Family-friendly vacation rentals in Province of Siena

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Top-rated family-friendly rentals in Province of Siena

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Guest favorite

Home in Siena

4.96 out of 5 average rating, 121 reviews

Domus Nannini - Loggia Salimbeni SPA

Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

Jan 31 – Feb 7

G$100,531 GYD per night

Guest favorite

Apartment in Siena

4.95 out of 5 average rating, 271 reviews

Siena Old Town, "I Pellegrini"

For those who want to immerse themselves in the magical and medieval atmosphere of the historical center of Siena. In a beautiful historic palace between Piazza del Campo and the Duomo overlooking the roofs of Siena and sunset over the Church of San Domenico. Being on the top floor it is bright and quiet, but cozy and equipped. The highlights are the location, the beauty of the building and the particular attention to cleanliness and hygiene. Many stairs, but comfortable and beautiful, in fact they are registered as a monument

Jan 18 – 25

G$21,183 GYD per night

Guest favorite

Apartment in Siena

4.9 out of 5 average rating, 338 reviews

Brunello apartment...for wine lovers

"Brunello apartment" is located in the heart of the city centre. Just 50mt from the parking and 200mt from "Il Campo" square you can have a full immersion in this medieval town. The 50sq flat, at the first floor (only 10 steps), is brand new and has a private entrance, one bedroom, one kitchen and a bathroom. Of course it has wifi connection, air conditioning and everything you need for a confortable holiday (nespresso machine, microwave, kettle, fridge etc). We also provide towels and linens.

Dec 17 – 24

G$23,025 GYD per night

Guest favorite

Apartment in Siena

4.99 out of 5 average rating, 139 reviews

Villa di Geggiano - Alfieri Suite

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.

Nov 11 – 18

G$71,559 GYD per night

Guest favorite

Villa in Siena

4.97 out of 5 average rating, 153 reviews

Virgi House

Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

Nov 12 – 19

G$37,508 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 332 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.

Dec 5 – 12

G$33,364 GYD per night

Guest favorite

Condo in Siena

4.92 out of 5 average rating, 119 reviews

Charming apartment in the heart of Siena

The apartment is located in historic centre of Siena, in one of the fascinating streets which leads directly to the main square Piazza del Campo. Strategic location of the apartment makes it an ideal starting point for exploring Siena and it's surroundings, perfect as for single travellers and couples, as for families with kids. In the day of Palio from the windows of the apartment you can enjoy watching historical parade when passing by before entering in Piazza del Campo

Aug 26 – Sep 2

G$25,784 GYD per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 240 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Nov 16 – 23

G$34,139 GYD per night

Guest favorite

Apartment in Siena

4.91 out of 5 average rating, 292 reviews

Historical apartment

Apartment in the heart of Siena. Three large bohemian lounges. It feels like living in the late 1800s. Original furniture and antique objects. A collection of portraits on the walls make the atmosphere very original and unique. The recently renovated place has a modern kitchen and a comfortable bathroom, ideal for visiting the city.

Jul 20 – 27

G$36,976 GYD per night

Guest favorite

Home in Siena

4.96 out of 5 average rating, 630 reviews

Green Oasis in Old Town

In the heart of the historic center but at the same time in the tranquility of nature. Just a 2-minute walk from PIAZZA DEL CAMPO, the tourist heart of the city, but in a private location, quiet and with a private garden. There are 2 electric gates to access it, so maximum safety. Regional Code 052032LTN0236

Dec 16 – 23

G$21,874 GYD per night

Guest favorite

Apartment in Siena

4.98 out of 5 average rating, 297 reviews

In Siena, between roofs and sky.

In the center of Siena's history, between roofs and sky, you will be accommodated in a cozy and spacious apartment that you can share with your family and with your friends. Located in the heart of the city, it's just a few steps from the Cathedral and the marvelous Piazza del Campo.

Aug 4 – 11

G$30,824 GYD per night

Guest favorite

Farm stay in Pari

4.98 out of 5 average rating, 226 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Apr 23 – 30

G$20,693 GYD per night