The Best Vacation Rentals in Chianti Observatory

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

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From $148

         

10.0 (110 Reviews)

House

House with swimming pool. Medieval village in the heart of Chianti Classico

• Parking
• Pool
• TV

• Tuscany
• Castellina in Chianti

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From $245

         

9.0 (1 Review)

Resort

Bilocale 2+2

• Air Conditioner
• Parking
• Child Friendly

• Tuscany
• Barberino Tavarnelle

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From $122

         

|

10.0 (36 Reviews)

Apartment

42 m² Apartment ∙ 1 bedroom ∙ 2 guests

• 452 ft² Apartment
• Parking
• Pool
• TV

• Tuscany
• Barberino Tavarnelle

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From $141

         

9.8 (78 Reviews)

Bed & Breakfast

Palazzo Malaspina

• Air Conditioner
• TV
• Balcony/Terrace

• Barberino Tavarnelle
• San Donato in Poggio

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From $389

         

9.4 (50 Reviews)

House

Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany

• Air Conditioner
• Parking
• Pet Friendly

• Tuscany
• Barberino Tavarnelle

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From $194

         

|

New

Apartment

Appartamento 510

• Parking
• Wheelchair Accessible
• Balcony/Terrace

• Castellina in Chianti
• Sicelle

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From $486

         

10.0 (12 Reviews)

Villa

250 m² Villa ∙ 6 bedrooms ∙ 12 guests

• 2690 ft² Villa
• Air Conditioner
• Parking
• Pool

• Tuscany
• Barberino Tavarnelle

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From $88

         

9.8 (35 Reviews)

House

Borgo Sicelle

• Air Conditioner
• Parking
• Pool

• Castellina in Chianti
• Sicelle

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From $268

         

10.0 (11 Reviews)

Apartment

Beautiful apartment in Chianti on organic farm with pool and 360° sunset views

• Parking
• Pool
• Balcony/Terrace

• Barberino Tavarnelle
• Barberino Val d'Elsa

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From $143

         

New

Apartment

Appartamento 501

• Parking
• Balcony/Terrace
• Kitchen

• Castellina in Chianti
• Sicelle

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From $191

         

10.0 (6 Reviews)

Apartment

90 m² Apartment ∙ 3 bedrooms ∙ 6 guests

• 968 ft² Apartment
• Parking
• Pool
• TV

• Tuscany
• Barberino Tavarnelle

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From $137

         

9.6 (37 Reviews)

Bed & Breakfast

Bed & Breakfast Le Terrazze del Chianti

• Air Conditioner
• TV
• Balcony/Terrace

• Barberino Tavarnelle
• San Donato in Poggio

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From $1,077

         

10.0 (35 Reviews)

Villa

Villa Sonia - Luxury Villa Rental in Madonna di Pietracupa, Chianti

• Air Conditioner
• Parking
• Pool

• Tuscany
• Barberino Tavarnelle

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From $141

         

New

Apartment

Appartamento 504

• Parking
• Balcony/Terrace
• Internet

• Castellina in Chianti
• Sicelle

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From $314

         

9.2 (16 Reviews)

Apartment

Beautiful apartment for 8 people with WIFI, pool and pets allowed, close to Greve In Chianti

• Parking
• Pet Friendly
• Pool

• Tuscany
• Barberino Tavarnelle

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From $133

         

|

New

Apartment

Appartamento 503

• Parking
• Wheelchair Accessible
• Balcony/Terrace

• Castellina in Chianti
• Sicelle

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From $144

         

10.0 (3 Reviews)

Apartment

Cozy apartment in San Donato in P. FI

• Parking
• Pool
• TV

• Tuscany
• Barberino Tavarnelle

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From $133

         

New

Apartment

Appartamento 502

• Parking
• Balcony/Terrace
• Kitchen

• Castellina in Chianti
• Sicelle

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From $311

         

9.6 (7 Reviews)

House

Casa Katia I: A characteristic and welcoming apartment in the characteristic style of the Tuscan countryside, with Free WI-FI.

• Air Conditioner
• Parking
• Pet Friendly

• Tuscany
• Barberino Tavarnelle

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From $100

         

New

Apartment

Appartamento 508

• Parking
• Balcony/Terrace
• Kitchen

• Castellina in Chianti
• Sicelle

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From $290

         

9.8 (12 Reviews)

Apartment

San Donato 2 - Apartment with swimming pool

• Parking
• Pet Friendly
• Pool

• Tuscany
• Barberino Tavarnelle

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From $78

         

|

9.4 (97 Reviews)

House

La Bugia del Sensale

• Air Conditioner
• Parking
• Pet Friendly

• Tuscany
• Barberino Tavarnelle

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From $154

         

10.0 (10 Reviews)

Apartment

Appartamento Beatrice - Apartment with pool

• Parking
• Pet Friendly
• Pool

• Barberino Tavarnelle
• Barberino Val d'Elsa

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From $845

         

10.0 (12 Reviews)

Villa

Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Greve In Chianti

• Air Conditioner
• Parking
• Pool

• Tuscany
• Barberino Tavarnelle

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★ Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chianti Observatory.