Holiday Rentals Boccheggiano from £62: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Boccheggiano holiday 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

includes taxes & fees

8 Nov - 9 Nov

A kitchen with a wooden ceiling, a central island with bar stools, a fireplace, and a bookshelf.

2. Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi

Montieri

includes taxes & fees

8 Nov - 9 Nov

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.

3. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

20 Nov - 21 Nov

A stone patio with metal chairs and a table, surrounded by greenery and a stone wall.

4. Holiday Apartment 'Lavanda' with Mountain View, Shared Pool & Wi-Fi

Montieri

includes taxes & fees

8 Nov - 9 Nov

A restaurant with wooden beams, arched ceilings, and multiple tables with chairs.

5. Room 'Erbe Aromatiche - Poggio Alla Luna' with Wi-Fi

Gerfalco

includes taxes & fees

8 Nov - 9 Nov

An outdoor dining area with tables and chairs, a grill, and a fire pit.

6. Apartment 'Casa Vacanza Montecapino' in the Tuscan Hills

Chiusdino

includes taxes & fees

7 Nov - 8 Nov

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

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

Massa Marittima

stefano f.

includes taxes & fees

7 Nov - 8 Nov

8. Residence Arianna

Sovicille

Violeta

includes taxes & fees

10 Nov - 11 Nov

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

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

Toscana

Julie M.

includes taxes & fees

16 Nov - 17 Nov

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

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

Massa Marittima

Nicola A.

includes taxes & fees

8 Nov - 9 Nov

An infinity pool with a clear view of the sunset and distant mountains.

11. Villa Giglio, Botri dei Lumachi

Toscana

includes taxes & fees

9 Nov - 10 Nov

12. Villa Pianosa, Botri dei Lumachi

Toscana

includes taxes & fees

9 Nov - 10 Nov

A historic building with arched windows and a central emblem.

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

Massa Marittima

Leslie T.

includes taxes & fees

7 Nov - 8 Nov

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

14. Botrona B&B

Scarlino

Anna

includes taxes & fees

11 Nov - 12 Nov

15. Lavender Room - Poggio Alla Luna with Shared Terrace & Garden, Wi-Fi

Gerfalco

includes taxes & fees

12 Nov - 13 Nov

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

16. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi

includes taxes & fees

8 Nov - 9 Nov

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

17. Giacinto – Classic Double Room

Piloni

includes taxes & fees

18 Nov - 19 Nov

A house with a swimming pool, surrounded by a large grassy area and trees.

18. Room 'Camera 1 - Campo Ruffaldo' with Shared Pool, Wi-Fi and Air Conditioning

Massa Marittima

includes taxes & fees

8 Nov - 9 Nov

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

19. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

15 Nov - 16 Nov

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

20. 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 traveller

includes taxes & fees

17 Nov - 18 Nov

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Top Boccheggiano Hotel Reviews

Relais Le Macine di Stigliano

10/10 Excellent

"We truly had an amazing time staying here. the staff was so helpful. The room was absolutely perfect. I would highly recommend if you would like to stay in a piece of heaven. We can't wait to visit again."

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

10/10 Excellent

"Belvedere was one of the coolest places we have ever stayed. This is a rustic farmhouse in an olive grove. We had a car - necessary to access this beautiful property. The top floor is where we stayed and true to photos, someone was renting the bottom apartment but we rarely saw them. Kati, the chef, came and cooked us a traditional Tuscan meal early in our stay and the leftover kept us fed for days. (Kati is great, highly recommend). We didn’t use the pizza oven or the terraces but we spent many evenings watching the sun set on the little balcony. AC units in every room but we were there in October so they were disabled. First place in Italy with a floor oscillating fan! My hot flashes were grateful. Mosquitos in October still annoying at dusk - use bug spray. Nights got progressively cooler. Bed was comfortable (top sheet included), hot water at the ready, best coffee option is the mocha pot. Laundry was key - we took home of smell of Tuscany. Hosts live abroad but were very easy to communicate with. Highly recommend!"

Castello

8/10 Good

"Staff very welcoming. Property very clean and beds very comfortable. Bathroom very nice. Only complaint are the walls between the rooms were thin and I could hear the adjoining rooms. But about 10:30 pm, everything went quiet and slept well. Plenty of parking on property. Great restaurant near by recommended by staff, “Il Grillo Moro”, definitely top notch. Would stay again."

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"

Agriturismo il Poggiarello

8/10 Good

"The property is beautiful and the apartment is well maintained. Elena is delightful, very knowledgeable about the area and very accommodating. The wifi signal was weak unless you were outside or near the door. I had a travel router I could set up near the door, so I was able to extend the signal to the rest of the apartment."

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!"

Find out more about Boccheggiano

Everything you need to know about Boccheggiano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boccheggiano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boccheggiano holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boccheggiano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boccheggiano. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boccheggiano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boccheggiano holiday rentals we have selected for you start as low as £62 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boccheggiano rentals

At Expedia, we put the best Boccheggiano holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boccheggiano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boccheggiano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boccheggiano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Boccheggiano?

Yes, there are holiday rentals close to the most popular sights in Boccheggiano, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boccheggiano has to offer?

Private House with Exclusive Swimming Pool Heated and Amazing View: This highly rated holiday home rental in Boccheggiano is located in a rural location, and has an indoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Boccheggiano?

With 4 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Abbazia di San Galgano and Arco Senese.

What’s a holiday rental in Boccheggiano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boccheggiano. Holiday rentals provide amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.

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Our top choices for Boccheggiano holiday rentals

1. Country House il Ciliegio

2. Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi

3. Tuscasì Aparthotel

4. Holiday Apartment 'Lavanda' with Mountain View, Shared Pool & Wi-Fi

5. Room 'Erbe Aromatiche - Poggio Alla Luna' with Wi-Fi

6. Apartment 'Casa Vacanza Montecapino' in the Tuscan Hills

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

8. Residence Arianna

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

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

11. Villa Giglio, Botri dei Lumachi

12. Villa Pianosa, Botri dei Lumachi

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

14. Botrona B&B

15. Lavender Room - Poggio Alla Luna with Shared Terrace & Garden, Wi-Fi

16. Podere Cagnesi: Relaxation in the Heart of Nature

17. Giacinto – Classic Double Room

18. Room 'Camera 1 - Campo Ruffaldo' with Shared Pool, Wi-Fi and Air Conditioning

19. Casa di Campagna in Toscana

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

Find holiday rentals that suit your style

Top Boccheggiano Hotel Reviews

Relais Le Macine di Stigliano

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

Castello

Hotel La Pineta

Bosco della Spina

Relax Hotel Acquaviva

Agriturismo il Poggiarello

Private House with Exclusive Swimming Pool Heated and Amazing View

Valdonica Winery & Vineyard Residence

Find out more about Boccheggiano

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Boccheggiano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Boccheggiano holiday rentals

1. Country House il Ciliegio

2. Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi

3. Tuscasì Aparthotel

4. Holiday Apartment 'Lavanda' with Mountain View, Shared Pool & Wi-Fi

5. Room 'Erbe Aromatiche - Poggio Alla Luna' with Wi-Fi

6. Apartment 'Casa Vacanza Montecapino' in the Tuscan Hills

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

8. Residence Arianna

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

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

11. Villa Giglio, Botri dei Lumachi

12. Villa Pianosa, Botri dei Lumachi

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

14. Botrona B&B

15. Lavender Room - Poggio Alla Luna with Shared Terrace & Garden, Wi-Fi

16. Podere Cagnesi: Relaxation in the Heart of Nature

17. Giacinto – Classic Double Room

18. Room 'Camera 1 - Campo Ruffaldo' with Shared Pool, Wi-Fi and Air Conditioning

19. Casa di Campagna in Toscana

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

Find holiday rentals that suit your style

Top Boccheggiano Hotel Reviews

Relais Le Macine di Stigliano

Find out more about Boccheggiano

Frequently asked questions

Go further with the Expedia app