Colle di Val d'Elsa Rentals

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Tuscan Villa Nr. San Gimignano large private gardens and private pool

Colle di Val d'Elsa villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$439

Farmhouse La Pieve -Casale charming

Colle di Val d'Elsa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private pool

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Price per night from

$246

LA PIEVE - Casale charming

Colle di Val d'Elsa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$265

Casale Beringhe

Colle di Val d'Elsa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

Match: Private pool

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Price per night from

$1,038

Lovely house with pool,garden,barbecue, relaxing holiday in the heart of Tuscany

Colle di Val d'Elsa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 58 minutes

Match: Private pool

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Price per night from

$364

Great rentals within 20 miles that match your search

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$1,230

Appartamento Montespertoli Chianti Firenze casa vacanze toscana

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

Match: Private pool

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Price per night from

$148

Podere degli Olivi Melograno apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$109

Podere degli Olivi Olivo apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$109

Podere degli Olivi apartment Ortensia

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$109

Farmhouse Borgo Basso

Barberino Val d'Elsa house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$584

UNA VACANZA DA SOGNO

Gaiole in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 1 minutes

Match: Private pool

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Price per night from

$271

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$770

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

Match: Private pool

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Price per night from

$1,369

Match: Private pool

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Price per night from

$1,435

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$589

Badia

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$480

Villa with 11 bedrooms with private pool, A/C and large garden. Villa Etrusca!

Montaione villa

  • 11 bedrooms
  • 14 bathrooms
  • sleeps 22

Match: Private pool

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Price per night from

$798

Match: Private pool

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Price per night from

$554

Beatifull villa with private pool

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$197

Unique private villa near Tavarnelle. 11 bedrooms, pool, SPA, A/C in the Chianti

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

Match: Private pool

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Price per night from

$1,688

Villa di Cabbiavoli

Castelfiorentino villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$1,225

Chianti Luxury Suite, Boutique Rental, Radda in Chianti - Siena

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

Match: Private pool

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Price per night from

$332

Poggerina luxury private villa with stunning view

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Beautiful location and villa, gracious and helpful hosts” I researched extensively before choosing this villa and it more than met our expectations. From the first email Emanuele and his family provided excellent service and were accessible and helpful. Moreover, they made us feel like more than paying guests, more like friends. The villa itself was very spacious and roomy, with a kitchen that had everything we needed. The views are spectacular, and it's quiet and peaceful. I would recommend doing both the pizza night and the cooking night. Both were excellent. Our stay couldn't have been any better. We would highly recommend this villa.

Responds fast! avg. 3 hours 16 minutes

Match: Private pool

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Price per night from

$615

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

Match: Private pool

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Price per night from

$2,372

Villa il Castellaccio farmhouse chianti with pool

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$554

Country House Nazzano in Chianti area near S.Gimignano (from 4 to 10 people)

Gambassi Terme villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location” We spent a wonderful week in this property which was located centrally in the Tuscany Region. Two families were easily accommodated and we were able to link the connecting rooms as if we were in one large family home. Miriam and her husband were helpful, kind and gracious hosts and nothing was ever too much trouble. All the comforts of home and the peace and quiet of an idyllic getaway. We will return to the incredible property...if our friends and family don't beat us to it!

Match: Private pool

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Price per night from

$369

romantic ancient tuscan villa B&B near Firenze

Barberino Val d'Elsa villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$984

Converted Barn Vacation Rental in Tuscany

Certaldo cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“We had a very relaxing stay in a beautiful setting.” The house is newly renovated and very clean. The setting is spectacular with beautiful views. It is in a great location for easy access to popular tourist attractions. However, we did have to provide some household essentials such as dish soap, sugar, and a few other kitchen basics that we couldn't take back with us, as we were traveling overseas.

Match: Private pool

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Price per night from

$234

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$1,037

cottages-vacation rentals

Barberino Val d'Elsa finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 54 minutes

Match: Private pool

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Price per night from

$148

Virginia, private villa with pool near Montaione. 12 persons in 6 bedrooms. A/C

Santo Stefano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$554

Etrusca is a beautiful villa located in the countryside of Montaione. Pool, A/C!

Santo Stefano villa

  • 11 bedrooms
  • 14 bathrooms
  • sleeps 22

Match: Private pool

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Price per night from

$798

Match: Private pool

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Price per night from

$993

Match: Private pool

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Price per night from

$765

Match: Private pool

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Price per night from

$405

Villa Tranquilla sleeps 6 persons in 3 bedrooms and 3 bathrooms. Near Montaione!

Santo Stefano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$405

Luxury Villa, spacious and comfortable, with

Montaione villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private pool

All filters match

Price per night from

$492

Viewing 38 of 508
rentals in Colle di Val d'Elsa

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