Entire apartment

Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

Apartment in Barberino Tavarnelle with kitchen and patio

Photo gallery for Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

Interior - Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views (Barberino Val D'elsa)
Interior - Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views (Barberino Val D'elsa)
Exterior - Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views (Barberino Val D'elsa)
Terrace/patio - Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views (Barberino Val D'elsa)
Dining - Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views (Barberino Val D'elsa)
In a medieval fortress town midway between Florence and Siena, this charming apartment offers the best of Tuscany's old world charm. Enjoy 360° views from the rooftop terrace or relax in your private space with all modern comforts including WiFi, TV for Italian channels and a well-equipped kitchen to cook savory meals.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 474 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Free Wi-Fi
  • Outdoor space
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

Our well appointed two bedroom/two bath apartment sits within the walls of an ancient fortress town midway between Florence and Siena. We, the owners (an American and Italian), are proud to say we strived to keep the apartment's old world charm during the restoration process. It paid off, as our home was ultimately featured Italian architectural magazine.. (Case di Campagna).

The fortress town dates back to 1198. Our second floor apartment (2 flights up to our front door) is part of the ancient walls of the medieval fortress. Remodeled some years back, the interior reflects the hamlet's old world charm while still offering 21st century comforts. The master bedroom (up a short flight of stone steps off the main room), offers an ensuite bathroom with shower. The intimate rooftop terrace and the room's bifora window truly grace our guests with a 360° view of Tuscany. The second bedroom, on the main level, offers the same enchanting view of Tuscany’s silvery olive groves and patchwork vineyards. This bedroom has been set up as a second master with a queen size bed. The bathroom, with its walk-in shower) is adjacent to the bedroom.

The main room is an open space, comprising a well-equipped kitchen alcove and a dining table that comfortably seats six (even twelve if opened). This dining/living area has two comfortable sofas and an armchair that makes into a single bed (if needed).

The owner, a Tuscan cookbook author, ensures guests will find everything they need to prepare a savory Tuscan meal in the apartment's fingertip kitchen. There is a traditional oven, microwave, four burner gas stove top and dishwasher. There is a washing machine in the apartment, a drying rack, iron and ironing board.

There is wifi throughout the apartment with 24 hour free access. There is also a television in the living area for those who want to brush up on their Italian by watching Italian news, flicks and variety t.v.!

The hamlet, a typical medieval cobblestone fortress town, boasts of two archways (one to enter the hamlet and one to exit). Built around the year 1198, the hamlet still boasts an enchanting medieval aire. Our property is located on the main cobblestone street midway between the two archways. Within the walls one will find three excellent restaurants, two wine bars, and a handful of shops. Outside the walls of the fortress (a two minute stroll), there are two banks with ATM machines, two coffee bars, two grocery stores (one with freshly baked goods daily), a pharmacy, a post office and more. There are buses running to and from Florence and Siena (55 minutes in either direction) from 6 a.m. until 7 p.m. weekdays and also a few on the weekends. Tickets must be purchased on-line or at the tabacchi in the nearby village of Tavarnelle Val di Pesa (2 km away).

The neighboring medieval towns of Certaldo Alto (quaint hilltop fortress) and San Gimignano (The Manhattan of Tuscany) are within a 20 minute drive of the property. There are numerous other quaint hilltop towns scattered around this enchanting region, known as Chiantishire to the English. We highly recommend renting a car to explore the area's many hidden treasures.

The nearest town to the hamlet is Tavarnelle Val Di Pesa. There is a lovely footpath connecting this modern village to Barberino Val D'Elsa. The path (lined with olive trees) is approximately 2 kms long. Point of interest: Tavarnelle has a lovely outdoor market on Thursday mornings from 8a.m. to 1 p.m. Great place to mingle with the locals and pick up organic veggies, shoes, trendy clothes and more.

So, if mingling with the locals in a sleepy fortress town in Tuscany while sipping wine in an enchanting little square is on your wish list, then Barberino and our flat is the perfect place to do just that.

We are always happy to supply additional information about the area to traveling guests (i.e. festivals, fairs, wineries to visit, art shows etc). Culinary workshops in the property or in Florence for those ‘foodies’ can also be arranged with advance notice. Ask about private dining with English speaking hosts in Florentine homes as well.

For those who wish to swim or sunbath during the summer, we are happy to direct you to two lovely outdoor pools with garden settings nearby. For a nominal entrance fee, one can spend a relaxing afternoon swimming or sunbathing while mingling with the locals.

Property amenities

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 private bathroom
  • Bidet
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio
  • Rooftop terrace

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a rural location
  • In a village

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Horseback riding nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • No smoke detector (host has indicated there is no smoke detector on the property)
  • First aid kit
  • Deadbolt lock

General

  • Unit size: 800 square feet

Similar properties

Policies

Check-in

Check-in time starts at 2:00 PM
Contactless check-in and check-out are available

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is no smoke detector on the property
Safety features at this property include a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number IT048017C2B9QQVYMF

We should mention

All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed USD 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is recommended for transport to and from this property

About the area

Located in Barberino Tavarnelle, this apartment is in a rural area. Passignano Abbey and Castello della Paneretta are local landmarks, and some of the area's attractions include Chianti Observatory and Il Fiaschetto. Take some time off to enjoy the winery tours in the area, or get some fresh air with adventures like ecotours and horse riding nearby.
Map
Barberino Val D'elsa, Toscana

What's nearby

  • Santa Lucia al Borghetto Church - 3 min drive - 2.5 km
  • Ponte Vecchio - 36 min drive - 33.8 km
  • Uffizi Gallery - 36 min drive - 33.8 km
  • Piazza di Santa Maria Novella - 38 min drive - 33.8 km
  • Cathedral of Santa Maria del Fiore - 39 min drive - 37.7 km

Getting around

  • Barberino Val d'Elsa Station - 12 min drive
  • Peretola Airport (FLR) - 46 min drive

Restaurants

  • ‪Il Caratello - ‬2 min drive
  • ‪Cafè Bijou - Loungebar - ‬3 min walk
  • ‪La Capannina - ‬9 min drive
  • ‪Pizzeria da Cocchino - ‬2 min drive
  • ‪Osteria La Gramola - ‬2 min drive

Frequently asked questions

Is Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views pet-friendly?

No, pets are not allowed at this property.

How much is parking at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?

On-site parking is available at the property.

What time is check-in at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?

Check-in begins at 2:00 PM.

What time is check-out at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?

Checkout is at 10:00 AM.

Where is Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views located?

Situated in a rural location, this apartment building is 1.1 mi (1.7 km) from Santa Lucia al Borghetto Church and 3.1 mi (5 km) from Sant'Appiano Parish Church. Antinori nel Chianti Classico and Abbey of Passignano are also within 9 miles (15 km).

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Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 112 out of 118 reviews
Rating 8 - Good. 3 out of 118 reviews
Rating 6 - Okay. 2 out of 118 reviews
Rating 4 - Poor. 1 out of 118 reviews
Rating 2 - Terrible. 0 out of 118 reviews

9.6

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

10/10 Excellent

Michelle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment is comfortable and convenient. Surrounded by delicious restaurants and a great place for relaxing after day trips which are endless. Host is very accessible by phone. Two flights of stairs might be difficult for anyone with mobility problems.
Stayed 4 nights in Sep 2025

10/10 Excellent

Cecelia B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
There are not enough words to express how wonderful this home is! Comfortable, clean, and a perfect location. Everything we could ask for and more. Cindy was an amazing host - answering all our questions, providing guidance on places to go and things to see, and helping with those all-important dinner reservations. Everything about our stay was ideal (even the rainy days!). Loved Barberino Val d'Elsa!
Church lit up at night
Views from local restaurants
Stayed 6 nights in Sep 2025

10/10 Excellent

Gary C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Please keep this place a secret!

We had a wonderful stay in this little castle hideaway. We had 3 glorious weeks in Italy, and this was our favorite spot of the trip. Cindy was a wonderful host, giving us great tips and very useful connections. The food in the town was also excellent, just steps away from your door. We are only telling our closest friends about this place however, as we want to be able to go back. May we suggest that others that stay here follow the same policy..
Stayed 4 nights in Jun 2025

10/10 Excellent

Elizabeth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous place!

Thoroughly enjoyed our stay. The little hamlet was picturesque and a perfect location for venturing all around Tuscany for a few days
Stayed 5 nights in Jun 2024

10/10 Excellent

Jerry M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Clean, comfortable and well equipped with sweeping views of Tuscan countryside to awaken to. Very responsive host able to assist you. We first stayed ten years ago, only to revisit again we love it so much. The hamlet is a unique, incredible experience.
Stayed 5 nights in May 2025

10/10 Excellent

Bruce T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Tuscan getaway

Great apartment in a picturesque, ancient walled village in the heart of wine country. Perfect location for exploring Tuscany (rental car a must), with excellent local restaurants to enjoy upon your return in the evening. Cindy is an amazing host, very responsive and helpful. She’s also a fantastic cook, and her private cooking lesson was a highlight of the trip.
Stayed 8 nights in Apr 2025

10/10 Excellent

Michelle B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Romantic and Charming

This place captured the romance of Italy perfectly! Such charm and great restaurants right across the way.
Stayed 6 nights in Oct 2024

10/10 Excellent

Cindy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tuscan Dream

Great location. Beautiful property. Wonderful host. We’d absolutely stay here again.Highly recommend.
Stayed 4 nights in Nov 2024

10/10 Excellent

Kristy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful!

Barberino Val D’Elsa is a charming town, perfect for a slow paced vacation. The rental apartment had everything we needed, including laundry facilities. The views from the bedroom were amazing. Cindy’s directions to the apartment and to check in were detailed so we had no problem. Parking was a 3 minute walk away and free. This rental was a hidden Tuscan gem, definitely recommend.
Stayed 3 nights in Apr 2025

10/10 Excellent

Elizabeth H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Stay

Lovely stay, central location. Easy to get to Florence and San Gimignano. Beautiful sunsets. The bar at the end of the entrance hill has wonderful morning pastries. Highly recommended, would stay again.
Stayed 4 nights in Sep 2023

10/10 Excellent

Evelyn W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Spot in Tuscany

Wonderful place in a historic village in the Tuscan countryside. Easy to get to Florence, and other charming villages across Tuscany. There were 3 or 4 nice places to eat in the village; Pico, for pizza, was a favourite. All in all, an excellent place to stay.
Stayed 4 nights in Sep 2023

10/10 Excellent

Justin T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene & Memorable Stay

This was a great opportunity to stay in a medieval town that truly felt surreal. Many great restaurants were within walking distance, and there was beautiful scenery all around. This was also a nice location to be able to explore Siena, San Gimignano, and Florence. It was a very hot few days, and the air conditioning units in the apartment did what they could, but we made the best of it.
Stayed 5 nights in Jul 2024

10/10 Excellent

Randolph C., Bermuda Run, North Carolina, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another wonderful stay

It was so nice last year we had to come back and stay again. Just as nice as we remembered. Beautiful flat with super views and in a great central location to get around Western Tuscany and Chianti country and only an hour to West coast (the way I drive). So nice we even ate in one night rather than go to a restaurant.
Stayed 8 nights in Nov 2023

10/10 Excellent

Randolph C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Can't say enough about the location and the flat

This might be the perfect flat and location in central Tuscany. The medieval village is so charming, and the locals are very friendly. Food and drink are within easy walking distance and its central location makes a short trip to everywhere you could want to go in Tuscany and surrounding areas. The flat is located on the top floor and the views from the bedrooms are spectacular. We have never been disappointed staying here and the host is always available to help if needed.
Stayed 8 nights in Sep 2024

10/10 Excellent

Julie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Barbarino - Tuscany stay

We felt right at home in Cindy's apartment. It had everything we needed. It was perfectly located to explore Tuscany - from hiking to investigating other small hamlets or larger cities. The people in Barbarino couldn't have been more welcoming and friendly! We will definitely recommend this listing to our friends and family.
Stayed 29 nights in Feb 2024

10/10 Excellent

Tim

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway

We enjoyed our time in Barberino Tavarnelle. The apartment is located within a quaint little town. We enjoyed eating at the local restaurants (we would recommend making reservations as there are only a few). It was a great home based while we explored several wineries in the area. The apartment is just as described and is comfortable and well stocked.
Stayed 3 nights in Sep 2023

10/10 Excellent

Edward S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent accommodations in a lovely town!

We thoroughly enjoyed our time in Barberino Val d’Else! First, our accommodations were just as described and our host was helpful and accommodating to our needs and interests. Second, the quaint village appears just as one might imagine an 800 year old stone village would, with narrow streets and walkways. Barberino was a great choice for home base to explore Tuscany. Third, the restaurants all were wonderful — we sampled them all, including some in the countryside and we enjoyed each one. To top it off, there are local wines available for tasting and purchase. If/when we return to Tuscany, we know where we will stay.
Stayed 4 nights in Oct 2024

10/10 Excellent

Kristine M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tuscany dream

This was a wonderful hamlet with beautiful buildings, views, and quiet. The host, Cindy, was super helpful and very quick to respond to emails. She gave very good directions to the home and how to check in. The home was clean and comfortable for my husband and me. Highly recommend taking cooking class as well. Great location to visit many small towns and wineries.
Stayed 3 nights in Apr 2024

10/10 Excellent

David B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely flat in a charming hilltop village

Barberino is a very small hilltop town, with several artisan shops and restaurants, with beautiful views of the countryside. The apartment is two floors with a small terrace perfect for reading or a meal, from which you can enjoy the sunset. Cindy and her husband renovated the flat, adding light and double windows from the primary bedroom that look out over the Tuscan countryside. Perfect setting for enjoying the town or exploring the Florentine countryside.
Stayed 5 nights in Jul 2024

10/10 Excellent

Bruce G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was perfect for the two couples to use as a based to explore Tuscony during our 2-week stay. The apartment was small but very comfortable and clean, with common areas to be together as well as separate spaces to have time apart. It had everything we required while we were there including a small but well outfitted kitchen, a washing machine to do laundry, comfortable beds, etc. Dinners were prepared several times in th kitchen and we had all the utensils, pots & pans, and great tools for making fine Italian meals. The surrounding area had many wineries ranging from "industrial scale" to small farms that grew other fruits and vegetables besides grapes and olives. We enjoyed the farm experiences that paired great food with their fine olive oils and wines. Our favorites were La Spinosa and Casa Emma. The location also allow us to easily visit Florence, Sienna, Greve, and even San Vincenzo for a day.Our host, Cindy, was a delight to work with on the reeervation. She was very responsive to our questions from the time of our booking to during the stay. A highlight of the trip was taking one of the cooking classes Cindy offers. We opted to travel to Florence for the class, which gave us an opportunity to join Cindy on the shopping trip to the local open-air marker for produce and shops for meats and wine. Cindy worked along side the 4 of us to craft a great Tuscon meal that we shared with Cindy and her husband, which was an exceptional treat.
Stayed 14 nights in Sep 2025

10/10 Excellent

Margaret D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Adorable Apartment and Excellent Location

My husband and I spent a week in Cindy’s apartment, and I can honestly say that she has thought of everything! We found the apartment to be spotless and well-stocked with all the essentials. The hamlet, neighborhood and location were exactly as described. The views from the top floor bedroom and veranda are spectacular! The home was a great jumping off point for our day trips throughout the Chianti region. We would definitely stay here again.
Stayed 5 nights in Jul 2023

10/10 Excellent

Teresa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

An Italian dreamy experience.

The property was more than we expected. It provided a perfect location and a beautiful Italian charm. Full of character and warmth. After entering we immediately felt the love that the owner put into the place. After reading some of the earlier opinions we were ready to use both bedrooms to be comfortable… There was no need for this! The upstairs bedroom and the bed were comfortable and beautiful. Thank you Cindy for creating such a wonderful experience for us.
Stayed 5 nights in May 2024

10/10 Excellent

Richard M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you've been thinking about visiting Tuscany and exploring local wineries and cities within a one- to two-hour drive, including Florence, Siena, and Bologna, this is the ideal central location for you. This home is situated in the heart of an ancient village, offering a unique opportunity to experience local culture and get to know the neighborhood residents. With five restaurants within walking distance, you'll have ample opportunities to dine on local cuisine. Parking is also readily available, just a short walk from the home. This is an ideal spot for those seeking a social atmosphere, where they can meet fellow travelers and locals from other countries. The rooftop terrace is perfect for sipping morning coffee or afternoon wine. Both bedrooms are beautifully decorated and air-conditioned, and the kitchen is fully equipped for preparing gourmet meals. Our landlord was outstanding, providing top-notch service and offering expert recommendations for exploring the local area. We often spent our days driving to nearby wineries for tours, returning home in the afternoon to rest before heading out for dinner at one of the many nearby family restaurants. There is no pool or hot tub. It’s an ancient village, but we drove 25 minutes away and they have public pools for seven euros per adult to hang out all day .This HOME truly exceeded our expectations. in addition, the landlord gives cooking classes that you can pre-arrange with her. you will definitely have fun.
Three restaurants within 25 feet of our front door and two restaurants 500 feet from our front door. A coffee shop at each end of the town that sells gelato drinks and coffee
The kitchen was large enough to cook for a family, even though we only use the kitchen for coffee tea because we would take a walk in the morning and in the evening to get either cappuccino or dessert
Restaurants lively with people
You can drive your rental car through the archway opening and go through the whole town you can unload your car, but you have to park outside of the main road through the Town a five minute walk no pay apart
Stayed 14 nights in Aug 2025

6/10 Okay

John C.

Liked: Cleanliness, check-in, communication, location

Charming but with issues

The village is delightful, with a couple of very good dining options. The views from the bedroom are gorgeous, and the little terrace outside it is lovely for an evening aperitif, but the property has some drawbacks. The stairs are tricky - getting luggage up there is not easy. While accepting that it is very old and charming, there were some things that didn’t function so well for us. We barely used the downstairs bathroom because of the smell.The bedroom got very stuffy at night - the AC was inadequate, and leaving windows open was not an option because of mosquitoes. An insect screen or two would solve that. The dining area is very pleasant but the adjoining kitchen is in need of some attention, with a cupboard door falling off. We were not able to work the dishwasher.It was good to have a well-functioning washing machine and clothes drying was easy on the little terrace. Overall we have to say the stay was a bit disappointing considering the price.
Stayed 9 nights in May 2025

10/10 Excellent

William B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Historic Tuscan experience

The apartment is as advertised –a renovated unit in the historic town. It is spacious and stocked with many essentials to make your stay more convenient. There are two great restaurants a stone’s throw away – one making wood oven pizzas and the other doing traditional local Italian food. There are two cafes a short walk away for your morning espresso with amazing deli sandwiches and pastries and a small Coop grocery store within 15 minute walk. The town is in the heart of Chianti between Sienna and Florence with many wineries and historic towns nearby. This area is breathtakingly beautiful. Like much of Italy this area is very vertical and the unit is on the top floor of the building with narrow stone staircase so be prepared. Again, like much of Italy, especially around historic towns, parking can be a bit of a challenge. And beware of the self- locking door so keep the keys with you at all times. If you are willing to put up a bit of inconvenience to stay in a really special place, you won’t be disappointed.
Stayed 4 nights in May 2024