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Holiday houses in Colle di Val d'Elsa

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Top-rated holiday rentals in Colle di Val d'Elsa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 289 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top Guest favourite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 200 reviews

Garden House

"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

Guest favourite
A cozy sleeping area features a spacious bed with a neutral-toned blanket. Textured stone walls provide a rustic backdrop, complemented by rich red curtains framing a window. A simple shelf with books adds functionality, while a chandelier illuminates the space above.
Condo in Colle di Val d'Elsa
4.78 out of 5 average rating, 166 reviews

Stone apartment Colle di Val d'Elsa

Delizioso monolocale al secondo piano nel centro storico di Colle Val d'Elsa. Molto vicino alla stazione dei Bus. Facilmente raggiungibili le principali mete (San Gimignano, Volterra, Siena, Firenze) Comodo letto NUOVO king size (160x190) Ampio parcheggio gratuito a partire da 300m (siamo in ZTL) Discount e supermarket nelle vicinanze L'appartamento non è adatto a persone anziane. NO ESCORT. VIETATO FUMARE ALL'INTERNO. Check-in dalle 14:00. Check-out entro le 10:00. Leggi più dettagli sotto

Top Guest favourite
A decorative wall shelf is embedded in a stone wall, featuring a small potted plant and a light fixture above. Below the plant, a set of wine glasses is arranged on a glass surface, adding a touch of elegance to the rustic backdrop.
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 265 reviews

House for the Coast

In the center, a completely renovated, cozy and quiet historic house from the 1300s, equipped with every comfort. Independent entrance, kitchen, living room and bathroom and upstairs double bedroom and bathroom. Located 100 meters from Piazza Arnolfo and 200 meters from the historic center, for those traveling by bus the stop is just 200 meters away. Convenient location for visiting Siena, Florence, San Gimignano, Volterra, Chianti and for walking the Via Francigena or taking the Elsa Trail.

Top Guest favourite
The living area features polished wooden floors and a cozy sofa. A painting is displayed above a brick fireplace, while a television is placed on a small cabinet. A staircase with a wooden handrail leads to the upper level, illuminated by soft wall lights.
Condo in Colle di Val d'Elsa
4.98 out of 5 average rating, 207 reviews

DorminColle - Tuscan-style apartment

Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

Guest favourite
An aerial view of the historic Monteriggioni Castle showcases its medieval architecture surrounded by lush countryside. The fortified walls encircle the village, which is dotted with trees and buildings, while rolling hills extend into the distance under a sunset sky.
Cottage in Monteriggioni
4.95 out of 5 average rating, 265 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 200 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.

Top Guest favourite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi
4.99 out of 5 average rating, 299 reviews

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Top Guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 431 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top Guest favourite
A spacious living area features two green sofas adorned with red cushions. Natural light enters through large windows, partially draped with sheer curtains. Decorative shelves hold small items, and an artistic wall hanging adds color. A wooden cabinet sits against the wall.
Townhouse in Colle di Val d'Elsa
4.95 out of 5 average rating, 135 reviews

La Casa di Fiammetta - Large house with garden

Entire bright and cozy apartment, access from the main private garden. Free Wi-Fi. Entrance to large open space living room with sofas, dining room and large kitchen area with dishwasher, electric oven, microwave, fridge, 5-burner stove, toaster, electric juicer, electric kettle, espresso machine, American coffee machine, TV, safe, hairdryer. Behind the dining area is a large, fenced, and shaded private courtyard. CIN-IT052012C2Z6LY5A7U

Superhost
A spacious living area features exposed stone walls and a rustic fireplace with a television positioned nearby. A light-colored sideboard complements the warm tones of the wooden beams above. A dining table with red chairs is set beside large glass doors that open to a green outdoor space.
Home in Poggibonsi
4.89 out of 5 average rating, 268 reviews

Tuscan 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).

Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.91 out of 5 average rating, 235 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Popular amenities for Colle di Val d'Elsa holiday rentals

When is the best time to visit Colle di Val d'Elsa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$137 NZD$139 NZD$155 NZD$167 NZD$164 NZD$164 NZD$167 NZD$180 NZD$167 NZD$155 NZD$135 NZD$148 NZD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Colle di Val d''Elsa?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Colle di Val d''Elsa have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Colle di Val d''Elsa. Enjoy a tailored experience with all the comforts you desire.

  • Are there condo rentals with a dedicated workspace in Colle di Val d''Elsa?

    Yes! Work meets play with ease at over 10 condo rentals in Colle di Val d''Elsa featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Colle di Val d''Elsa vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Colle di Val d''Elsa, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Colle di Val d''Elsa?

    Colle di Val d''Elsa has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Colle di Val d''Elsa have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Colle di Val d''Elsa. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Colle di Val d''Elsa?

    Four-legged friends are welcome in Colle di Val d''Elsa. Choose from more than 20 apartment rentals for guests traveling with pets.

  • Do condo rentals in Colle di Val d''Elsa have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Colle di Val d''Elsa. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in Colle di Val d''Elsa?

    Experience the best of Colle di Val d''Elsa with our condo rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Colle di Val d''Elsa have a kitchen?

    Absolutely! We offer over 20 condo rentals with a kitchen in Colle di Val d''Elsa. Enjoy a tailored experience with all the comforts you desire.

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

  • Total holiday rentals

    Explore 160 holiday rentals in Colle di Val d'Elsa

  • Nightly prices starting at

    Colle di Val d'Elsa holiday rentals start at $18 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Colle di Val d'Elsa holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Colle di Val d'Elsa rentals

  • 4.8 Average rating

    Colle di Val d'Elsa stays are highly rated by guests—averaging 4.8 out of 5!

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