Hotels in Monsigliolo

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Where to stay in Monsigliolo?

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

1. Hotel Villa Marsili

Cortona Old Town

$205

$235 total

includes taxes & fees

Oct 2 - Oct 3

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A window view of a town with buildings, trees, and parked cars.

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

2. Hotel San Luca

Cortona Old Town

$87

$105 total

includes taxes & fees

Oct 2 - Oct 3

A couple in a hot tub with a cityscape view through large windows.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

3. Hotel San Michele

Cortona Old Town

$157

$182 total

includes taxes & fees

Oct 8 - Oct 9

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

4. Relais Villa Baldelli

Cortona

$131

$153 total

includes taxes & fees

Sep 28 - Sep 29

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

A restaurant with outdoor seating overlooking a historic town and the sea.

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

5. Hotel Italia

Cortona Old Town

$134

$153 total

includes taxes & fees

Oct 14 - Oct 15

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A balcony with potted plants and a view of the sea.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

6. Villa Santa Margherita

Cortona Old Town

$106

$140 total

includes taxes & fees

Sep 18 - Sep 19

A stone building with outdoor seating and a fountain.

A stone building with a tiled roof, a small window, and a metal fence.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

A stone building with multiple windows and a courtyard.

7. Villa Borgo San Pietro

Cortona

$119

$140 total

includes taxes & fees

Oct 4 - Oct 5

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

A stone building with green shutters, a cobblestone courtyard, and a signboard.

8. Locanda del Molino

Cortona

$77

$94 total

includes taxes & fees

Oct 5 - Oct 6

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

9. Cortona Resort - Le Terre Dei Cavalieri

Cortona

$120

$138 total

includes taxes & fees

Sep 24 - Sep 25

A person in a white robe standing by a window with a view of mountains.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A couple dining at a table with a scenic view of mountains and a lake.

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

10. Locanda agli Amici

Cortona

$99

$118 total

includes taxes & fees

Sep 20 - Sep 21

A stone building with a courtyard, outdoor seating, and a view of the landscape.

A dining table set for two with a view of a sunset over a landscape.

A garden with a stone pathway, a wooden barrel, and a view of the countryside.

A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

11. Villa Schiatti

Castiglion Fiorentino

$160

$181 total

includes taxes & fees

Sep 16 - Sep 17

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A poolside dining setup with tables and chairs, a pool, and a sunset in the background.

12. Borgo Tre Rose

Montepulciano

$98

$113 total

includes taxes & fees

Oct 13 - Oct 14

13. Agriturismo Parco Fiorito

Tuoro sul Trasimeno

$113

$173 total

includes taxes & fees

Sep 20 - Sep 21

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

A bedroom with a large bed, wooden headboard, a chandelier, a nightstand, and a red rug.

A traditional room with a fireplace, wooden furniture, and a large mirror.

A window with a view of a green landscape, a table with a teapot, cups, and a tray of snacks.

14. Podere La Rocca

Montepulciano

$215

$242 total

includes taxes & fees

Sep 20 - Sep 21

A historic building with a courtyard, surrounded by lush greenery and trees.

A well-maintained garden with tall cypress trees, a lawn, and a building with a tiled roof.

A living room with a sofa, two armchairs, a floor lamp, a radiator, a window with curtains, a cabinet, and framed pictures on the wall.

A cozy living room with a grey sofa, a green lamp, and a large mirror.

15. Equo Suites

Castiglione del Lago

$133

$151 total

includes taxes & fees

Oct 6 - Oct 7

A terrace with sun loungers, stone walls, and potted plants.

A narrow hallway with a stone wall and a clock.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

16. Monastero di Cortona Hotel & Spa

Cortona Old Town

$363

$409 total

includes taxes & fees

Sep 27 - Sep 28

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A person standing at the entrance of a building with a stone staircase leading up to a door.

A person in a swimming pool with a view of trees and mountains through a window.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

17. Il Falconiere - Relais e Chateaux

Cortona

$538

$601 total

includes taxes & fees

Sep 29 - Sep 30

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A long banquet table with gold candelabras, white flowers, and gold tableware.

A historic stone building with arched doorways and a courtyard at twilight.

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

18. Relais La Corte dei Papi

Cortona

$353

$397 total

includes taxes & fees

Sep 23 - Sep 24

An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A conference room with a long table, black chairs, a red curtain backdrop, and wall-mounted lighting.

A hotel room with a bed, bedside table, and a desk with a chair.

19. Hotel Apogeo

Sinalunga

$102

$115 total

includes taxes & fees

Sep 20 - Sep 21

A person relaxing in a hot tub with a view of a pool and outdoor seating area.

An outdoor dining area with brick columns, metal chairs, and tables set for a meal.

An aerial view of a resort with a swimming pool, lounge chairs, and a bar area.

A dining area with a table set for a meal, surrounded by windows and a brick wall.

20. Locanda Poggioleone

Castiglione del Lago

$138

$156 total

includes taxes & fees

Sep 16 - Sep 17

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Go beyond your typical stay in Monsigliolo

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Check out reviews of Monsigliolo hotels guests love

Monastero di Cortona Hotel & Spa

10/10 Excellent

"I never write hotel reviews, but this hotel was so exceptional that I had to share my experience. The room was beautiful, spotless, and incredibly comfortable, with thoughtful turn-down service every evening. The staff were truly the most attentive and welcoming I’ve ever experienced. They helped arrange pickup from the train station, made restaurant reservations, and went above and beyond in so many little ways. Those small details made me feel genuinely cared for. The breakfast was lovely and served in such a beautiful setting — the perfect way to start the day. I absolutely loved my stay here and would come back to Cortona for this hotel alone. A truly special place with exceptional hospitality. Highly recommend!"

Il Gentiluomo Hotel & SPA

10/10 Excellent

"Everything was OK. Clean room, helpfull staff. Excellent breakfast."

Hotel Corsignano

10/10 Excellent

"My husband and I had an absolutely wonderful experience at Hotel Corsignano. From beginning to end, the staff went above and beyond to make us feel welcome and cared for. When we arrived a little later than expected, they were genuinely concerned about us and even made sure to save a parking spot for us. That level of thoughtfulness and hospitality really stood out. The hotel was exceptionally clean and in a fantastic location, just a few steps from the historic center of Pienza. And the breakfast was wonderful, with plenty of delicious options to choose from. We truly felt welcomed and well taken care of throughout our stay. We would happily stay here again and highly recommend Hotel Corsignano!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Stunning place best dinner by sunset. The staff is charming warm and you feel like you at home"

Villa Tiberini Wine Relais

10/10 Excellent

"Villa Tiberini is a beautiful place! The chef, staff and owners are wonderful people. The apartment was clean, had all of the necessities and thoughtful touches to make the experience welcoming and comfortable. The shower water pressure and pillow top bed were an extra treat! Breakfast was delicious and we loved the wine. We thoroughly enjoyed our time and would highly recommend this stay for anyone looking to get away from the buzz of tourist destinations. The actual winery is about a 10 minute drive away. We enjoyed our time lounging by the pool and exploring nearby towns by car."

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Il Falconiere treats you as a true guest. Welcoming, courteous and professional were all staff members. Food truly excellent and with the Michelin star, you will enjoy a sumptuous meal, ample portions, amuse bouche at meal's start with a surprise dessert tray with little bites. All staff you interact with are well trained and genuinely friendly and still professional. Our room was in the origjnal residence and had a modern bathroom, lovely size bedroom, anti room with a second desk. In the salon, upon entering the suite, you will find "gifts" left for guests with seating if wishing to entertain. Our group, 4 persons, were very impressed with accommodations, meals and courteous staff. Of course, owner and chef, Silvia Baracchi, too was gracious coming to tables in the evening, welcoming guests and if passed anyone during day, always smiled a buon giorno to one and all. A delightful experience and wonderful to share with good friends."

Nuovo Etruria Resort

10/10 Excellent

"Great hotel near the town."

Hotel Minerva

10/10 Excellent

"Eccellente"

Hotel Continentale

8/10 Good

"Great location! Lovely rooftop terrace. No restaurant option on the property. Continental breakfast available. Bar service sporadic. Our power went out one day, but they were able to quickly fix."

Frequently asked questions

What accommodations do travelers recommend in Monsigliolo?

Guests like Villa di Piazzano - Small Luxury Hotel of the World, Monastero di Cortona Hotel & Spa and Il Falconiere - Relais e Chateaux.

Can I book a refundable hotel in Monsigliolo?

If you want the flexibility to change your travel plans to Monsigliolo, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Monsigliolo be like during my visit?

August and July are typically the warmest months in Monsigliolo when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.

Why should I book my Monsigliolo hotel through Hotels.com?

There are lots of reasons to book your Monsigliolo trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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