Boccheggiano Vacation Rentals from ￥13,025: Search Short-Term Rentals

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Our top choices for Boccheggiano vacation rentals

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

1. Country House il Ciliegio

Roccastrada

Maaike

￥14,895 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

2. Tuscasì Aparthotel

Sovicille

Sergey

￥13,025 total

includes taxes & fees

Nov 20 - Nov 21

A patio with a round table and chairs, a window with blinds, and a view of trees and hills.

3. Panorama-Ferien-Toscana Your vacation home in Tuscany

Massa Marittima

stefano f.

￥19,080 total

includes taxes & fees

Nov 11 - Nov 12

A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

4. Detached house with a garden, just a few minutes from the Abbey of San Galgano

Toscana

Julie M.

￥21,271 total

includes taxes & fees

Nov 4 - Nov 5

A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

5. Agriturismo Benvenuti

Roccastrada

"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."

Ivano

A cozy room with a wooden ceiling, a dining table set with plates, cups, and a vase, and a sofa with a book on it.

6. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Località Gerfalco Montieri

A stone building with a flat roof, multiple windows, and a small porch area.

7. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi

￥35,806 total

includes taxes & fees

Oct 31 - Nov 1

A bedroom with a four-poster bed, a nightstand, a bedside table, a vase, a window with curtains, and a ceiling with exposed beams.

8. Panorama-Ferien-Toscana Your vacation home in Tuscany

Massa Marittima

￥20,712 total

includes taxes & fees

Nov 11 - Nov 12

An outdoor dining area with stone walls, tables, and chairs.

9. Giacinto – Classic Double Room

Piloni

￥19,777 total

includes taxes & fees

Nov 2 - Nov 3

A person relaxing in a hot tub with a glass of wine.

10. Botrona B&B

Scarlino

Anna

￥13,817 total

includes taxes & fees

Nov 1 - Nov 2

11. Residence Arianna

Sovicille

Violeta

￥23,488 total

includes taxes & fees

Nov 9 - Nov 10

A stone courtyard with a bench, potted plants, and a building in the background.

12. Casa di Campagna in Toscana

Sovicille

Sally

￥14,950 total

includes taxes & fees

Nov 15 - Nov 16

A cozy room with stone walls, a fireplace, a television, and a dining area with a table set for two.

13. Palazzo Malfatti - Standard Studio

Massa Marittima

John H.

￥18,671 total

includes taxes & fees

Nov 4 - Nov 5

A kitchen with a stone wall, wooden cabinets, a dining table with chairs, and a window.

14. Panorama-Ferien-Toscana Your vacation home in Tuscany

Massa Marittima

Mark V.

A historic building with arched windows and a central emblem.

15. Palazzo Malfatti - Deluxe Apartment with a View of Piazza Garibaldi

Massa Marittima

Leslie T.

￥26,967 total

includes taxes & fees

Nov 2 - Nov 3

A courtyard with a stone staircase, potted plants, and a large rock sculpture.

16. Palazzo Malfatti - Two-Bedroom Apartment for 4 People

Massa Marittima

Nicola A.

￥32,154 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a tiled roof, a brick pathway, and a small grassy area.

17. Le Mascie Country House

Casole d'Elsa

Misti

A balcony with potted plants, a white plastic chair, and a view of a town with buildings and a tower.

18. Apartment 'Carmelita' with Balcony and Wi-Fi

Massa Marittima

"Pros: Il mio soggiorno presso la casa Carmelita è stato a dir poco spettacolare. Il design elegante , combinato con i suoi servizi di alto livello, ha reso l'esperienza davvero rilassante e piacevole. La titolare è attenta e cortese ha soddisfatto ogni mia esigenza, assicurando che il mio soggiorno fosse il più confortevole possibile. Grazie alla sua posizione comoda e al servizio eccellente, la casa vacanza Carmelita sarà la mia scelta preferita per l'alloggio ogni volta che mi reco a Massa...

Anonymous traveler

￥41,797 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

19. Exclusive Stone Tower.

Casciano

Ryan C.

￥24,629 total

includes taxes & fees

Nov 2 - Nov 3

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

20. Bosco della Spina

Murlo

Amir

￥16,914 total

includes taxes & fees

Nov 1 - Nov 2

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Top Boccheggiano Hotel Reviews

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

10/10 Excellent

"Honestly, the photos don't even do justice to the amazing views this property offers. Whether day or night, you'll try to capture each and every sunrise and sunset. This property is perfect if you're looking for something off the beaten path, yet feels like you're coming "home" after a day of traveling and sightseeing. The town of Montalcino is idyllic - wonderfully pleasant people, lots of eateries from which to choose and so many cute shops. Lastly, Camilla made this whole process carefree and personalized. Her rapid response to questions will have you feeling comfortable you made the right decision on the perfect property with a caring and responsive owner."

Bosco della Spina

10/10 Excellent

"우리는 주방이 있는 룸에 머물렀는데 요리하는데 아무 불편함이 없었어요. 창문을 못열어 조금 아쉬웠지만 팬이 잘 작동하였고 침구도 아주 뽀송.. 특히 베쓰타올이 좋았어요. 넘 조용하고 휴식하기 아주 좋은 장소입니다. VF 걷는길에 넘 피곤하여 휴식하러 들렀는데 아주 만족했어요"

Private House with Exclusive Swimming Pool Heated and Amazing View

8/10 Good

"This is an incredible Villa! The views of Tuscany from this house are amazing. Lia & Marco are great hosts. It is important to note that there are several flights of stairs from the parking area up to the villa. So anyone having mobility issues would be problematic. You should also be aware of the number of stairs to negotiate bringing luggage into the Villa! However the pool was great & Boccheggiano is a quaint village located on a hilltop with a great pizza restaurant."

Valdonica Winery & Vineyard Residence

10/10 Excellent

"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only regret is that we could not stay longer. Seriously cannot overstate how relaxing and beautiful this place is, will be recommending to friends and family and hopefully returning soon ourselves!"

Montebelli Agriturismo & Country Hotel

8/10 Good

"If you are driving here you may be surprised by the rough and sometimes narrow track to the hotel - especially if you meet oncoming cars. We liked the dining experience (lunch and dinner were very good and breakfast was ok). The spa was ok too - probably better on a cooler day. We loved the wine and overall had a very pleasant stay here. Very glad to have air con in the room."

Find out more about Boccheggiano

Search for holiday rentals in Boccheggiano on Expedia! You can easily find your home rentals, villas, holiday apartments in Boccheggiano using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Boccheggiano?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Boccheggiano, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Boccheggiano?

Private House with Exclusive Swimming Pool Heated and Amazing View: Visitors like this Boccheggiano vacation home rental. It is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Boccheggiano?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Boccheggiano stay.

What’s there to see and do in Boccheggiano?

Explore the area and family-friendly sights such as Piscina Il Giunco, or get out into nature at a spot like I Canaloni del Torrente Farma. In the larger area, you’ll find Abbazia di San Galgano and Arco Senese.

What’s a vacation rental in Boccheggiano like?

Vacation rentals are private properties you can book for a couple of days or more in Boccheggiano. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.

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Check prices for these dates

Our top choices for Boccheggiano vacation rentals

1. Country House il Ciliegio

2. Tuscasì Aparthotel

3. Panorama-Ferien-Toscana Your vacation home in Tuscany

4. Detached house with a garden, just a few minutes from the Abbey of San Galgano

5. Agriturismo Benvenuti

6. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

7. Podere Cagnesi: Relaxation in the Heart of Nature

8. Panorama-Ferien-Toscana Your vacation home in Tuscany

9. Giacinto – Classic Double Room

10. Botrona B&B

11. Residence Arianna

12. Casa di Campagna in Toscana

13. Palazzo Malfatti - Standard Studio

14. Panorama-Ferien-Toscana Your vacation home in Tuscany

15. Palazzo Malfatti - Deluxe Apartment with a View of Piazza Garibaldi

16. Palazzo Malfatti - Two-Bedroom Apartment for 4 People

17. Le Mascie Country House

18. Apartment 'Carmelita' with Balcony and Wi-Fi

19. Exclusive Stone Tower.

20. Bosco della Spina

Find vacation rentals that suit your style

Top Boccheggiano Hotel Reviews

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Relais Le Macine di Stigliano

Hotel Girifalco - Nature & Relax

Bosco della Spina

Belvedere Siena Hills: Tuscan farmhouse with panoramic views & A/C

Relax Hotel Acquaviva

Private House with Exclusive Swimming Pool Heated and Amazing View

Valdonica Winery & Vineyard Residence

Montebelli Agriturismo & Country Hotel

Find out more about Boccheggiano

Frequently asked questions

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