Title: Holiday Rentals Montecastelli from £65: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

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## Check prices for these dates

In two weeks

[27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6285665&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6285665&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=6285665&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6285665&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Montecastelli holiday rentals

![Pool](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/f4bc046d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/d652041c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/4c3b3d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/167c2faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Legible Butterfly

[](https://www.expedia.co.uk/Castelnuovo-Di-Val-Di-Cecina-Hotels-Legible-Butterfly.h112700036.Hotel-Information)

Montecastelli Pisano

£448

includes taxes & fees

14 Feb - 15 Feb

[](https://www.expedia.co.uk/Castelnuovo-Di-Val-Di-Cecina-Hotels-Legible-Butterfly.h112700036.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/190e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Single Room | Premium bedding, free cots/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/914c3e6e.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)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/b53ae9f9.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)

![Romantic Double Room, 1 Bedroom, Non Smoking | View from room](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/43bf3cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/b9eedc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Double Room, 1 Bedroom, Non Smoking | In-room safe, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/410d45f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Double Room, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/68007f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Palazzo Tortoli

[](https://www.expedia.co.uk/San-Gimignano-Hotels-BB-Palazzo-Tortoli.h24124035.Hotel-Information)

San Gimignano City Centre

9.2/10

Wonderful

(60 reviews)

"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

April

[](https://www.expedia.co.uk/San-Gimignano-Hotels-BB-Palazzo-Tortoli.h24124035.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)

![Front of property](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/8275ba4c.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)

### 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)

![Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/1f5db71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/4db1ab72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic Area](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/b7782698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/9689fc89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Il Paradiso

[](https://www.expedia.co.uk/Guardistallo-Hotels-Residence-Il-Paradiso.h17802932.Hotel-Information)

Guardistallo

8.4/10

Very good

(26 reviews)

"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Jason

£77

includes taxes & fees

15 Feb - 16 Feb

[](https://www.expedia.co.uk/Guardistallo-Hotels-Residence-Il-Paradiso.h17802932.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)

![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)

![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)

### 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

£65

includes taxes & fees

15 Feb - 16 Feb

[](https://www.expedia.co.uk/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.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)

![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)

![Apartment (for 2 - 4 People) | 1 bedroom, hypo-allergenic bedding, down duvets, Select Comfort beds](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/53451d56.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)

### 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)

![Exterior detail](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/12ea27d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/f7bc825c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/c5858744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/96a7251a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Casa di Ines

[](https://www.expedia.co.uk/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.Hotel-Information)

San Gimignano City Centre

9.6/10

Exceptional

(8 reviews)

"Love this town. Location is great "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

£66

includes taxes & fees

3 Mar - 4 Mar

[](https://www.expedia.co.uk/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.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)

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/3b470c9c.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)

![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)

### 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

£125

includes taxes & fees

8 Mar - 9 Mar

[](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/bd0ebf61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/f9e1cfb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/49604a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/3c6be7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning

[](https://www.expedia.co.uk/Suvereto-Hotels-Apartment-Leonardo-With-Private-Terrace.h120362567.Hotel-Information)

suvereto

£123

includes taxes & fees

15 Feb - 16 Feb

[](https://www.expedia.co.uk/Suvereto-Hotels-Apartment-Leonardo-With-Private-Terrace.h120362567.Hotel-Information)

![Daily self-service breakfast (EUR 6 per person)](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/4c2ffbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/bd143c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/bb2a0dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/dddc5e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beatabb

[](https://www.expedia.co.uk/Guardistallo-Hotels-Beatabb.h89032845.Hotel-Information)

Guardistallo

9.0/10

Wonderful

(8 reviews)

"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Sheena

[](https://www.expedia.co.uk/Guardistallo-Hotels-Beatabb.h89032845.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/49be4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/2a658413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/cef626c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/530afecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

[](https://www.expedia.co.uk/Roccastrada-Hotels-Holiday-Home-Querciagrossa-Da-Dora-With-Private-Pool.h95795175.Hotel-Information)

Roccastrada

£290

includes taxes & fees

14 Feb - 15 Feb

[](https://www.expedia.co.uk/Roccastrada-Hotels-Holiday-Home-Querciagrossa-Da-Dora-With-Private-Pool.h95795175.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/26f23d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/3aa0d053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/522a6a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/bbc22256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely and typical farmhouse in the heart of Chianti

[](https://www.expedia.co.uk/Monteriggioni-Hotels-Vrbo-Property.h71640110.Hotel-Information)

Monteriggioni, Siena, Toskana

10/10

Exceptional

(2 reviews)

"I was concerned when I first booked this spot because it was a little removed from Siena or Florence. It was the BEST decision I made on our journey through Italy. The family was amazing! The weee extremely pleasant and helpful. They gave us great ideas on where to eat, cities to visit and excursions to do. Ettore set us up with reservations at a local restaurant that was amazing! It was a true Tuscan local experience. He also recommended seeing specifics parts of Siena and other local cities...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris H.

£203

includes taxes & fees

14 Feb - 15 Feb

[](https://www.expedia.co.uk/Monteriggioni-Hotels-Vrbo-Property.h71640110.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/4857caec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/e3cda133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/1bbceada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/51b8f646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment "Radicondoli House" with Balcony & Wi-Fi

[](https://www.expedia.co.uk/Radicondoli-Hotels-Apartment-Radicondoli-House-With-Balcony-Wi-Fi.h76763249.Hotel-Information)

Radicondoli Siena

10/10

Exceptional

(6 reviews)

"Beautiful apartment that is well decorated and comfortable with everything you could need Walkable to grocery store and restaurants Parking is free and close by Giovanna was so helpful and excellent communication Can't say enough about this place! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Corey

£446

includes taxes & fees

1 Mar - 2 Mar

[](https://www.expedia.co.uk/Radicondoli-Hotels-Apartment-Radicondoli-House-With-Balcony-Wi-Fi.h76763249.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/a59cfc66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/39b0bbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/918abf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/edc6d031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casale Torricella: Relax Among Woods with Sea View

[](https://www.expedia.co.uk/Montieri-Hotels-Casale-Torricella-Relax-Among-Woods-With-Sea-View.h123075794.Hotel-Information)

Montieri

£189

additional charges may apply

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Montieri-Hotels-Casale-Torricella-Relax-Among-Woods-With-Sea-View.h123075794.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)

![Garden](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/2fe340cd.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)

### 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

£88

includes taxes & fees

14 Feb - 15 Feb

[](https://www.expedia.co.uk/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/c22fa979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/984f316d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/a4f66582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/9ff41417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

[](https://www.expedia.co.uk/Sovicille-Hotels-Tuscany-12-Km-From-Siena.h90215991.Hotel-Information)

San Rocco A Pilli

9.8/10

Exceptional

(59 reviews)

"Excellent home and location. Would highly recommend!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vincent S.

£258

includes taxes & fees

27 Feb - 28 Feb

[](https://www.expedia.co.uk/Sovicille-Hotels-Tuscany-12-Km-From-Siena.h90215991.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/18a5af85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/1179a69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/a8e5cb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/b92cdaf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village

[](https://www.expedia.co.uk/Montieri-Hotels-Casa-Di-Via-Del-Corallo-Gerfalco-Charming-Apartment-In-Medieval-Village.h123081040.Hotel-Information)

Località Gerfalco Montieri

£183

additional charges may apply

15 Feb - 16 Feb

[](https://www.expedia.co.uk/Montieri-Hotels-Casa-Di-Via-Del-Corallo-Gerfalco-Charming-Apartment-In-Medieval-Village.h123081040.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/39997d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/4e7093c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/a67674df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/4734ab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Vacanze Le Case

[](https://www.expedia.co.uk/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information)

San Gimignano

9.0/10

Wonderful

(8 reviews)

"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10\. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jackie

£92

includes taxes & fees

21 Feb - 22 Feb

[](https://www.expedia.co.uk/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/4c3db146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/2b18e314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/de8a3152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/8fb3a36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

[](https://www.expedia.co.uk/Sovicille-Hotels-Room-Castagno-Agriturismo-La-Taverna-Di-Celsa-With-Shared-Pool.h125534218.Hotel-Information)

Sovicille

£170

includes taxes & fees

1 Mar - 2 Mar

[](https://www.expedia.co.uk/Sovicille-Hotels-Room-Castagno-Agriturismo-La-Taverna-Di-Celsa-With-Shared-Pool.h125534218.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=2026-02-27&endDate=2026-02-28&regionId=6285665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APARTMENT)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VILLA)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=COTTAGE)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CHALET)

Residences

[](https://www.expedia.co.uk/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=RESIDENCE)

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## Top Montecastelli Hotel Reviews

![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)

![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)

![Villa Sabolini](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3_y.jpg)

### Villa Sabolini

10/10 Excellent

"Lovely Villa. Amazing staff. Real countryside experience."

[](https://expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information)

![Hotel Leon Bianco](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35_y.jpg)

### Hotel Leon Bianco

10/10 Excellent

"Clean and surprisingly large room, with a spacious closet and bathroom. My room happened to have a window to the inside courtyard. Front desk staff/owner is exceptionally friendly, helpful, and generous. Property located right at the central plaza - cannot be more convenient!"

[](https://expedia.co.uk/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information)

![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg)

### Hotel Borgo San Luigi

10/10 Excellent

"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "

[](https://expedia.co.uk/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)

![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg)

### Hotel Toscana Ambassador

10/10 Excellent

"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "

[](https://expedia.co.uk/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information)

![Hotel Sovestro](https://images.trvl-media.com/lodging/2000000/1530000/1521600/1521591/3fc35bbb_y.jpg)

### Hotel Sovestro

10/10 Excellent

"Great Hotel"

[](https://expedia.co.uk/San-Gimignano-Hotels-Hotel-Sovestro.h1521591.Hotel-Information)

![Castello di Casole, A Belmond Hotel, Tuscany](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/4de54dac_y.jpg)

### Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent

"Amazing hotel - friendly staff - top of hotel world "

[](https://expedia.co.uk/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information)

![RELAIS SANTA CHIARA - TUSCANY CHARME](https://images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg)

### RELAIS SANTA CHIARA - TUSCANY CHARME

10/10 Excellent

"Wonderful everything ! Love to back again !"

[](https://expedia.co.uk/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information)

## Find out more about Montecastelli

**Everything you need to know about** **Montecastelli** **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 Montecastelli 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 Montecastelli holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Montecastelli holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Montecastelli. 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 Montecastelli 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 Montecastelli holiday rentals we have selected for you start as low as £65 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Montecastelli rentals**

At Expedia, we put the best Montecastelli 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 Montecastelli 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 Montecastelli 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 Montecastelli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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- [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

### Are there holiday rentals in Montecastelli?

### What are some of the best holiday rentals that Montecastelli has to offer?

### How many holiday rentals will I find in Montecastelli?

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### What are holiday rentals like in Montecastelli?

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