything you need. Walking distance of down town area. We will stay here again!
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Gina C.
Submitted Apr 13, 2026
Stayed Apr 10, 2026This place did not disappoint in any way. It was clean, fresh, quiet and inviting. Their descriptions of their place and the proximity to downtown was accurate. They had so many nice extra touches that set a very high bar for other rentals. We were delighted with our stay and will look for this location again when we return.
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Brian M.
Submitted Mar 27, 2026
Stayed Mar 20, 2026The place was spotless, very roomy and comfortable for the two of us. Amenities were as disclosed in the posting. Hosts communication was timely and complete.
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Cleve M.
Submitted Mar 20, 2026
Stayed Mar 18, 2026Our stay at the Adorable Guest House in historic St. Augustine was such a great experience. The location couldn’t have been better, close to everything we wanted to see while still feeling peaceful and tucked away.The home itself was immaculate and thoughtfully appointed, with everything we needed for a comfortable stay. It felt welcoming right away, and you could tell a lot of care went into the details.Although I didn’t get the chance to meet Ali and Melody in person, their communication was incredibly warm and inviting from start to finish. They made everything easy and stress-free.One of the sweetest touches was the complimentary sample of honey from their bee farm, such a unique and memorable bonus. We’d absolutely stay here again and highly recommend it to anyone visiting St. Augustine.
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James W.
Submitted Mar 18, 2026
Stayed Mar 14, 2026Everything about the Uptown Shack was excellent, including the listing which is quite accurate. It is within walking distance to the historic area, and is fully equipped for serving your own breakfast and lunch. We definitely will return when we visit the area.
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William S.
Submitted Mar 2, 2026
Stayed Feb 21, 2026The place is wonderful
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Sandy C.
Submitted Feb 21, 2026
Stayed Feb 19, 2026This home is beautiful. So much attention to details. Little touches like wirelss phone chargers, coffee pods for Kureg, special little gifts and treats. Perfect location to everything. Communication was outstanding. Thank you Melody and Ali for a fabulous few days. Will be back‼
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Susan and Rich G.
Submitted Jan 26, 2026
Stayed Jan 23, 2026The guest house is adorable! The perfect amount of space for us. So clean and so pretty! Although we didn’t get to meet Melody and Ali, they were very responsive and helpful. We had to extend our stay due to the weather at home and they couldn’t be nicer and more accommodating! Will come back again and again and highly recommend!
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Robert B.
Submitted Jan 20, 2026
Stayed Jan 4, 2026Absolutely outstanding stay! We booked this home for visiting family so they could be close by, and it could not have been more perfect. The space is beautifully modern, immaculately clean, and incredibly comfortable — truly felt like a high-end, thoughtfully designed retreat. Every detail was spot-on and clearly well cared for. Communication with the host was exceptional: fast, clear, friendly, and proactive, which made everything completely seamless. Our family loved every minute of their stay and could not stop raving about it. They will definitely stay here again and highly recommend this place to anyone looking for an exceptional experience.
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Luisa V.
Submitted Jan 11, 2026
Stayed Jan 9, 2026Can’t say enough good things about this little peaceful slice of heaven. So pretty, clean, and inviting will definitely book again! Thank you to our gracious hosts for the personal touches! They thought of everything!
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Gordon S.
Submitted Dec 30, 2025
Stayed Dec 27, 2025Everything was smooth. Great communication, place was super clean and walking distance to historic area
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Richelle S.
Submitted Dec 24, 2025
Stayed Dec 21, 2025SO PERFECT! THEY THOUGHT OF EVERYTHING WE HAD A WONDERFUL STAY HIGHLY RECOMMEND
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kathi f.
Submitted Dec 23, 2025
Stayed Dec 13, 2025Fresh cookies on the counter and a choice of beverages in the fridge were perfect.
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Shelbi E.
Submitted Dec 13, 2025
Stayed Dec 12, 2025The place was a perfect location, clean and the host were very welcoming and accommodating!
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Denise C.
Submitted Dec 11, 2025
Stayed Dec 9, 2025We did not meet the host but yes everything was very welcoming. Everything was immaculate and i think they thought of everything to make a visit for a couple comfortable and safe.
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Wayne F.
Submitted Nov 24, 2025
Stayed Nov 21, 2025We had an amazing stay. The place is very clean and comfortable. We would stay here again.
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Brenda O.
Submitted Nov 16, 2025
Stayed Nov 14, 2025This was our second stay. You can't help but notice the attention to detail the minute you walk in. Everything is very clean and makes you feel at home .
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Robyn W.
Submitted Oct 26, 2025
Stayed Oct 25, 2025This was the perfect place to stay while exploring downtown St Augustine. Clean and cozy. There were lots of thoughtful details including cookies waitingbfor usbwhen we arrived. The bed was very comfortable and everything was clean. The neighborhood is charming and felt very safe. It was a quick walk to explore the historic area. We would definitely stay again.
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Mackenzie B.
Submitted Oct 5, 2025
Stayed Oct 4, 2025Stay here!!! Everything was perfect! They have a lot of small details that make your stay enjoyable and it’s probably the cleanest and newest vbro I have stayed in!!
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Jill C.
Submitted Sep 14, 2025
Stayed Sep 11, 2025It was perfect for the two of us. Excellent hosts. Recommend staying here 100%.
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Gregg D.
Submitted Aug 12, 2025
Stayed Aug 5, 2025Property was very convenient to town, clean, and quiet. Very enjoyable.
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Ashley W.
Submitted Aug 2, 2025
Stayed Jul 16, 2025Loved it! Beautiful home! Perfect location! Would definitely stay here again!
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Savanna S.
Submitted Jun 29, 2025
Stayed Jun 28, 2025This rental was quiet, peaceful and clean! They left snacks and a small welcome gift. Which was super thoughtful. The communication was clear and thorough. About to 10 min walk to historic St. Augustine. We will definitely be returning. Thank you Ali & Melody!
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Elizabeth B.
Submitted Jun 22, 2025
Stayed Jun 20, 2025Absolutely amazing! Ali and Melody made us feel absolutely welcomed for our birthday weekend celebration. Clean and cozy walking distance to the historic district. We will definitely book with them again.
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Rebekah W.
Submitted Jun 22, 2025
Stayed Jun 16, 2025My daughter and I stayed in the Uptown Shack. It was so nice and clean! It was beautifully decorated! The bed was very comfortable. Our host, Melody, sent clear instructions and directions. She greeted us when we arrived. She also made homemade cookies for us and left us some of their local honey. There were snacks and drinks available to us in the rental. It was walkable to all of the things we wanted to do in St. Augustine. We loved this rental and would definitely stay again!!
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William P.
Submitted Jun 15, 2025
Stayed Jun 13, 2025Everything was perfect from the decorations, the cleanliness, and the location. We were able to walk to everything had a great time. We will definitely stay here next time we visit. They also included very clear directions to get to the rental and checkout was super easy.
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Tammy G.
Submitted May 9, 2025
Stayed May 5, 2025The property was just perfect for the both us. It was very comfortable and clean. Bed was very comfortable. Quiet neighborhood and close to walk to see the shops and amusements. Melody made cookies that was very good. Host was very nice. Would definitely stay again when in the area.
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Lance R.
Submitted May 4, 2025
Stayed Apr 30, 2025Very clean and cheerful property! Great location within easy walking distance to the historical area. I highly recommend staying here.
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Mark B.
Submitted May 2, 2025
Stayed Apr 25, 2025The property was very well maintained. Owner was very welcoming. Property and owner provided everything to make you feel at home. Great location.
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Eric C.
Submitted Apr 19, 2025
Stayed Apr 15, 2025This is a perfect location to explore St. Augustine. It is a quiet location but within walking distance of the main tourist attractions and great restaurants. The accommodation was stunningly attractive, spotlessly clean and very welcoming. The hosts are wonderful. We would stay here again and again.
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Sergio G.
Submitted Apr 13, 2025
Stayed Apr 12, 2025As an experienced traveler, I can honestly say this is one of my top 3 places I’ve stayed in. The home is stunning, the hosts were so friendly and you can’t beat the location with its proximity (5-10 minutes walk) to downtown St. Augustine. The modern amenities and design were very impressive. My partner and I can’t wait to stay here again!!
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Steven P B.
Submitted Apr 8, 2025
Stayed Mar 31, 2025Very comfortable and exceptionally clean apartment located within walking distance from the historic downtown area, the tour trolley, and many other local attractions in this amazing town. Melody, was host extraordinaire and spoiled us with the level of hospitality perks and treats provided, including fresh baked cookies.
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Lisa G.
Submitted Mar 30, 2025
Stayed Mar 28, 2025Everything was perfectly situated. The property was within walking distance to all the history St. Augustine has to offer. We felt safe and comfortable. Thank you for a wonderful stay while visiting St. Augustine. Lisa and Harry Pittsburgh, PA
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Vi S.
Submitted Mar 29, 2025
Stayed Mar 25, 2025Had everything we could possibly need!
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Donal O.
Submitted Mar 25, 2025
Stayed Mar 20, 2025Very enjoyable. The property was top notch.
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Carmen I.
Submitted Mar 18, 2025
Stayed Mar 15, 2025We loved the condo. It was very clean and the local was close enough to walk to historic areas. The only thing we didn’t care for was the scented products in the condo. We both have allergies and we didn’t react well to the perfume smell.
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Joan S.
Submitted Mar 15, 2025
Stayed Mar 12, 2025An alluring property for two guests. Fabulous upscale quiet residential location. Walking to historical sights enjoyable and nearby coffee shops a must before heading out for the day.Beaches a short drive; decor is contemporary transitional and many cool details. Relax and enjoy!
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Kathleen G.
Submitted Mar 3, 2025
Stayed Feb 27, 2025This guest house was perfect…. Location, amenities, and beautiful condition.,
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Linda M.
Submitted Feb 27, 2025
Stayed Feb 25, 2025We had a wonderful time in St. Augustine. The Uptown Shack is a beautiful place to stay. Its’s clean, walking distance to everything we wanted to do and the hosts went beyond tp provide snacks, homemade cookies and most importantly bottled water!! If you get a chance, stay here. You won’t be sorry.
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Sam O.
Submitted Feb 25, 2025
Stayed Feb 23, 2025I am so glad we booked the Uptown Shack. Extremely clean, comfortable, quiet and great location. There are lots of small touches that make this place feel like home away from home. Great directions and communication from the hosts. Highly recommend booking this place for a stay in St. Augustine.
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Alison B.
Submitted Feb 23, 2025
Stayed Feb 19, 2025Excellent! Will definitely return, great location.
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Pattie M.
Submitted Feb 13, 2025
Stayed Feb 10, 2025This was our second stay in this guest house. Once again, it was exceptionally clean, cozy and well appointed. We would stay here again for future trips to the St Augustine historic district.
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david z.
Submitted Feb 2, 2025
Stayed Jan 31, 2025We loved our stay here! Yummy cookies greeted us at check in. Cozy space and comfy bed. Great location.
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Jamie P.
Submitted Jan 26, 2025
Stayed Jan 24, 2025Cute & cozy guest house. Short walking distance to St George Street and downtown St Augustine. 15 min drive to Vilano beach. Lots of yummy restaurants near by. We would recommend The Columbia Restaurant, but be sure to make a reservation if you’re going for dinner on a weekend. Would recommend this place for a nice little getaway!
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Sandi H.
Submitted Jan 24, 2025
Stayed Jan 23, 2025A very very clean, high end place. All appliances are wonderful. The bed was so comfortable. Our host, Melody, baked us delicious cookies and greeted us. The refrigerator was stocked with water and few other drinks. There was a basket of different chips. I described it as “perfect”
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Sherri D.
Submitted Jan 21, 2025
Stayed Jan 18, 2025We booked last minute and it was perfect. Short walk to downtown and some great restaurants. Melody was wonderful to communicate with. The apartment was clean and so nicely furnished. We will book again on our next trip to St. Augustine.
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Teresa B.
Submitted Jan 8, 2025
Stayed Jan 6, 2025Loved the place and location!
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sophia w.
Submitted Jan 6, 2025
Stayed Jan 4, 2025Hospitality was unmatched and was a great spot to get away for the weekend. Close to most attractions/ things to do and quiet area. Loved this place!!
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Tim B.
Submitted Dec 30, 2024
Stayed Dec 28, 2024Sandi and I really enjoyed our stay. The apartment has everything you would ever need. It’s decorated beautifully and every item is top-notch! The location is close to downtown and we walked each day to all the shops and restaurants. We will definitely be back the next time we head to St. Augustine! Thank you for helping make our anniversary and birthday special!
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CARRIE R.
Submitted Dec 29, 2024
Stayed Dec 27, 2024We only planned for a one night stay but we loved staying here so much that we will be back soon! The fresh baked cookies were delicious!
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Ray G.
Submitted Dec 24, 2024
Stayed Dec 22, 2024The guest book's earlier entries were from 2018. We were surprised because the guest house is so pristine that we thought it was brand new construction. The towels and robes are plush and ultra soft. There are thoughtful touches like snacks in the kitchen and candies by the bed. Melody was welcoming, friendly, and responded quickly to every inquiry. Location is an easy walk to the historic section of town. We would absolutely choose this Adorable Guest House again.
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Nathan F.
Submitted Dec 23, 2024
Stayed Dec 20, 2024Took my girlfriend here to propose. Upon arrival to the house there was a nice welcoming note, fresh baked cookies that were excellent, and very well maintained property inside and out. They answered any questions in a very quick manner, and gave a lot of help with their recommendation book located onsite. This property is very close to all the attractions and will definitely stay here again and highly recommend this property. One of the cleanest properties I've stayed at for a rental.
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Martha C.
Submitted Dec 19, 2024
Stayed Dec 17, 2024We have never stayed in a rental as updated, clean, upscale amenities , and welcoming. They provided everything and more including homemade cookies. The bed is very comfortable too. In addition it’s walking distance to everything St. Augustine has to offer. Great hostess. Very easy check in with clear directions from Melody. Highly recommend for visiting St Augustine.
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Haley T.
Submitted Dec 15, 2024
Stayed Dec 13, 2024It is a great location to stay if you are wanting to walk around St Augustine. Driving and parking uptown is a bit crazy and something we wanted to avoid. The property is close enough to town to comfortably walk but far enough to not be noisy. The property is very well taken care of and clean.
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Mary Jane M.
Submitted Dec 14, 2024
Stayed Dec 11, 2024Perfect place to stay for enjoying the Christmas lights and great food in St Augustine. Everything was in walking distance for us and it was great to escape back to the quiet, peaceful neighborhood of the “Uptown Shack”. Would highly recommend!
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Russell L.
Submitted Dec 12, 2024
Stayed Dec 9, 2024What a great spot to get away and spend some time in St Augustine. Walking distance and quiet when you need to sleep. Great place.
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Brenda O.
Submitted Nov 17, 2024
Stayed Nov 15, 2024So thankful I booked this fabulous location! So much attention given to big and little details to make sure our stay was perfect in every way! Would highly recommend to anyone spending time in St. Augustine!
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caz w.
Submitted Nov 11, 2024
Stayed Nov 8, 2024The guest house was perfect for our weekend in St Augustine. Very clean and comfortable and it was a great location. Melody was an amazing host. We would absolutely stay here again!
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Vanessa M.
Submitted Nov 1, 2024
Stayed Oct 25, 2024I have rented many places over the years and this place takes the #1 spot. Melody and Alli were welcoming and happy to have us. The thought and attention to detail they put into this space and your rental experience is top notch. We were a short walk to the heart of historic St Augustine. We were able to walk to all attractions and restaurants. In a 4 night stay we only moved the car once and that was to drive to the lighthouse and beach on our last day.
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Dena M.
Submitted Oct 22, 2024
Stayed Oct 19, 2024The Shack was absolutely perfect! Very clean and great attention to detail. We loved it! Thank you!
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Amanda C.
Submitted Sep 23, 2024
Stayed Sep 21, 2024My husband and I recently stayed at this property and had a fantastic experience! The place is so cute and welcoming, making us feel right at home from the moment we arrived. The location is incredibly convenient, with easy access to local attractions and amenities. What really stood out to us were the personal touches throughout the space, which added a unique charm! Ali and Melody clearly put a lot of effort into maintaining the property and making sure you enjoy your stay. Overall, I highly recommend this property for anyone looking for a charming and hassle-free stay!
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mary n.
Submitted Aug 15, 2024
Stayed Aug 12, 2024Amazing!! Our stay was wonderful! The decor, attention to detail and the most caring hosts made our vacation so special. Uptown Shack so cleverly named is definitely a five star resort in a quiet setting while walking distance to St. Augustine sites. Thanks again for a great time.
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Paula C.
Submitted Aug 13, 2024
Stayed Aug 10, 2024Great location and awesome hosts
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Stacey H.
Submitted Aug 10, 2024
Stayed Aug 9, 2024Such a wonderful get away. They truly thought of everything.
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Chriss B.
Submitted Aug 4, 2024
Stayed Aug 1, 2024I booked the Uptown Shack as a surprise for my husband's birthday. The location was perfect, just a short walk to the historic downtown area. The hosts were amazing, providing great local recommendations. Every detail was very well thought out. The amenities, cozy atmosphere, and decor made it a perfect place to relax after a long day of walking. I highly recommend the lovely Uptown Shack and the to anyone visiting St. Augustine.
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World of S.
Submitted Jul 26, 2024
Stayed Jul 22, 2024Very cute, modern place! Loved the homey touches of the homemade cookies and took the coupon and got ice creamwhich was delicious! In walking distance to downtown. We'd definitely come back! Melody was the sweetest!
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Pattie M.
Submitted Jul 23, 2024
Stayed Jul 20, 2024The owners have thought of everything! Comfy bed, remote shade on windows, phone chargers next to the bed, fluffy towels, and even a treat of chocolate chip cookies. We walked to restaurants and shops. Lovely weekend in St Augustine and would stay here again.