
House holiday rentals in Colle di Val d'Elsa
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Quick stats about house rentals in Colle di Val d'Elsa

Total holiday rentals
Explore 20 holiday rentals in Colle di Val d'Elsa

Nightly prices starting at
Colle di Val d'Elsa holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Colle di Val d'Elsa holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Colle di Val d'Elsa rentals

4.9 Average rating
Colle di Val d'Elsa stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Colle di Val 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, 141 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, 133 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, 113 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, 194 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, 232 reviews
Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.
4.99 out of 5 average rating, 136 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, 144 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, 215 reviews
Casa Al Poggio in Chianti Shire
Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!
4.96 out of 5 average rating, 330 reviewsTuscan Counrtry Detached House. Wi-Fi Free
Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).
4.9 out of 5 average rating, 290 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, 122 reviewsPopular amenities for house rentals in Colle di Val d'Elsa
House rentals with a pool

Ancient Barn in Chianti with Pool
4.89 out of 5 average rating, 125 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
4.91 out of 5 average rating, 124 reviews
Palazzo Monaci - Piscina nelle crete Senesi
4.96 out of 5 average rating, 138 reviews
Agriturismo Casa Giulia di Sopra
4.95 out of 5 average rating, 103 reviews
Podere Villetta La Colombaia
4.96 out of 5 average rating, 161 reviews
Suite Casa Luigi con piscina esclusiva
4.95 out of 5 average rating, 121 reviews
Lovely house in a scenic and paiceful location
4.93 out of 5 average rating, 122 reviews
Leonardo - Chianti/Siena, Firenze, San Gimignano.
4.97 out of 5 average rating, 118 reviewsWeekly house rentals

La finestra del Chianti
4.9 out of 5 average rating, 133 reviews
Casolare nel Chianti, Siena Toscana
4.83 out of 5 average rating, 166 reviews
Tramonto sul Chianti Classico
4.98 out of 5 average rating, 242 reviews
Casa Panorama
4.99 out of 5 average rating, 111 reviews
Raffaella's House nel Chianti
4.99 out of 5 average rating, 479 reviews
Charming converted Hayloft overlooking the Chianti Hills
4.97 out of 5 average rating, 305 reviews
Costalmandorlo, rustico nel cuore della Toscana
4.91 out of 5 average rating, 126 reviews
The independent Cottage on the Tuscan hills
4.91 out of 5 average rating, 23 reviewsPrivate house rentals

splendida colonica nel chianti giardino panoramico
4.96 out of 5 average rating, 47 reviews
VACANZE DA SOGNO:ARTE STORIA NATURA
4.88 out of 5 average rating, 48 reviews
Relax in Chianti countryside
5.0 out of 5 average rating, 38 reviews
Private House for 4P- La Capanna Di Azzurra
4.96 out of 5 average rating, 23 reviews
Villetta ai Colli - San Martino *Chianti*
4.91 out of 5 average rating, 33 reviews
Relaxing Tuscan Country Home with Beautiful Views
5.0 out of 5 average rating, 86 reviews
Toscana-Monteriggioni- Chianti- Francigena-
4.97 out of 5 average rating, 39 reviews
Casa La Selva
5.0 out of 5 average rating, 28 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)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





