Montepulciano Vacation Homes from AED 333

Montepulciano Vacation Homes
Tuscany
Italy
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A hillside town with historic buildings and a prominent church.

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Our top choices for Montepulciano vacation homes

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

A bathroom with a white sink, a mirror, and a shower area.

A bathroom with a bathtub, a shower, and a towel rack.

A bed with a metal headboard, two bedside tables with lamps, and framed pictures on the wall.

1. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Toscana

The price is AED 444

AED 444

AED 666 total

includes taxes & fees

13 Oct - 14 Oct

Double room with private bathroom in the countryside 5 minutes from Montepulciano

A covered patio with a brick wall, a round table with chairs, and a view of greenery.

A kitchen with wooden cabinets, a built-in oven, a dining table with chairs, and a tiled backsplash.

A living room with a blue sofa, a glass coffee table, and a brick column.

A kitchen with wooden cabinets, a stove, and a dining table with chairs.

2. Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano

Acquaviva

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Pros: L'appartamento è molto spazioso e comodo con una vista panoramica sulla campagna di Montepulciano Cons: Nulla da rilevare"

Anonymous traveler

The price is AED 597

AED 597

AED 819 total

includes taxes & fees

8 Nov - 9 Nov

Holiday Home in Villa Pandolfina near Montepulciano

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

A kitchen with a brick archway, two bar stools, a countertop, and a hanging light fixture.

A bedroom with a large bed, a wooden ceiling, a mirror, a bicycle, and a chair.

A stone building with a staircase leading to a door, surrounded by a hedge and a cobblestone ground.

3. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello

Monticchiello

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "

Dan

The price is AED 411

AED 411

AED 502 total

includes taxes & fees

19 Oct - 20 Oct

"Il Focolare" Superior Apartment in Monticchiello

An aerial view of a rural property with vineyards, olive groves, and a red-roofed building with a swimming pool.

A rectangular swimming pool with a tiled deck, surrounded by greenery and a clear sky.

A living room with a beige sofa, a green cabinet with decorative items, and a hallway leading to another room.

A red building with a stone entrance, surrounded by a grassy area and trees.

4. Eagle House

Eagle House

CHIANCIANO

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "

Rob C.

The price is AED 737

AED 737

AED 1,066 total

includes taxes & fees

13 Oct - 14 Oct

Eagle House

An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

A bedroom with a large bed, a nightstand, a bedside table, a mirror, a window with blinds, and a patterned rug.

A kitchen with a microwave, coffee maker, and sink.

A compact living space with a dining area, kitchenette, and a sofa with cushions.

5. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! "

Doug H.

The price is AED 744

AED 744

AED 987 total

includes taxes & fees

13 Oct - 14 Oct

Suite Gioconda - Podere Casa Rossa in Pienza

A brick building with a large sliding glass door, a brown door, and a small potted plant.

A modern kitchen with white cabinets, a red tablecloth, and a clock on the wall.

A modern kitchen with white cabinets, a gas stove, a coffee maker, and a built-in oven.

A bathroom with a sink, mirror, and tiled walls.

6. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Foiano della Chiana

The price is AED 316

AED 316

AED 333 total

includes taxes & fees

15 Oct - 16 Oct

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

A stone building with a dirt path leading to it, surrounded by greenery and trees.

A cozy living room with a fireplace, comfortable seating, and a large arched window.

A rural road leading to a stone building with a tiled roof, surrounded by trees and vegetation.

A cozy living room with wicker furniture, a wooden coffee table, and a dining table with chairs.

7. Secluded Villa Banditello with Panoramic Valley Views near Montepulciano

Secluded Villa Banditello with Panoramic Valley Views near Montepulciano

Torrita di Siena

The price is AED 3,044

AED 3,044

AED 3,060 total

includes taxes & fees

15 Oct - 16 Oct

Secluded Villa Banditello with Panoramic Valley Views near Montepulciano

A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

Slices of bread topped with a white spread, possibly cream cheese or butter, arranged on a tray.

Two outdoor hanging chairs in a garden with a stone building in the background.

A wooden deck with a swimming pool, overlooking a vineyard and distant hills.

8. Agritourism in val d'orcia

Agritourism in val d'orcia

montalcino

The price is AED 617

AED 617

AED 1,395 total

includes taxes & fees

13 Oct - 14 Oct

Agritourism in val d'orcia

A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

A modern kitchen with grey cabinets, a central island, and a dining area with clear chairs.

A stone patio with a round table and chairs, surrounded by lush greenery and potted plants.

A rectangular swimming pool with a stone border, surrounded by grass and a few trees.

9. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills

Trequanda, Siena

7.0 out of 10, Good, (2 reviews)

7.0/10

Good

(2 reviews)

"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...

Harald B.

The price is AED 444

AED 444

AED 847 total

includes taxes & fees

13 Oct - 14 Oct

Romantic farm in the Sienese hills

10. Montecchio di Cortona

Montecchio di Cortona

Montecchio

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."

Monica S.

The price is AED 325

AED 325

AED 399 total

includes taxes & fees

19 Oct - 20 Oct

Montecchio di Cortona

A rectangular swimming pool with stone steps leading into it, surrounded by a grassy area with trees and umbrellas.

A traditional villa with a gravel driveway, a garden with neatly trimmed hedges, and a small outdoor seating area.

A garden with a pergola, two lounge chairs, and a row of lavender plants.

A landscaped garden with pathways, neatly trimmed hedges, and a variety of trees and shrubs.

11. Apartment with pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view, close to Montepulciano

Apartment with pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view, close to Montepulciano

Torrita Di Siena

Apartment with pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view, close to Montepulciano

A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

A bathroom with a stone sink, a soap dispenser, and a towel rack.

A patio with a round table and four chairs, surrounded by a green metal railing.

A modern living room with a sofa, a coffee table, a mirror, and a staircase.

12. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Bagni San Filippo

The price is AED 407

AED 407

AED 580 total

includes taxes & fees

14 Oct - 15 Oct

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

A narrow stone alley with potted plants and benches.

A bedroom with stone walls, a wooden ceiling, a bed with a quilt, a bedside table with a lamp, and a window.

A rustic room with a stone wall, a fireplace, a white sofa, and a wooden bench.

A rustic kitchen with stone walls, wooden beams, a bar area with stools, and a small table with kitchenware and flowers.

13. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI)

9.8 out of 10, Exceptional, (78 reviews)

9.8/10

Exceptional

(78 reviews)

"Stunning location in a beautiful part of the country."

Robert S.

The price is AED 617

AED 617

AED 839 total

includes taxes & fees

1 Nov - 2 Nov

The House of Alice, charm and relaxation

A park with picnic tables, a playground, and a gravel path.

A bedroom with a bed, a wardrobe, a chair, and a window with curtains.

A two-story building with a central staircase, potted plants, and a white car parked in front.

A dining area with a round table covered by a lace tablecloth, a chandelier, and a fireplace in the background.

14. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Cortona

The price is AED 259

AED 259

AED 333 total

includes taxes & fees

14 Oct - 15 Oct

Holiday home with panoramic terrace ideal for families and couples

A stone building with a wooden door and two windows with shutters.

A neatly made bed with white linens, a bedside table with a lamp, a small table with towels and a book, and a wicker basket with tea set.

A stone building with a sign reading "Borgo di Mezzo".

A wooden table set with white dishes, a teapot, and a yellow fruit on a balcony overlooking a lush landscape.

15. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

Montalcino

9.6 out of 10, Exceptional, (23 reviews)

9.6/10

Exceptional

(23 reviews)

"We loved our stay, the beautiful views and quiet neighborhood were just amazing."

MICHAEL H.

The price is AED 617

AED 617

AED 839 total

includes taxes & fees

3 Nov - 4 Nov

The Casetta di Brunello, quiet and breathtaking views

A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

A modern kitchen with white cabinetry, a wooden dining table, and a staircase with wooden steps.

A cozy bedroom with a bed, a nightstand, and a window with blinds.

A kitchen with a window, white chairs, and a wooden ceiling.

16. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away

Rigutino

The price is AED 279

AED 279

AED 402 total

includes taxes & fees

13 Oct - 14 Oct

Dolce Casa 2 by Tiny Away

A terrace with a table set for breakfast, overlooking a mountainous landscape.

A bedroom with a large bed, a bench, a chair, and a window with a view.

A rustic dining area with a round wooden table, clear chairs, a red chair, and a vase of purple flowers.

A living room with a fireplace, wooden beams, a sofa, and a chair.

17. Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace

Castelnuovo dell'Abate

The price is AED 494

AED 494

AED 675 total

includes taxes & fees

18 Oct - 19 Oct

Il Borghetto - The House of Elba, rooftop panoramic terrace

A building with a stone facade, multiple windows, and a balcony.

A bedroom with a bed, a wooden wardrobe, a chandelier, a nightstand with a lamp, and a window with curtains.

An outdoor brick barbecue with a chimney, surrounded by a grassy area with potted plants.

A stone archway leading to a building with a tiled roof, surrounded by gravel and potted plants.

18. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Cortona

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

A dining area with a wooden table, two chairs, a vase with flowers, a candle holder, and a fireplace.

A bathroom with a white sink, a mirror, and a vase with purple flowers. There are two bottles of soap on a tray.

A bedroom with a bed, bedside table, chair, dresser, and a window with a view.

19. The Gelda house, relax with a view

The Gelda house, relax with a view

Castelnuovo dell'Abate

9.6 out of 10, Exceptional, (15 reviews)

9.6/10

Exceptional

(15 reviews)

"Loved our stay...lovely and quiet..great location "

Lisa K.

The price is AED 411

AED 411

AED 584 total

includes taxes & fees

21 Oct - 22 Oct

The Gelda house, relax with a view

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

A covered outdoor seating area with a table and chairs, overlooking a scenic landscape.

A modern bathroom with a large window, a white sink, and a glass-enclosed shower area.

A room with two beds, a desk, a chair, a TV, and a wardrobe.

20. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda

Montalcino

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"

Johannes S.

The price is AED 494

AED 494

AED 576 total

includes taxes & fees

14 Oct - 15 Oct

Podere Belsogno-camera Lavanda

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Montepulciano Hotel Reviews

Podere La Rocca

10/10 Excellent

"I had a wonderful time! The property was well maintained, the room was clean, the staff were attentive and friendly and professional!"

Jennifer 4-night trip

Posted 9 hours ago

Podere La Rocca

Nuovo Etruria Resort

10/10 Excellent

"The location of this place was a little outside of the town itself but the staff and amenities made up for it."

Andrew 1-night trip

Posted 12 hours ago

Nuovo Etruria Resort

Terra Antica Resort

10/10 Excellent

"Amazing stay for our family of 4!! 1000% recommend for the views, the pool, the room, the helpful staff, the breakfast, the location and how convenient it is to so many towns around Tuscany."

Nikhil 3-night trip

Posted 1 day ago

Terra Antica Resort

Il Tosco

10/10 Excellent

"Amazing property, fabulously appointed an upscale B&B experience. Complicated logistics are made easy through top notch communication and help. The food is exceptional and the host is amongst the best we have encountered! A do not miss! 10/10⭐️"

Margaret 1-night trip

Posted 2 days ago

Il Tosco

Hotel Panoramic Montepulciano

8/10 Good

"Ok."

Yuanjun 1-night trip

Posted 2 days ago

Hotel Panoramic Montepulciano

Palazzo Mosela Alla Porta

10/10 Excellent

"This was a spacious room in a good location at the north end of town, bottom of the hill. There is a small parking area just outside the gate. Clean room with a great view!"

John 3-night trip

Posted 3 days ago

Palazzo Mosela Alla Porta

Albergo San Biagio

10/10 Excellent

"It was a great relaxing stay. Very quiet. Clean room. Superb dinner. Breakfast was tasty. Didn’t have the energy to use the indoor pool."

Eyal 1-night trip

Posted 7 days ago

Albergo San Biagio

Borgo Tre Rose

8/10 Good

"This is my second time staying here. It’s a nice place to stay, but the restaurant’s quality could be improved."

Jinhee 1-night trip

Posted 8 days ago

Borgo Tre Rose

Villa Svetoni Wine Resort

10/10 Excellent

"proximité de montapulciano et la gentillesse du personnel."

Helene 2-night trip

Posted 8 days ago

Villa Svetoni Wine Resort

Search Vacation Homes in Montepulciano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montepulciano vacation homes

1. Double room with private bathroom in the countryside 5 minutes from Montepulciano

2. Holiday Home in Villa Pandolfina near Montepulciano

3. "Il Focolare" Superior Apartment in Monticchiello

4. Eagle House

5. Suite Gioconda - Podere Casa Rossa in Pienza

6. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

7. Secluded Villa Banditello with Panoramic Valley Views near Montepulciano

8. Agritourism in val d'orcia

9. Romantic farm in the Sienese hills

10. Montecchio di Cortona

11. Apartment with pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view, close to Montepulciano

12. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

13. The House of Alice, charm and relaxation

14. Holiday home with panoramic terrace ideal for families and couples

15. The Casetta di Brunello, quiet and breathtaking views

16. Dolce Casa 2 by Tiny Away

17. Il Borghetto - The House of Elba, rooftop panoramic terrace

18. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

19. The Gelda house, relax with a view

20. Podere Belsogno-camera Lavanda

Find vacation rentals that suit your style

Top Montepulciano Hotel Reviews

Podere La Rocca