
House holiday rentals in Casole d'Elsa
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Quick stats about house rentals in Casole d'Elsa

Nightly prices starting at
Casole d'Elsa holiday rentals start at $183 AUD per night before taxes and fees

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Over 110 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Casole d'Elsa rentals

5 Average rating
Casole d'Elsa stays are highly rated by guests—averaging 5 out of 5!
Top-rated house rentals in Casole d'Elsa
Guests agree: These houses are highly rated for location, cleanliness and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
4.96 out of 5 average rating, 156 reviews
Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
5.0 out of 5 average rating, 143 reviews
Casa Panorama
Welcome to Casa Panorama! A cozy apartment situated in the wonderful Tuscan countryside just a stone's throw away from the medieval town of Casole d'Elsa.Casa Panorama is in between some of the most beautiful locations such as Siena,Monteriggioni,Florence,San Gimignan,Volterra and many other hidden hilltop Tuscan jewels.Our house is situated less than 1 km from the center of the very romantic town of Casole d'Elsa where there are restaurants and much to see as far as culture and art is concerned
4.99 out of 5 average rating, 113 reviews
Podere Collina
Collina è un antico podere di pietra, la casa è circondata da campi e uliveti.Dispone di un ampio giardino con piscina e una terrazza dove poter svolgere piacevoli pranzi e cene. Sono disponibili un barbecue e mobili da giardino. La strada per arrivare alla casa nell'ultimo tratto non è asfaltata e non è quindi adatta per le macchine sportive o particolarmente basse. Il percorso si presta per piacevoli passeggiate di giorno, mentre di notte si consiglia l'uso dell'auto perchè non è illuminato.
4.93 out of 5 average rating, 203 reviews
La Casa nel Vicolo - Colle di Val d'Elsa
Posizione centralissima, casa completamente ristrutturata nel 2023, accogliente e silenziosa, dotata di ogni confort. Ingresso indipendente. Situata a 50 mt. da Piazza Arnolfo di Cambio e a 300 mt. dal centro storico (raggiungibile a piedi o con l'ascensore), per chi viaggia in autobus la fermata è a soli 100 mt. Posizione strategica per visitare Siena, Firenze, San Gimignano, Volterra, Colline del Chianti e per chi vuole percorrere la Via Francigena o visitare il Parco Fluviale dell'Elsa.
4.99 out of 5 average rating, 135 reviews
Relax e charme tra le colline del chianti
Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.
4.99 out of 5 average rating, 115 reviews
Podere Piazza casa con vista panoramica
Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.
4.97 out of 5 average rating, 197 reviews
Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!
4.97 out of 5 average rating, 198 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
5.0 out of 5 average rating, 233 reviews
Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.
4.96 out of 5 average rating, 146 reviews
La Casa di Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
4.87 out of 5 average rating, 217 reviews
Explore Chianti from a Charming Stone House
Awaken in a bedroom with beamed ceilings, open doors to a private garden, and take an early morning dip in the pool. Return to a classically designed house with terra cotta floors, wood-burning fireplace, and bathrooms with exuberant tile work. Casa Marinella is the perfect place to discover Chiantishire. Fully equipped kitchen, AC in each bedroom, private garden and barbecue.
4.98 out of 5 average rating, 123 reviewsPopular amenities for Casole d'Elsa house rentals
House rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views
4.99 out of 5 average rating, 137 reviews
Palazzo Monaci - Piscina nelle crete Senesi
4.96 out of 5 average rating, 142 reviews
Ancient Barn in Chianti with Pool
4.89 out of 5 average rating, 125 reviews
Open space immerso nella natura
4.96 out of 5 average rating, 137 reviews
Country Rentals - La Canonica
4.86 out of 5 average rating, 101 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
4.91 out of 5 average rating, 128 reviews
Lovely house in a scenic and paiceful location
4.93 out of 5 average rating, 123 reviews
Podere Villetta La Colombaia
4.95 out of 5 average rating, 163 reviewsWeekly house rentals

Tramonto sul Chianti Classico
4.98 out of 5 average rating, 244 reviews
La finestra del Chianti
4.9 out of 5 average rating, 136 reviews
Charming converted Hayloft overlooking the Chianti Hills
4.97 out of 5 average rating, 307 reviews
Casa del Giardino
4.95 out of 5 average rating, 512 reviewsGorgeous Villa with Postcard Views in Historical Florence
4.98 out of 5 average rating, 168 reviews
stupenda villa nel chianti, giardino panoramico
4.96 out of 5 average rating, 47 reviews
Private House for 4P- La Capanna Di Azzurra
4.96 out of 5 average rating, 27 reviews
Charming Tuscan Villa with pool
5.0 out of 5 average rating, 23 reviewsPrivate house rentals

Rustico con jacuzzi in Toscana
4.98 out of 5 average rating, 46 reviews
The independent Cottage on the Tuscan hills
4.92 out of 5 average rating, 24 reviews
Elegante Agriturismo immerso nella natura
5.0 out of 5 average rating, 19 reviews
Villa Agnese · Pool · Duomo View · Parking
5.0 out of 5 average rating, 19 reviews
Casa Pernice · Chianti villa with private pool
5.0 out of 5 average rating, 15 reviews
La Paiolina: pool, Jacuzzi & sauna
4.98 out of 5 average rating, 58 reviews
Margherita: Tuscany views, Pool & Walk to Village
4.89 out of 5 average rating, 36 reviews
Villetta ai Colli - San Martino *Chianti*
4.91 out of 5 average rating, 35 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





