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Compare 522 Villas in Pentolina with updated reviews, rates, and availability.

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (47)
"Nice house with a beautiful pool , well located to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake

10.0 out of 10, Exceptional, (45)
"AGRICOLA NECI is a luxury experience all the way. From the owner Patrick to the staff (Eva, Santiago and Gregorio) everyone was there to make sure our experience was memorable. The views of the surrounding valleys are incredible. The house itself is out of a movie. I highly recommend an extended vacation here."
Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"Fantastic location, stunning views, and amazing pool"
Luxury converted barn with hilltop views in chianti wine region, Tuscany

Independent RELAX villa 2-5 people 12 min from the sea

9.8 out of 10, Exceptional, (18)
"Die Vermieter waren überaus freundlich und sehr hilfsbereit. Die Ausstattung des Hauses ist sehr gut. Man kann sein Auto auf privatem Grund abstellen. Das Haus bietet einer Familie einen sehr ruhigen Urlaub, man ist trotzdem in 10 Minuten in der Altstadt oder in 5 Minuten beim sehr gut ausgestatteten Supermarkt COOP. "
Independent RELAX villa 2-5 people 12 min from the sea

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (96)
"Clean, very convenient, friendly.... Everything was super!"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

9.8 out of 10, Exceptional, (67)
"We loved our stay here. It was a little challenging to find the first time but so nice and quiet. Everything was as just as described. It was a wonderful experience."
Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Exclusive villa with park and private swimming pool in Siena

10.0 out of 10, Exceptional, (1)
"Ottima esperienza accompagnata dalla cordialità dei proprietari. La villa è una comoda base per visitare Siena e i dintorni. Al rientro si può godere della piscina e del panorama delle colline tra gli ulivi. La proprietaria è un'ottima cuoca se si desidera una vera cena toscana"
Exclusive villa with park and private swimming pool in Siena

Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena

Villa in Siena with 4 bedrooms sleeps 8

10.0 out of 10, Exceptional, (42)
"We spent an unforgettable week. Beautiful nature, wonderful Siena, Florence, San Gimignano, villa Capannna di Elfo. Exceptional hosts Angelica and Claudio!"
Villa in Siena with 4 bedrooms sleeps 8

Luxury villa, infinity pool, chef, pizzaiolo, massages, yoga, grocery delivery

10.0 out of 10, Exceptional, (132)
"Wonderful outdoor space, lots of rooms and space, and amazing and helpful owner. Bellissimo!"
Luxury villa, infinity pool, chef, pizzaiolo, massages, yoga, grocery delivery

Villa Larniano, With Private Pool And View On Vineyard

10.0 out of 10, Exceptional, (64)
"We had a lovely stay with 7 of us. There was plenty of area to walk and explore. We loved our wine tour with Lorenzo and our dinner with chef Robin. The house is close to the big grocery store and Siena."
Villa Larniano, With Private Pool And View On Vineyard

Villa with private swimming pool in quiet area, private garden, panoramic views

10.0 out of 10, Exceptional, (8)
Villa with private swimming pool in quiet area, private garden, panoramic views

True Tuscany Siena! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi

9.8 out of 10, Exceptional, (9)
"Family of 13 spent a week in Haven! Great hosts, the pizza meal was amazing. Lots of room in a great setting. lots to do, pool, pingpong, hiking, exploring Siena. Very clean, just a little hard to find. Thank you for being great hosts!"
True Tuscany Siena! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi

Villa Rosanna - wonderful villa with swimming pool

Villa Rosanna - wonderful villa with swimming pool

Cosy apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano

8.6 out of 10, Excellent, (8)
"nice hosts, but a little bit in the years"
Cosy apartment in villa with WIFI, pool, TV, patio, panoramic view, parking, close to San Gimignano

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"We had a great time "
Villa luna with pool and garden near the center of Siena

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica

panoramica casa con piscina privata

7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
The price is AED 374
AED 666 total
includes taxes & fees
13 May - 14 May
panoramica casa con piscina privata

Villa Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (33)
"You have all the amenities of a large, historic villa - and also the real farmland all around you. Sheep, horses, dogs - beautiful, and not in your personal space (unless you want them to be!). Pasqualina and her son Francesco are perfect hosts. Incredibly responsive, even with a language barrier. If I return to Tuscany I would want to stay here again. Thank you so much."
Villa Costa, Stunning Villa in the heart of Tuscany.

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

9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
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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Other property types in Pentolina

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (154)
"Fabulous property and staff. Rita was so helpful when our car had to be towed, we wouldn't have been able to continue our trip with out her and the other team members help. The people here are amazing."
The price is AED 596
AED 672 total
includes taxes & fees
9 May - 10 May
Il Battistero Siena - Residenza d'Epoca

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (74)
"Great experience, close to a beautiful city and castle on a hill. "
The price is AED 168
AED 198 total
includes taxes & fees
11 May - 12 May
Camping Boschetto Di Piemma

Regis Condo

9.2 out of 10, Wonderful, (59)
"Great location, very spacious, and great communication with property. Was very convenient to be able to leave our bags across the street before check in."
The price is AED 537
AED 608 total
includes taxes & fees
7 May - 8 May
Regis Condo
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.

Frequently asked questions

How much do villas in Pentolina cost?
Rates for villas in Pentolina range between AED 374 and AED 374 per night. No matter your budget, you can find a place that suits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Pentolina?
Pentolina has 522 villas to select from. Find your next perfect stay quickly and easily by clicking the “Villa” checkbox under the “Property type” tab in our filter tool.
Why book your villa in Pentolina with Expedia?
We think planning a vacation shouldn’t be hard, so if you’re on the lookout for villas at a great price, Expedia has your back. Save some cash and pick an all-inclusive stay, or splurge on a luxe villa to spoil your nearest and dearest. Our handy filters make it simple to find a place in Pentolina that suits you best.