---
title: "Holiday Rentals Casole d'Elsa from £64: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk"
description: "Casole d'Elsa Holiday Rentals: find great deals on holiday home rentals, villas, apartments, cottages and other holiday homes in Casole d'Elsa with Expedia"
canonical: "https://www.expedia.co.uk/Casole-DElsa-Holiday-Rentals.d603292.Travel-Guide-HolidayRentals"
language: en-GB
market: GB
currency: GBP
prices_as_of: 2026-11-14T04:03:30Z
---

Plan your trip

- [Casole d'Elsa Travel Guide](https://www.expedia.co.uk/Casole-DElsa.dx603292)
- [Hotels in Casole d'Elsa](https://www.expedia.co.uk/Casole-DElsa-Hotels.d603292.Travel-Guide-Hotels)
- [Flights to Casole d'Elsa](https://www.expedia.co.uk/Cheap-Flights-To-Casole-DElsa.d603292.Travel-Guide-Flights)
- [Things to do in Casole d'Elsa](https://www.expedia.co.uk/Things-To-Do-In-Casole-DElsa.d603292.Travel-Guide-Activities)
- [Car Hire in Casole d'Elsa](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Casole-DElsa.d603292.Car-Hire-Guide)
- [Casole d'Elsa Holiday Packages](https://www.expedia.co.uk/Casole-DElsa.d603292.Holidays-City-Breaks)

# Search Holiday Rentals in Casole d'Elsa
![A hilltop town with historic buildings and lush greenery.](https://images.trvl-media.com/place/603292/9ba052cc-6047-4646-a5af-93b006a9af0d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, 14 – 15 December 2026](https://www.expedia.co.uk/Hotel-Search?regionId=603292&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&sort=VACATION%5FRENTAL)

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## Our top choices for Casole d'Elsa holiday rentals

### [1\. Pettirosso c/o Le Mascie](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-456.h46105641.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/47000000/46110000/46105700/46105641/14043303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Sovicille
- Price: £350, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [2\. Private estate in Tuscany with a pool—5 charming villas at Tenuta Cantona,](https://www.expedia.co.uk/Casole-DElsa-Hotels-Vrbo-Property.h127212969.Hotel-Information)

![A statue in a garden with a pool and lounge chairs.](https://images.trvl-media.com/lodging/128000000/127220000/127213000/127212969/dc514b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Toscana
- Price: £313, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [3\. Apartment 'Timignano in Agriturismo' with Mountain View, Pool among the Hills](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-Timignano-In-Agriturismo-With-Mountain-View.h137038602.Hotel-Information)

![A stone building with a covered outdoor seating area and a tree with purple flowers.](https://images.trvl-media.com/lodging/138000000/137040000/137038700/137038602/975d89a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteguidi
- Price: £281, includes taxes & fees, 4 Dec - 5 Dec, for Our top choices for Casole d'Elsa holiday rentals

### [4\. Rondine c/o Le Mascie](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-513.h64696157.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/65000000/64700000/64696200/64696157/9ba934ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Price: £176, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [5\. Apartment in Chianti With Pool ID 513](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-513.h103994942.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/104000000/104000000/103995000/103994942/0d5334e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Casole d'Elsa
- Price: £223, includes taxes & fees, 16 Nov - 17 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [6\. Apartment in Chianti with pool ID 3939](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-3939.h46105395.Hotel-Information)

![A stone building with a wooden door, a table with a vase of flowers, and a view of the countryside.](https://images.trvl-media.com/lodging/47000000/46110000/46105400/46105395/ef6a02d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Price: £259, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [7\. Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-455.h46105613.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/47000000/46110000/46105700/46105613/8f7015ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Price: £259, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [8\. Apartment in Chianti with pool ID 453](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-453.h46105496.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/47000000/46110000/46105500/46105496/3be86de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Price: £259, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [9\. Capinera c/o Le Mascie](https://www.expedia.co.uk/Casole-DElsa-Hotels-Country-House-A-Casole-DElsa-ID-451.h46105550.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/47000000/46110000/46105600/46105550/dad5c48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Price: £350, includes taxes & fees, 22 Nov - 23 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [10\. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning](https://www.expedia.co.uk/Casole-DElsa-Hotels-Holiday-Home-Ocabianca-Casa-Per-Le-Vacanze-With-Private-Terrace.h95906669.Hotel-Information)

![A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.](https://images.trvl-media.com/lodging/96000000/95910000/95906700/95906669/b718811f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Casole d'Elsa
- Guest rating: 9/10 (Wonderful, 2 reviews)
- Price: £372, includes taxes & fees, 16 Nov - 17 Nov, for Our top choices for Casole d'Elsa holiday rentals
- Review: Pros: Das Haus ist gut ausgestattet und liegt schön ruhig. Abends kann man das Zirpen der Grillen genießen, den Kauz hören und es kam auch ein Dachs vorbei! Wunderbar für Naturliebhaber. Es ist abseits gelegen. Die Gastgeber sind ausgesprochen nett und haben viele Tipps ! Sehr nette Gastfreundschaft. Ein Ort zum entspannen in der Toscana., by Anonymous traveller

### [11\. Apartment 'Nascondiglio -Agriturismo Timignano' with Mountain View, Shared Pool](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-Nascondiglio-Agriturismo-Timignano-With-Mountain-View.h137038560.Hotel-Information)

![A stone building with a covered outdoor seating area and a tree with purple flowers.](https://images.trvl-media.com/lodging/138000000/137040000/137038600/137038560/c4e6663b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteguidi
- Price: £250, includes taxes & fees, 15 Dec - 16 Dec, for Our top choices for Casole d'Elsa holiday rentals

### [12\. Eco House 'Agriturismo Timignano' with Mountain View, Pool and Privacy](https://www.expedia.co.uk/Casole-DElsa-Hotels-Eco-House-Agriturismo-Timignano-With-Mountain-View.h137038637.Hotel-Information)

![A stone building with a covered outdoor seating area and a tree with purple flowers.](https://images.trvl-media.com/lodging/138000000/137040000/137038700/137038637/03a7edc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteguidi
- Price: £295, includes taxes & fees, 4 Dec - 5 Dec, for Our top choices for Casole d'Elsa holiday rentals

### [13\. Cardellino c/o Le Mascie](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-450.h46105457.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/47000000/46110000/46105500/46105457/fd56e8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Price: £259, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [14\. Apartment in Chianti With Pool ID 3939](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-3939.h82873166.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/83000000/82880000/82873200/82873166/4bf774bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Casole d'Elsa
- Price: £328, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [15\. Apartment in Chianti With Pool ID 455](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-455.h82873172.Hotel-Information)

![A stone building with a wooden door and a table with a vase of flowers.](https://images.trvl-media.com/lodging/83000000/82880000/82873200/82873172/7bf2b4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Casole d'Elsa
- Price: £328, includes taxes & fees, 16 Nov - 17 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [16\. Apartment in Chianti With Pool ID 450](https://www.expedia.co.uk/Casole-DElsa-Hotels-Apartment-In-Chianti-With-Pool-ID-450.h82873167.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/83000000/82880000/82873200/82873167/b24c9fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Casole d'Elsa
- Price: £328, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Casole d'Elsa holiday rentals

### [17\. Country House a Casole d Elsa ID 451](https://www.expedia.co.uk/Casole-DElsa-Hotels-Country-House-A-Casole-D-Elsa-ID-451.h82873170.Hotel-Information)

![A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.](https://images.trvl-media.com/lodging/83000000/82880000/82873200/82873170/a9619d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Casole d'Elsa
- Price: £444, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Casole d'Elsa holiday rentals

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

![An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Colle di Val d'Elsa
- Guest rating: 9.6/10 (Exceptional, 104 reviews)
- Price: £98, includes taxes & fees, 3 Dec - 4 Dec, for Our top choices for Casole d'Elsa holiday rentals
- Review: We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food , by John

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

![A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/39997d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Gimignano
- Guest rating: 9.6/10 (Exceptional, 14 reviews)
- Price: £76, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Casole d'Elsa holiday rentals
- Review: The property was perfect and the host was so nice and helpful. We would definitely stay there again., by Andrew

### [20\. Palazzo al Torrione 2](https://www.expedia.co.uk/San-Gimignano-Hotels-Palazzo-Al-Torrione-2.h2528599.Hotel-Information)

![An open wooden door leading to an outdoor patio with a table and chairs.](https://images.trvl-media.com/lodging/3000000/2530000/2528600/2528599/c8735d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Gimignano City Centre
- Guest rating: 9.2/10 (Wonderful, 114 reviews)
- Price: £102, includes taxes & fees, 28 Nov - 29 Nov, for Our top choices for Casole d'Elsa holiday rentals
- Review: Very friendly host 🙌 and great location, by Klaus

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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## Find holiday rentals that suit your style

[Villas](https://www.expedia.co.uk/Hotel-Search?destination=Casole%20d'Elsa,%20Tuscany,%20Italy&regionId=603292&latLong=43.342625,11.045027&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=VILLA)

[Apartments](https://www.expedia.co.uk/Hotel-Search?destination=Casole%20d'Elsa,%20Tuscany,%20Italy&regionId=603292&latLong=43.342625,11.045027&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APARTMENT)

[Aparthotels](https://www.expedia.co.uk/Hotel-Search?destination=Casole%20d'Elsa,%20Tuscany,%20Italy&regionId=603292&latLong=43.342625,11.045027&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APART%5FHOTEL)

[Condos](https://www.expedia.co.uk/Hotel-Search?destination=Casole%20d'Elsa,%20Tuscany,%20Italy&regionId=603292&latLong=43.342625,11.045027&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CONDO)

[Cottages](https://www.expedia.co.uk/Hotel-Search?destination=Casole%20d'Elsa,%20Tuscany,%20Italy&regionId=603292&latLong=43.342625,11.045027&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=COTTAGE)

[Chalets](https://www.expedia.co.uk/Hotel-Search?destination=Casole%20d'Elsa,%20Tuscany,%20Italy&regionId=603292&latLong=43.342625,11.045027&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CHALET)

## Top Casole d'Elsa Hotel Reviews

### [Palazzo delle Erbe](https://www.expedia.co.uk/Casole-DElsa-Hotels-Palazzo-Delle-Erbe.h113451295.Hotel-Information)

![A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.](https://images.trvl-media.com/lodging/114000000/113460000/113451300/113451295/9cd2ff0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Village of Casole d'Elsa
- Review: Good location, friendly helpful staff, excellent internet. Parking is a bit hit and miss in the road but ok, by Eric, 6 June 2026, rated 10/10 Excellent

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

![A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/b7790c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteriggioni
- Review: Lovely staff and facilities, by Tracey, 25 July 2026, rated 10/10 Excellent

### [Hotel Palazzo San Lorenzo & SPA](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information)

![A swimming pool, steps, and a grassy area with umbrellas.](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/beaa28a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Colle di Val d'Elsa
- Review: It is a lovely hotel situated in a charming old hill town , close to Siena and San Gimiano. The hotel room was well appointed, the restaurant was excellent, convenient free parking around the corner, wifi. I would stay here again and would recommend it, by Charles, 31 October 2014, rated 10/10 Excellent

### [Tenuta Decimo](https://www.expedia.co.uk/San-Gimignano-Hotels-Tenuta-Decimo.h29271333.Hotel-Information)

![A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.](https://images.trvl-media.com/lodging/30000000/29280000/29271400/29271333/dd199544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Gimignano
- Review: The property is very nice and very peaceful, the room was big and very clean. It's on the outskirts of San Gimiliano about 15 minutes driving. It's very close to Volterra too. The property will be amazing for summer as it's has a lovely pool and chill out areas. We loved the tranquility of the place., by Victoria, 19 April 2026, rated 8/10 Good

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

![A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.](https://images.trvl-media.com/lodging/2000000/1530000/1521600/1521591/1ab1512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Gimignano
- Review: Hotel Sovestro is a friendly, relaxing place with two swimming pools and an indoor and outdoor breakfast area. Linked to the hotel next door is a lovely restaurant. Our stay was perfect at the hotel. The room was spacious and comfortable with a balcony overlooking the Tuscan countryside. The continental breakfast choice is outstanding and the entire hotel is kept very clean and up together. The walk to San Gimignano was a little further than we anticipated but it can be done in a leisurely 30..., by Ruth, 11 September 2013, rated 10/10 Excellent

### [Albergo Etruria](https://www.expedia.co.uk/Volterra-Hotels-Albergo-Etruria.h3015233.Hotel-Information)

![An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.](https://images.trvl-media.com/lodging/4000000/3020000/3015300/3015233/c6d42c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Volterra
- Review: My partner and I spent one night in Volterra and we could not believe our luck when we walked in to the Albergo Etruria. We were made to feel immediately welcome and a family feeling permeated our whole time there. The hotel is imaginatively and beautifully decorated, very clean and comfortable, situated in a wonderful location and there is an attention to detail which is very rare nowadays. A beautiful feeling of tranquility exists throughout the hotel. Our room, 26 'Il balconcino', was..., by Anonymous traveller, 9 September 2016, rated 10/10 Excellent

### [Villa San Lucchese](https://www.expedia.co.uk/Poggibonsi-Hotels-Villa-San-Lucchese.h1685892.Hotel-Information)

![An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/84804899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Poggibonsi
- Review: A perfect location for exploring Tuscany. A lovely base with great facilities and great to swim in the pool after a day's sightseeing., by Anonymous traveller, 8 August 2015, rated 10/10 Excellent

### [Hotel Certosa Di Maggiano](https://www.expedia.co.uk/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

![A hotel room with a large bed, a vanity with a mirror, and a green archway.](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/f77d43f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Siena
- Review: This is the hotel of dreams. I will remember this place for a very long time. Stunning spot, amazingly friendly staff. We ate in the restaurant (tasting menu) which was out of this world. Breakfast lovely Loved the pool Amazing amazing place., by Lizzy, 14 July 2026, rated 10/10 Excellent

### [Hotel Ristorante La Dama nella Vigna](https://www.expedia.co.uk/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information)

![A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/a5266ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteriggioni
- Review: Very nice staff and very nice place to stay., by Ryan, 15 October 2025, rated 10/10 Excellent

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

![An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/6c69e565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Gimignano City Centre
- Review: Large room. Friendly and helpful staff. Fantastic location. Would stay here again if returning., by Arthur, 19 October 2025, rated 10/10 Excellent

### [Hotel Le Colline](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Le-Colline.h18311221.Hotel-Information)

![A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.](https://images.trvl-media.com/lodging/19000000/18320000/18311300/18311221/e197fd8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: San Gimignano
- Review: No complaints at all, was excellent all round. Brilliant location for San Gimignano, by Paul, 7 September 2025, rated 10/10 Excellent

### [Belvedere di San Leonino](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information)

![A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/b46adf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Castellina in Chianti
- Review: The most beautiful and breathtaking place to stay. The staff were lovely, the rooms were quiet, the views were exceptional. The breakfast was perfect. Idyllic!, by Jess, 11 August 2026, rated 10/10 Excellent

### [La Certosa di Pontignano - Place of Charme](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8b3eb5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Castelnuovo Berardenga
- Review: This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable. We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of. The location is great too (Siena is a short drive away). The only setbacks were breakfast, very..., by Ivo, 2 January 2022, rated 10/10 Excellent

### [Villa del Sole Siena](https://www.expedia.co.uk/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information)

![A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/20246d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Siena City Centre
- Review: Excellently reception, very curteous and relaxing. Amazing position high up on the hill in medieval Siena. Fabulous but quirky room, new & lovely features. Good breakfast, nice shaded terrace, if weather nice could have an al fresco glass. Lots of tours organised as well., by Seasoned travel, 19 November 2015, rated 10/10 Excellent

### [Dievole Wine Resort](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.Hotel-Information)

![A building with a stone facade, a central arched doorway, and a window with a decorative frame.](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/65906688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Castelnuovo Berardenga
- Review: breakfast was fresh and pastries were delicious. Rooms were spacious with all the amenities. beautiful resort would absolutely stay again. all staff were friendly an accommodating, by Yoke yin, 16 June 2026, rated 10/10 Excellent

## Find out more about Casole d'Elsa

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

### Casole d'Elsa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casole d'Elsa. 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 Casole d'Elsa 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 Casole d'Elsa holiday rentals we have selected for you start as low as £64 per night. Entering your travel dates in the search wizard you might find even better deals!

### How to find incredible deals on Casole d'Elsa rentals

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

## Frequently Asked Questions

### Can I find holiday rentals in Casole d'Elsa?

Yes, there are holiday rentals in Casole d'Elsa close to Terre di Vini, or you can select a more secluded option if you're looking for a relaxing stay. Casole d'Elsa is known for its spas.

### What are some of the best holiday rentals that Casole d'Elsa has to offer?

[Borgo Argiano](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Borgo-Argiano.h21114825.Hotel-Information): This holiday home rental outside of Casole d'Elsa is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

### How many holiday rentals are there in Casole d'Elsa?

Expedia has 36 holiday rentals for your stay in Casole d'Elsa.

### What’s there to see and do in Casole d'Elsa?

Family-friendly attractions include Terre di Vini, whereas Val di Merse is a spot to enjoy the outdoors. Archeological and Collegiate Church Museum and Colle di Val d'Elsa Cathedral are a couple of places you'll find in the wider area.

### What’s a holiday rental in Casole d'Elsa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Casole d'Elsa. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.

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