Title: Holiday Rentals Pentolina from £61: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Pentolina Travel Guide](https://expedia.co.uk/Pentolina.dx6285688)[Hotels in Pentolina](https://expedia.co.uk/Pentolina-Hotels.d6285688.Travel-Guide-Hotels)[Flights to Pentolina](https://expedia.co.uk/Cheap-Flights-To-Pentolina.d6285688.Travel-Guide-Flights)[Pentolina Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pentolina.d6285688.Car-Hire-Guide)[Pentolina Holidays](https://expedia.co.uk/Pentolina.d6285688.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6285688&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6285688&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [15 May - 17 May](https://www.expedia.co.uk/Hotel-Search?regionId=6285688&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [12 Jun - 14 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6285688&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pentolina holiday rentals ![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/190e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/b53ae9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/a47cb16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/64c8d4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Pozzo di Sant'Andrea [](https://www.expedia.co.uk/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information) Siena 9.8/10 Exceptional (16 reviews) "Great host, lovely place near Siena" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Prem [](https://www.expedia.co.uk/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/001e488b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/708e241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Private kitchen | Microwave](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/8c83167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/824e4462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idolina Guest House [](https://www.expedia.co.uk/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information) Montalcino 9.4/10 Exceptional (105 reviews) "Excellent service, ideal location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Nigel £82 includes taxes & fees 23 Mar - 24 Mar [](https://www.expedia.co.uk/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/7e336ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/3c123570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/35e78bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/a00997c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) Monteaperti 10/10 Exceptional (2 reviews) "We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian F. £150 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/19ef0175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/4efc6252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room (Gli Orti) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/75e7bce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/8121f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Le Scalette di Piazza [](https://www.expedia.co.uk/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information) Montalcino 9.4/10 Exceptional (90 reviews) "Great location and excellent staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jacek [](https://www.expedia.co.uk/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information) ![Food court](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/cb376ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (for 4 - 6 People) | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/4cdc2384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/97797fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 1 Bedroom, Terrace | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/ccba610a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Borgo Poggiarello [](https://www.expedia.co.uk/Monteriggioni-Hotels-Antico-Borgo-Poggiarello.h3620800.Hotel-Information) Monteriggioni 9.0/10 Wonderful (20 reviews) "We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James Bakley [](https://www.expedia.co.uk/Monteriggioni-Hotels-Antico-Borgo-Poggiarello.h3620800.Hotel-Information) ![Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/7fe98579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/65f6d95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Apartment | Private kitchen | Oven, stovetop, electric kettle](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/53d9424a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/971773cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscasì Aparthotel [](https://www.expedia.co.uk/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information) Sovicille 9.0/10 Wonderful (26 reviews) "Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sergey £69 includes taxes & fees 21 Mar - 22 Mar [](https://www.expedia.co.uk/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6a6edf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/aaeb9549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/ff10e0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/92c73dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center [](https://www.expedia.co.uk/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information) Montalcino 10/10 Exceptional (2 reviews) "Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert K. £720 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/cdb3c15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Garden View | Premium bedding, memory-foam beds, minibar, in-room safe](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/3a6f7416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self-parking](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/396ff949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | In-room dining](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/424f0a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Coroncina Lodging [](https://www.expedia.co.uk/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information) Siena 10/10 Exceptional (42 reviews) "Fantastic place, and I highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hassan £80 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information) ![Suite | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/205dcd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Courtyard View | Premium bedding, Select Comfort beds, minibar, in-room safe](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/51ef554e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/90a5d7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | View from room](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/0a16bfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Terrazza Sul Campo Rooming House [](https://www.expedia.co.uk/Siena-Hotels-La-Terrazza-Sul-Campo.h15853500.Hotel-Information) Siena City Centre 9.8/10 Exceptional (239 reviews) "Huge room! Great location " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) karen £90 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Siena-Hotels-La-Terrazza-Sul-Campo.h15853500.Hotel-Information) ![Studio, Patio, Ground Floor | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/291b1398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/d64344d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Patio, Ground Floor | Private kitchen | Fridge, stovetop, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/04effc95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Patio (3 people) | Frette Italian sheets, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/dd9dbe0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fullino Nero [](https://www.expedia.co.uk/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information) Siena 9.6/10 Exceptional (50 reviews) "Great stay! Clean rooms with air conditioning. Beautiful grounds " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian £93 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/eab05df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/4366b9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/d37077fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 1 Double Bed | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/c7b333e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Campagna in Toscana [](https://www.expedia.co.uk/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information) Sovicille 9.4/10 Exceptional (21 reviews) "Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alasdair [](https://www.expedia.co.uk/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106580000/106571200/106571121/69fb19e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106580000/106571200/106571121/fcf3f1cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106580000/106571200/106571121/e246e7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106580000/106571200/106571121/47f82037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room 'Camera Rossa' with Shared Terrace and Wi-Fi [](https://www.expedia.co.uk/Montalcino-Hotels-Bed-And-Breakfast-Camera-Rossa-With-Shared-Terrace-And-Wi-Fi.h106571121.Hotel-Information) Montalcino 10/10 Exceptional (1 review) "Host was very very kind and generous, very glad to have booked with her. No AC, but fan and open windows made it very comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam £105 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Montalcino-Hotels-Bed-And-Breakfast-Camera-Rossa-With-Shared-Terrace-And-Wi-Fi.h106571121.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/46c3ab32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Terrace (3 levels) | Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/16d2ada0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/f58a3308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/7dd80bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bosco della Spina [](https://www.expedia.co.uk/Murlo-Hotels-Bosco-Della-Spina.h1206161.Hotel-Information) Murlo 9.6/10 Exceptional (169 reviews) "Views are amazing. Staff are very pleasant and helpful. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Maureen £61 includes taxes & fees 17 Mar - 18 Mar [](https://www.expedia.co.uk/Murlo-Hotels-Bosco-Della-Spina.h1206161.Hotel-Information) ![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/da164cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/7aa0755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/a07ebcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/fe380723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Il Corso [](https://www.expedia.co.uk/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information) Siena City Centre 9.8/10 Exceptional (193 reviews) "Great location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mina [](https://www.expedia.co.uk/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information) ![Tasting room](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/bc901666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room, Air conditioning | Minibar, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/74f0dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/163ec176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/391cb1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Battistero Siena - Residenza d'Epoca [](https://www.expedia.co.uk/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information) Siena City Centre 9.6/10 Exceptional (196 reviews) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parissa [](https://www.expedia.co.uk/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/cadfe8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/35587295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/05553613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Apartment, 1 Bedroom, Patio, Valley View | View from room](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/b681ea01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country House il Ciliegio [](https://www.expedia.co.uk/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information) Roccastrada 9.2/10 Wonderful (7 reviews) "It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Maaike £61 includes taxes & fees 23 Mar - 24 Mar [](https://www.expedia.co.uk/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/265e303f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double or Twin Room | Premium bedding, memory-foam beds, desk](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/93abe2d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/a1551d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self-parking](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/b0f5db83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sportland [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Sportland.h95247428.Hotel-Information) Colle di Val d'Elsa 7.2/10 Good (5 reviews) "Struttura essenziale ed economica " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Giorgio [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Sportland.h95247428.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/cff65ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/2a33aa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/87505345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/72ce7109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Belsogno [](https://www.expedia.co.uk/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information) Montalcino 10/10 Exceptional (1 review) "Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David P. £342 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information) ![Room amenity](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/3d8bc861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/fba76c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/6ca01702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a8002544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siena Vip [](https://www.expedia.co.uk/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information) Siena City Centre 9.2/10 Wonderful (427 reviews) "Nice place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pavel £85 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/5468a801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/9102c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/b2177890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Pacini [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information) Colle di Val d'Elsa 9.8/10 Exceptional (98 reviews) "We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John £95 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07®ionId=6285688&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_SPRING_PROMO_6285688) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy®ionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy®ionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy®ionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=VILLA) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy®ionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy®ionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=COTTAGE) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy®ionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=CHALET) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy®ionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPentolina-Holiday-Rentals.d6285688.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPentolina-Holiday-Rentals.d6285688.Travel-Guide-HolidayRentals) ## Top Pentolina Hotel Reviews ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Estupenda estadia, el cuarto estaba muy comodo y limpio, nos proporcionaron agua y cafe, el staff muuuy amable, el hotel tiene unas vistas espectaculares y el desayuno buffet, delicioso, ademas de estar en una muy buena ubicacion para recorrer siena sin preocupacion, definitivamente volveria a hospedarme aqui" [](https://expedia.co.uk/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Exceptional hospitality. " [](https://expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "Perfect location … great quality/value … nice staff" [](https://expedia.co.uk/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg) ### Hotel Palazzo San Lorenzo & SPA 10/10 Excellent "Very good place, clean, good service, great food, the rooms were amazing." [](https://expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo." [](https://expedia.co.uk/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "Amazing place, super clean, great staff, beautiful and cozy." [](https://expedia.co.uk/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 10/10 Excellent "Remarkable historic monastery well maintained in an extraordinary location. Food: superb Tuscan cuisine." [](https://expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg) ### Cannon d'Oro 8/10 Good "Lovely place close to city centre. Clean and friendly. We parked out the town about 10 min walk. Free parking" [](https://expedia.co.uk/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Nice clean room. Close to train/bus station. Very good breakfast " [](https://expedia.co.uk/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ## Find out more about Pentolina **Everything you need to know about** **Pentolina** **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 Pentolina holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 Pentolina holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Pentolina holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Pentolina. 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 Pentolina 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 Pentolina holiday rentals we have selected for you start as low as £61 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Pentolina rentals** At Expedia, we put the best Pentolina 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 Pentolina 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 Pentolina 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 Pentolina. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find holiday rentals in Pentolina? ### What are some of the best holiday rentals that Pentolina has to offer? ### What can I see and do in Pentolina? ### What are holiday rentals like in Pentolina? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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