
Pet-friendly holiday rentals in Radicondoli
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Top-rated pet-friendly home rentals in Radicondoli
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Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
Outdoor spacesPetsAir conditioning

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
WalkabilityPetsBackyard

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
Outdoor spacesPetsValue

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
PetsOutdoor spacesIndoor spaces

TREEhouse / casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
WalkabilityOutdoor spacesParking

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
Outdoor spacesPetsLocation

Tuscan rural house in Mascagni Farmhouse Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
PetsWalkabilityCleanliness

Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
PetsOutdoor spacesQuiet

Il Frantoio - Charming Loft in the old town
This elegant and spacious Loft “Il Frantoio”, with a living area of 160 m², is located in the old town of the medieval village Radicondoli. The open space kitchen and livingroom area is designed to give a high comfort and reminds us the ancient function of this bluilding that was the oil mill of the comunity. The Loft was recently completly restored with a high focus on comfort and best quality materials.
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White lily with a view of Siena
Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
PetsOutdoor spacesBarbecue

La Pieve - the house next to the church
To the right of the Argenina church, after which it is named, it has the persuasive look of its 2 small arches facing west. Perhaps it was once the parish priest's house, or the one where cooking was done in the large wood-burning oven, who knows?
Outdoor spacesWalkabilityCheck-in

Borgo Ripostena – No. 8 Casa Vecchia
Charming cottage in the heart of Tuscany on a peaceful property surrounded by 5 hectares of private gardens and forest. The apartment has stunning views over San Gimignano and the Chianti Hills. One of the two bedrooms has air conditioning.
Outdoor spacesPetsSleep quality
Popular amenities for Radicondoli pet-friendly home rentals
Pet-friendly house rentals

Love in Chianti
WalkabilityPetsNearby

Torretta Apartment
WalkabilityOutdoor spacesKitchen

Private villa/swimming pool in Tuscany
WalkabilityOutdoor spacesLaundry

SuiteLouise.pool, Hot Tub,homeGym & private Garden
Outdoor spacesWalkabilityView

Podere Piazza house with panoramic view
WalkabilityOutdoor spacesKitchen

Casa Giulia di Sopra Farmhouse
WalkabilityOutdoor spacesIndoor spaces

Nada Home
PetsWalkabilityGetting around

Secret Garden Siena
WalkabilityPetsHospitality
Pet-friendly home rentals with a pool

Belforti Tower
WalkabilityPetsSleep quality

Antico Fienile Studio Apartment
Outdoor spacesPetsDecor

Holiday in antique farm, Belvedere
PetsOutdoor spacesIndoor spaces
Wp Relais Villa Vignalunga
Outdoor spacesPetsLong stay

Spacious top floor apt. with roof terrace & pool
WalkabilityOutdoor spacesFamily

La Villa Farmhouse - Chestnut, Pool & Garden
PetsOutdoor spacesLaundry

Pieve di Caminino Historic Farm
Outdoor spacesWalkabilityQuiet

Villa Capanna, Private Pool, Breathtaking Views
Outdoor spacesWalkabilityParking
Private, pet-friendly home rentals

SerenaHouse
AmenitiesLaundryHospitality

Celeste – The color of the summer sky in Tuscany
Outdoor spacesIndoor spacesCheck-in

beautiful farmhouse in the Chianti region with panoramic garden
Outdoor spacesBathroomHospitality

House in the heart of Radicondoli
HospitalityGetting aroundCondition

A Romantic Villa in the heart of Tuscany
Outdoor spacesWalkabilityKitchen

La Casetta di Brunello, very panoramic with terrace
WalkabilityOutdoor spacesView

Luxury frescoed apartment in the historical center
Outdoor spacesWalkabilityGetting around

Suite in Castello di Valle
WalkabilityOutdoor spacesPool
Destinations 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
- Parco Regionale Della Maremma
- Stazione Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Spiaggia Di Sansone
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden





