Are there family-friendly vacation rentals in Roccastrada?

Roccastrada has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Are there pet-friendly vacation rentals in Roccastrada?

Four-legged friends are welcome in Roccastrada. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Roccastrada

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Top-rated vacation rentals in Roccastrada

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Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 402 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Guest favorite

Rental unit in Caminino

4.91 out of 5 average rating, 159 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 122 reviews

Villa di Geggiano - Guesthouse

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 idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. 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.

Guest favorite

Rental unit in Montepulciano

4.97 out of 5 average rating, 366 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Guest favorite

Farm stay in Seggiano

4.99 out of 5 average rating, 225 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Guest favorite

Cottage in Ponte Feccia

4.95 out of 5 average rating, 155 reviews

Country cottage C&M surrounded by green love Tuscany

Country cottage in stone , independent in the Tuscan countryside in the province of Siena ,with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main villages of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena , Monteriggioni , an hour from Florence and 30/40min from the sea. Only 20 minutes from the beautiful Terme del Petriolo .

Guest favorite

Rental unit in Bagnoregio

4.98 out of 5 average rating, 407 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. Leaving the car at the parking lot, you will need to walk along the bridge, the only way to access our "tuff pearl". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Guest favorite

Farm stay in Simignano

4.88 out of 5 average rating, 159 reviews

Casa al Gianni - Hut

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

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 358 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Guest favorite

Home in Marrucheti _ Campagnatico

4.98 out of 5 average rating, 120 reviews

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Guest favorite

Farm stay in Campiglia D'orcia

4.93 out of 5 average rating, 338 reviews

Poggio Bicchieri Farm - Poesia

Our farmhouse is a window on the Val d 'Orcia, consisting of 2 apartments with kitchen, bedroom and bathroom. Large equipped garden. Immersed in silence, near Pienza, Montalcino, Bagno Vignoni and the natural hot springs of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.

Guest favorite

Rental unit in Monteroni d'Arbia

4.96 out of 5 average rating, 230 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Roccastrada vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Roccastrada

Superhost

Rental unit in Roccatederighi

4.96 out of 5 average rating, 27 reviews

Apartment with swimming pool - max 4 people

Guest favorite

Rental unit in Roccastrada

5 out of 5 average rating, 12 reviews

Apartment in a wine estate

Guest favorite

Home in Montemassi

4.95 out of 5 average rating, 40 reviews

Capezzuolo 33

Guest favorite

Home in Rio Marina

5 out of 5 average rating, 73 reviews

Casa del Capitano | Monte Grosso, Elba

Guest favorite

Farm stay in San Quirico D'orcia

4.96 out of 5 average rating, 24 reviews

Wine Loft in the vineyard

Guest favorite

Home in Roccastrada

5 out of 5 average rating, 79 reviews

Delightful loft surrounded by greenery with garden

Guest favorite

Cottage in Moncioni

4.95 out of 5 average rating, 83 reviews

Romantic Cottage in Chianti Set in Organic Olive Groves

Guest favorite

Vacation home in Greve in Chianti

4.91 out of 5 average rating, 90 reviews

Stunning Tuscan apartment for 2

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Quick stats about vacation rentals in Roccastrada

Total rentals
20 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
450 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
10 properties include access to wifi

Frequently Asked Questions

Are there family-friendly vacation rentals in Roccastrada?
Roccastrada has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Roccastrada?
Four-legged friends are welcome in Roccastrada. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Roccastrada

Top-rated vacation rentals in Roccastrada

Home in Panzano In Chianti

Rental unit in Caminino

Cottage in Geggiano

Rental unit in Montepulciano

Farm stay in Seggiano

Cottage in Ponte Feccia

Rental unit in Bagnoregio

Farm stay in Simignano

Farm stay in Greve in Chianti

Home in Marrucheti _ Campagnatico

Farm stay in Campiglia D'orcia

Rental unit in Monteroni d'Arbia

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Roccastrada vacation rentals

Other great vacation rentals in Roccastrada

Rental unit in Roccatederighi

Rental unit in Roccastrada

Home in Montemassi

Home in Rio Marina

Farm stay in San Quirico D'orcia

Home in Roccastrada

Cottage in Moncioni

Vacation home in Greve in Chianti

Quick stats about vacation rentals in Roccastrada

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Wifi availability

Frequently Asked Questions

Destinations to explore