Pentolina Vacation Rentals

Q: What's the top vacation rental in Pentolina?

Borgo Argiano : Visitors like this Pentolina vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

Where to?

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pentolina vacation 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

AED 305 total

includes taxes & fees

20 Nov - 21 Nov

2. Residence Arianna

Sovicille

Violeta

AED 551 total

includes taxes & fees

9 Nov - 10 Nov

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

3. Casa di Campagna in Toscana

Sovicille

Sally

AED 350 total

includes taxes & fees

15 Nov - 16 Nov

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

4. La Coroncina Lodging

Siena

Hassan

AED 399 total

includes taxes & fees

2 Dec - 3 Dec

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

5. ApartHotel Anghel

Siena

clifford

AED 252 total

includes taxes & fees

12 Nov - 13 Nov

A rustic stone building with a courtyard.

6. Fullino Nero

Siena

Annie

AED 469 total

includes taxes & fees

6 Nov - 7 Nov

A table set with breakfast items on a balcony overlooking a historic town.

7. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

AED 597 total

includes taxes & fees

21 Nov - 22 Nov

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

8. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

AED 411 total

includes taxes & fees

9 Nov - 10 Nov

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

9. Palazzo Pacini

Colle di Val d'Elsa

John

AED 479 total

includes taxes & fees

6 Dec - 7 Dec

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

10. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

AED 469 total

includes taxes & fees

13 Nov - 14 Nov

A stone building with a wooden door and a table with a vase of flowers.

11. Apartment in Chianti With Pool ID 455

Casole d'Elsa

AED 1,618 total

includes taxes & fees

6 Nov - 7 Nov

A patio with a table and chairs, a potted plant, and a view into a kitchen area.

12. Belvedere Nada

San Rocco A Pilli

AED 709 total

includes taxes & fees

17 Nov - 18 Nov

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

13. B&B Il Corso

Siena City Centre

Heather

AED 314 total

includes taxes & fees

8 Nov - 9 Nov

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

14. Siena Vip

Siena City Centre

Jacob

AED 423 total

includes taxes & fees

9 Nov - 10 Nov

A table with two wine glasses, a bottle, and a book.

15. Domus il Palio B&B

Ravacciano

Leo

AED 304 total

includes taxes & fees

2 Dec - 3 Dec

A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

16. Regis Condo

Siena City Centre

Jessica

AED 332 total

includes taxes & fees

30 Nov - 1 Dec

A building with a sign reading 'Villa Le Camelie' and multiple flags.

17. Villa le Camelie Siena

Petriccio

Mark

AED 325 total

includes taxes & fees

17 Nov - 18 Nov

A historic building with arched windows and a prominent entrance.

18. Casa Ciseri

Siena City Centre

Tania

AED 660 total

includes taxes & fees

4 Dec - 5 Dec

A historic building with a clock tower, arched windows, and a shop selling souvenirs.

19. PALAZZO DEL PAPA

Siena City Centre

Charles

AED 747 total

includes taxes & fees

11 Nov - 12 Nov

An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

20. Villa Montecastello

Monteriggioni

Alvaro

AED 1,312 total

includes taxes & fees

19 Nov - 20 Nov

View all properties

Find vacation rentals that suit your style

Top Pentolina Hotel Reviews

A stone building with multiple windows and a balcony, surrounded by lush greenery and trees.

Relais Le Macine di Stigliano

Sovicille

10/10 Excellent

Rene

A hotel room with a bed, a small desk, a chair, a table, and a window with curtains.

Castello

Sovicille

10/10 Excellent

Assaf

A table set for breakfast with a scenic view of hills and a cloudy sky.

Palazzo di Valli

Siena

10/10 Excellent

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

Villa Sabolini

Colle di Val d'Elsa

10/10 Excellent

Mark

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Leigh

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

Jeffrey

A spacious indoor area with a brick archway leading to a kitchen, wooden tables and chairs, and large windows offering a view of the outdoors.

Hotel More Di Cuna

Monteroni d'Arbia

10/10 Excellent

Gabriel

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

Villa del Sole Siena

Siena City Centre

10/10 Excellent

Linna

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

Agriturismo San Sano

Gaiole in Chianti

10/10 Excellent

Angela

Best Western Hotel San Marco

Siena

10/10 Excellent

Adriana

A bathroom with two sinks, a shower, and a large mirror.

Relais degli Angeli

Siena City Centre

10/10 Excellent

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

Borgo Grondaie

Siena

10/10 Excellent

tmcmaus

Hotel I Platani

Monteriggioni

10/10 Excellent

alejandro

A pathway lined with trees and a large pot in the center.

Villa Montarioso

Montarioso

10/10 Excellent

Ariany

A pool with lounge chairs and a sunset view.

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

10/10 Excellent

Anonymous traveler

An open doorway leading to a balcony with a table and chairs, a white railing, and two wall-mounted light fixtures.

Hotel Villa L'Avvenire

Petriccio

10/10 Excellent

Idania

Frequently Asked Questions

Can I find vacation rentals in Pentolina?

Yes, there are vacation rentals close to well known sights in Pentolina, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental in Pentolina?

Borgo Argiano: Visitors like this Pentolina vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation 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 larger area, you’ll find Abbazia di San Galgano and I Canaloni del Torrente Farma.

What are vacation rentals like in Pentolina?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Pentolina. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

Pentolina Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pentolina vacation rentals

1. Tuscasì Aparthotel

2. Residence Arianna

3. Casa di Campagna in Toscana

4. La Coroncina Lodging

5. ApartHotel Anghel

6. Fullino Nero

7. Residenza d'Epoca Palazzo Borghesi

8. Guild Living Siena Senior Resort & Residence

9. Palazzo Pacini

10. Il Battistero Siena - Residenza d'Epoca

11. Apartment in Chianti With Pool ID 455

12. Belvedere Nada

13. B&B Il Corso

14. Siena Vip

15. Domus il Palio B&B

16. Regis Condo

17. Villa le Camelie Siena

18. Casa Ciseri

19. PALAZZO DEL PAPA

20. Villa Montecastello

Find vacation rentals that suit your style

Top Pentolina Hotel Reviews

Relais Le Macine di Stigliano

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Pentolina?

What's the top vacation rental in Pentolina?

What can I see and do in Pentolina?

What are vacation rentals like in Pentolina?