Casole d'Elsa Holiday Homes from €104: Search Top House Rentals

A cobblestone street with historic buildings, a wooden chair, and potted plants.

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Our top choices for Casole d'Elsa holiday homes

House with pool for 4 pax

Casole d'Elsa

Oliver E.

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Colle Val d'Elsa

Rupert H.

includes taxes & fees

20 Jul - 21 Jul

Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

16 Aug - 17 Aug

Villa with large garden in the Chianti hills

Siena

Tanya G.

includes taxes & fees

23 Jul - 24 Jul

Vana Hills House - Three Bedroom House, Sleeps 8

Monteriggioni

Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

San Gimignano City Centre

includes taxes & fees

21 Jul - 22 Jul

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

San Gimignano City Centre

includes taxes & fees

20 Jul - 21 Jul

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Castelnuovo di Val di Cecina

"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"

Lea B.

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Top Casole d'Elsa Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"An absolutely beautiful place to stay. Room was large, bed was very comfortable, view was amazing. Best thing is the garden for a delicious breakfast. Loved staying here. Even the AC worked well, and we were there during the crazy heat.."

Poderi Arcangelo

10/10 Excellent

"Our stay here exceeded expectations. Accommodations in the main building were rustic but very well maintained, and with modern amenities. It had a “small resort feel” to it. We did not visit the other buildings but safe to assume the same. Staff were very friendly and helpful. They arranged cooking classes, wine tours and helped us organize a local horseback trail ride. The main pool can get busy. Certainly not a complaint - if you’re looking to be social with others I recommend it, but if looking for a quieter setting, the detached buildings with their own pools looked quieter. You can’t always get a drink or food during the day and the reception area does close so pay attention to their hours. There is a fridge on site for guests to store some snacks and beverages. The patio, where food is served (both inside and outside options available - inside has unobstructed views). Breakfast buffet is served daily - European style, lunch needs to be pre-ordered daily and supper reservations are needed by mid afternoon. We also found guest laundry on site - washer only though. Defenitely need a car to get around the site and to tour the area. Groceries and restaurant options are a 10-20 mins drive away in smaller towns. There are multiple gathering points where you can hang out as a family or group on site. We felt we had a true Italian experience while staying here."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"Borgo refers to something like little village and that’s what this property is. A cluster of beautiful stone buildings and gravel drives surrounded by acres of olive and lavender. Beautifully appointed common and areas in rooms. Excellent restaurant with elevated cuisine. Beautiful pool. Distance skyline view of Sienna, Really no negatives. Would definitely come back."

Hotel Le Fontanelle

10/10 Excellent

"The photos might hint at the quality of the property but don’t really do it justice. The sweeping easterly, vineyard views across to Monti-in-Chianti and up to Brolio are really mesmerizing. Grounds were well kept. Breakfast had the usual Italian selection of good fruits, grains, meats, breads, and sweets. Coupled with a limited menu of ala carte items and rich cappuccinos! Our suite was located about .25mi south of the main building. We enjoyed the walk multiple times per day but grandma might not. The room was nicely appointed with a living room, large bedroom, closet space and two sink bathroom. Stocked mini-fridge and cof/tea selections. Each room had its own outdoor area with a table/chaise to enjoy with coffee or after the pool. The out door pool is not heated (indoor pool is) but very comfortable on the 90 degree days we spent there. Pool service isn’t quite the same as some resorts, as you would go to the bar to order food/beverage and they’d bring it out to your chair setup. A good selection of menu items are available to choose from. Restaurants on site were excellent. Had the Bistecca at Tuscanio and it was perfection while LaColonna’s carpaccio and fusilli dish were both a treat. Staff was friendly though a bit harried. Seemed like they just needed a few more bodies around to smooth out the place. Ilaria at the front desk was really outstanding with her command and knowledge. While Marcella really made the pool with her wry smile and daily daiquiri selection."

Find out more about Casole d'Elsa

Casole d'Elsa Holiday Homes information

Number of reviews	99
Accommodation	1509 Holiday Homes
Lowest Price	€104
Highest Price	€2,183

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Our top choices for Casole d'Elsa holiday homes

House with pool for 4 pax

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Casa Vacanze Le Case

Villa with large garden in the Chianti hills

Vana Hills House - Three Bedroom House, Sleeps 8

Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Apartment 'Volpe' with Private Pool, Wi-Fi and Air Conditioning

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

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

The Arch Among the Hills of Castellina

'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi

Casa Marisa in Castellina in Chianti

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Find holiday rentals that suit your style

Top Casole d'Elsa Hotel Reviews

Palazzo Ravizza

Castelfalfi

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Athena

Hotel Chiusarelli

Poderi Arcangelo

Borgo Scopeto Wine & Country Relais

Castello di Casole, A Belmond Hotel, Tuscany

Hotel Le Fontanelle

Find out more about Casole d'Elsa

Casole d'Elsa Holiday Homes information

Holiday Homes in Casole d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casole d'Elsa holiday homes

House with pool for 4 pax

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Casa Vacanze Le Case

Villa with large garden in the Chianti hills

Vana Hills House - Three Bedroom House, Sleeps 8

Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Apartment 'Volpe' with Private Pool, Wi-Fi and Air Conditioning

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

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

The Arch Among the Hills of Castellina

'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi

Casa Marisa in Castellina in Chianti

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Find holiday rentals that suit your style

Top Casole d'Elsa Hotel Reviews

Palazzo Ravizza

Find out more about Casole d'Elsa

Casole d'Elsa Holiday Homes information