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Compare 521 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)
"My wife and I both loved this property. The host (Gianni) was responsive to any questions we had. Gianni's parents (Carlo & Paula) live in the adjacent main house and were extremely hospitable. We honestly couldn't have asked for a better location or host/s. We would recommend this property to anyone that wants 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)
"What an incredible place! Patrick and his team made our stay a luxurious and memorable experience! The estate, especially the infinity-edge swimming pool are surrounded by stunning views of quintessential Tuscan courtyside, which made for some pretty epic sunsets! We also loved the lake and th golf buggies! The rooms all have private access so you have the privacy of a hotel, but with the common areas and kitchen, which were very well equipped. The daily housekeeping and cleaning of the common...
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)
"We felt so at home and at peace here. Everything was perfect and location is ideal for day trips around Tuscany. Highly recommend!"
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)
"We had such a wonderful vacation and highly recommend staying here. The villa was gorgeous and had everything we needed. The views were spectacular. We were 7 adults and two babies and the fact that we had four rooms with ensuite bathrooms was so convenient. It offered the privacy of a hotel with the downstairs layout allowing us all to be together throughout the day. Francesca was a gracious host and happy to help whenever needed. Since we stayed in April, it wasn't possible to make use of the...
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)
"The house is well equipped and perfect if you are looking for a quiet and out of the way house. Still a quick drive to Siena where everything can be found. would definitely recommend."
Villa with private pool on 25 acres in the heart of Chianti, close to 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)
"My family and I spent the last week at the villa and had a wonderful time despite some rainy weather. The villa is in a beautiful location, well maintained and extremely clean. We booked an onsite chef who prepared a fabulous dinner, we also booked the pizza chef who created the best pizza we had on the trip, he is a true artist! Valerio is an excellent host, very accessible and quickly responds to any questions or requests. We would not hesitate to stay here in the future. I highly...
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)
"La maison est très calme, très propre et bien équipée, accessible en partie par un chemin de terre depuis le joli village de Radicondoli, . La vue sur les collines avoisinantes est très agréable, en particulier de la piscine (hors-sol). Il faut compter environ 45 minutes de jolies routes pour se rendre à Sienne, Volterra ou San Giminiano. Beaucoup d'animaux sauvages dans la nature, si vous êtes chanceux comme nous... Sarka est une hôtesse sympathique et attentionnée. Avec son mari, elle produit...
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)
"The villa is beautiful, spacious, clean and comfortable. The location is excellent. There are horses and ponies on the grounds. The best part is the hostess and the host. They are so accomadating and kind. The pasta we dinner and pizza party were great! "
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

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

8.6 out of 10, Excellent, (8)
"Gite en périphérie de la ville. Pas de climatisation, mais des ventilateurs de plafonds et des moustiquaires aux fenêtres. Vieille bâtisse, mais tout est fonctionnel. Supermarché tout proche à 5 mn. San Gimignano, Sienne et Florence visités durant notre séjour de 4 nuits. Belle piscine pour se rafraichir."
Nice 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)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
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 SAR 384
SAR 682 total
includes taxes & fees
9 May - 10 May
panoramica casa con piscina privata

Villa Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (33)
"Our group of 8 lovers of food and wine thoroughly enjoyed the comfortable and spacious villa, isolated on a hilltop amongst the sheep and with 360 degree views of the Tuscan countryside and the charming small village of Radicondoli. Perfect for visiting many fascinating villages, towns, and cities of Tuscany, preparing meals of pasta and truffles with local wines, sampling freshly-pressed olive oil from nearby producers, and tasting at generations-old wineries. The one glitch we had was a...
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

Delightful villa in the heart of Tuscany

10.0 out of 10, Exceptional, (54)
"Villa Le Bolli was an amazing venue. The staff made us feel welcome and feel as if the house was our own from the start. Sometimes, it is small touches that can make a big difference. With the help of the host, we had a pizza welcoming catered dinner. The host had a wedding before our stay and used the left over flower arrangements to add decorations for us. The sunsets were amazing and the kitchen had everything that was needed. The hosts were very generous with other things such as making sure...
Delightful villa in the heart of Tuscany
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 SAR 603
SAR 681 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)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
The price is SAR 171
SAR 201 total
includes taxes & fees
8 May - 9 May
Camping Boschetto Di Piemma

Regis Condo

9.2 out of 10, Wonderful, (58)
"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 SAR 488
SAR 553 total
includes taxes & fees
27 Apr - 28 Apr
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 SAR 384 and SAR 384 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 521 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.