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Vacation rentals in Colle di Val d'Elsa

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Top-rated vacation 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 favorite
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, 284 reviews

Podere Vergianoni immerso nelChianti con piscina

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 favorite
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, 198 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!

Top guest favorite
A bright bedroom features a spacious bed with crisp white linens and a decorative pillow. A vivid landscape painting hangs above, while a window with wooden frames reveals a scenic view of the Tuscan hills, complemented by soft natural light filtering through sheer curtains.
Vacation home in San Gimignano
4.98 out of 5 average rating, 135 reviews

Breathe in Tuscany: 180° view of the hills

Please note that the second bedroom is divided from the hallway by a curtain and not by a door. in Experience your experience in San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with an independent entrance, first floor and breathtaking views of the Tuscan hills. Private parking space available upon request. Entrance, living room, 2 double bedrooms, kitchen, and large bathroom. city tax to add to the price, €2.5 per person per night.

Top guest favorite
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, 164 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 favorite
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, 263 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 favorite
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, 205 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 favorite
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, 261 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 favorite
The rustic exterior of the stone cottage features a traditional red-tiled roof and large arched windows. Lush greenery and flowering plants surround the building, while the rolling hills of Tuscany are visible in the background under a clear sky.
Apartment in Poggibonsi
4.91 out of 5 average rating, 105 reviews

San Martino Cottage with large panoramic terrace

45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

Top guest favorite
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, 296 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 favorite
A well-equipped kitchen is presented, featuring wooden cabinets and a modern stove. A dining table with colorful floral patterns is set for two. Large windows allow natural light to fill the space, while a small plant adds a touch of greenery.
Condo in Poggibonsi
4.97 out of 5 average rating, 248 reviews

Amaryllis House

Delightful two-room apartment located on the first floor in a central area. It consists of a living area with a sofa, kitchen, and laptop; a bedroom with a very comfortable double bed; a bathroom with a spacious and comfortable shower. Suitable for up to 2 people. Has a large terrace. It is a 10-minute walk to the station. Free parking in front of the house or at most within 200 m. Wi-Fi access available. You can walk to Siena Eye Laser in a few minutes.

Top guest favorite
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

Top guest favorite
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, 233 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 vacation rentals

Frequently Asked Questions

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with a kitchen, over 10 homes with air conditioning, over 30 homes with wifi, 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals 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 apartment rentals in Colle di Val d''Elsa?

    Colle di Val d''Elsa has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Absolutely! We offer over 30 condo 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 apartment rentals in Colle di Val d''Elsa have free parking?

    Absolutely! We offer over 20 apartment 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 $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

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

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

  • Total vacation rentals

    Explore 160 vacation rentals in Colle di Val d'Elsa

  • Nightly prices starting at

    Colle di Val d'Elsa vacation rentals start at R174 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 5,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation 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 vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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