Pentolina Short-Term Rentals from S$69: Search Holiday Rentals

Q: What are some of the best holiday rentals that Pentolina has to offer?

Borgo Argiano : This holiday home rental outside of Pentolina is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

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Our top choices for Pentolina holiday rentals

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.

1. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

4 Nov - 5 Nov

2. Residence Arianna

Sovicille

Violeta

includes taxes & fees

10 Nov - 11 Nov

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

3. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

15 Nov - 16 Nov

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

4. Borgo Il Poggiaccio

Sovicille

Louie

includes taxes & fees

18 Oct - 19 Oct

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

5. Le Mascie Country House

Casole d'Elsa

Misti

includes taxes & fees

6 Nov - 7 Nov

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

6. Bosco della Spina

Murlo

Amir

includes taxes & fees

1 Nov - 2 Nov

A rustic stone building with a courtyard.

7. Fullino Nero

Siena

Christian

includes taxes & fees

18 Oct - 19 Oct

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

8. ApartHotel Anghel

Siena

Lauro

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, bedside table, and a window with a view of greenery.

9. La Coroncina Lodging

Siena

Hassan

includes taxes & fees

10 Nov - 11 Nov

An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

10. Ca' Bianca Tuscany Relais

Siena

Talha

A stone building with outdoor seating and a view of the countryside.

11. Antico Borgo Poggiarello

Monteriggioni

James Bakley

includes taxes & fees

16 Oct - 17 Oct

A bedroom with a bed, a radiator, a window, a painting, and a bedside table.

12. Belvedere Nada

San Rocco A Pilli

includes taxes & fees

21 Oct - 22 Oct

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

13. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

includes taxes & fees

1 Nov - 2 Nov

A bathroom with a window view of a historic building and a tiled roof.

14. Siena Vip

Siena City Centre

Heather

includes taxes & fees

2 Nov - 3 Nov

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

15. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

includes taxes & fees

2 Nov - 3 Nov

A compact kitchen with a gas stove, a refrigerator, and a wooden dining table with chairs.

16. Nido con vista

Radicondoli

includes taxes & fees

2 Nov - 3 Nov

A stone bench with a rustic fire pit in a garden setting.

17. Apartment in Chianti With Pool ID 513

Casole d'Elsa

includes taxes & fees

27 Oct - 28 Oct

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Top Pentolina Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"

Palazzo Ravizza

10/10 Excellent

"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Il Chiostro del Carmine

10/10 Excellent

"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."

Frequently asked questions

Can I find holiday rentals in Pentolina?

Yes, there are holiday rentals close to the most popular sights in Pentolina, 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 Pentolina has to offer?

Borgo Argiano: This holiday home rental outside of Pentolina is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

What can I see and do in Pentolina?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like Val di Merse. In the wider area, you’ll find Abbazia di San Galgano and I Canaloni del Torrente Farma.

What are holiday rentals like in Pentolina?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pentolina. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips.

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