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17 Holiday apartments & homes for a holiday with your dog in San Gimignano & surrounding area

Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Susino Rosso
Casole d'Elsa

Susino Rosso

7 guests
140 m2
3 bedrooms
1 review

Pretty Tuscan cottage surrounded by stunning hills with private pool and terrace

VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
Casole d'Elsa

VILLA CAMILLA

5 guests
110 m2
2 bedrooms (+1)

Cozy renovated farmhouse surrounded by a large garden, completely enclosed and provided with a private 5 x 10 large swimming pool

LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
Casole d'Elsa

LA CAMBRUNA

4 guests
130 m2
2 bedrooms
9 reviews
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
Casole d'Elsa

THE CHAMPION

12 guests
350 m2
6 bedrooms
1 review

Hilltop Tuscan Villa located between Siena and Pisa, stunning views, geogeous pool and garden, sleeps 12

10%
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
Casole d'Elsa

NICE SUN

5 guests
120 m2
2 bedrooms

Cozy cottage with shared swimming pool situated on the green, panoramic hills at 1.5 km from the hilltop town of Casole d'Elsa.

-10% discount 03/29/2025 - 05/23/2025

PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
Casole d'Elsa

PANORAMIC HOUSE

4 guests
100 m2
2 bedrooms

The property is a lovingly renovated Tuscany cottage with private pool and garden for al fresco dining, ideal for families and couples seeking relaxation

TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
TAMERIGGIO
San Gimignano

TAMERIGGIO

8 guests
120 m2
3 bedrooms (+1)

Beautiful detached Tuscan villa in the Chianti hills featuring private outdoor pool, terrace and garden

Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Belvilla by OYO Cipresso Nove
Barberino Val d'Elsa
Belvilla by OYO Cipresso Nove
6 guests
105 m2
2 bedrooms
18 reviews

Ground floor: (Large kitchen(double sofa bed, TV(digital, international television channels, no dutch television channels), coffee machine(filter)

Free cancellation
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Belvilla by OYO Leccio Due
Barberino Val d'Elsa
Belvilla by OYO Leccio Due
6 guests
100 m2
2 bedrooms
9 reviews

Ground floor: (Living room(double sofa bed, TV(digital, international television channels, no dutch television channels), dining table, high chair)

Free cancellation
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Belvilla by OYO Casole d'Elsa
Casole d'Elsa
Belvilla by OYO Casole d'Elsa
3 guests
45 m2
2 bedrooms
9 reviews

Ground floor: (Living room(fireplace), open kitchen(oven), bedroom(double bed), bedroom(single bed), bathroom(shower, washbasin, toilet, bidet), air conditioning) heating(central)

Free cancellation
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Belvilla by OYO Noce Sette
Barberino Val d'Elsa
Belvilla by OYO Noce Sette
4 guests
67 m2
1 bedroom
11 reviews

Ground floor: (Living room(double sofa bed, TV(International television channels, No Dutch television channels), high chair), Kitchen(coffee machine(filter)

Free cancellation
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Belvilla by OYO Olmi
Casole d'Elsa
Belvilla by OYO Olmi
5 guests
100 m2
2 bedrooms
2 reviews

Ground floor: (Kitchen(oven), Living/diningroom(single sofa bed, TV, billiards), bedroom(double bed), bedroom(bunk bed), bathroom(shower, washbasin, toilet, bidet))

Free cancellation
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Belvilla by OYO Quercia Undici
Barberino Val d'Elsa
Belvilla by OYO Quercia Undici
4 guests
73 m2
1 bedroom
9 reviews

Ground floor: (Large kitchen(double sofa bed, TV(digital, international television channels, no dutch television channels), fireplace, coffee machine(filter)

Free cancellation
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Belvilla by OYO Sorbo Quattro
Barberino Val d'Elsa
Belvilla by OYO Sorbo Quattro
6 guests
85 m2
2 bedrooms
12 reviews

Ground floor: (Living room(double sofa bed, TV(digital, International television channels, No Dutch television channels), high chair), Kitchen(coffee machine(filter)

Free cancellation
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Belvilla by OYO Salice Sei
Barberino Val d'Elsa
Belvilla by OYO Salice Sei
4 guests
75 m2
1 bedroom
12 reviews

Ground floor: (Living room(double sofa bed, TV(International television channels, No Dutch television channels), high chair), Kitchen(coffee machine(filter)

Free cancellation
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Belvilla by OYO Melograno Otto
Barberino Val d'Elsa
Belvilla by OYO Melograno Otto
6 guests
91 m2
2 bedrooms
8 reviews

Ground floor: (Large kitchen(double sofa bed, TV(digital, International television channels, No Dutch television channels), coffee machine(filter)

Free cancellation
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Holiday home in Montecarelli with pool
Barberino Val d'Elsa
Holiday home in Montecarelli with pool
6 guests
120 m2
2 bedrooms
14 reviews

Ground floor: (Large kitchen(double sofa bed, TV(digital, international television channels, no dutch television channels), fireplace, coffee machine(filter)

Free cancellation

Guest Reviews of Vacation Rentals in San Gimignano & surrounding area

These accommodations are rated the best by vacationers

3.7

Verified guest from Tourist-paradise.com

Great location, quiet and secluded

THE CHAMPION

Casole d'Elsa

View German

Great location, quiet and secluded

The establishment of the house matches the description. In particular, the kitchens are fully equipped; however, the grill for the number of people is rather small (and old). The "welcome package" with only 3 bottles of water could not be worth mentioning; no change of bed linen after one week. The WiFi is only at "modem level"; no German TV channels. For the access (4 km steep gravel road), it is advisable to use an older car if possible - in return, one is rewarded with a great view from the terrace. The pool is large, very nice, and well maintained.


from 220€ night
5.0

Verified guest from Tourist-paradise.com

Great holiday home in a very quiet location

LA CAMBRUNA

Casole d'Elsa

View German

Great holiday home in a very quiet location

The holiday home is super equipped, the furnishings are tasteful and the house as well as the garden and pool are very clean and well-kept. The complex is secluded on a hill and can be reached via a slightly more than 2 km long gravel/forest road and can be easily mastered with an SUV. You have absolute peace and quiet here - very suitable for relaxation. Ainoa provided us with detailed directions for our arrival, so getting there was not a problem. Ainoa was also always available during our stay and made sure that nothing was missing. We had a great holiday in this holiday home and definitely want to come back!


from 232€ night
5.0

Verified guest from Tourist-paradise.com

We were in love from the first minute and will come back!

LA CAMBRUNA

Casole d'Elsa

View German

We were in love from the first minute and will come back!

After we have already booked our house for 2024, we can also give our review. The question of whether we were satisfied is therefore already redundant. Our conclusion: It was our first holiday in Tuscany and we loved our house there from the first minute and the area enchanted us. We had a super warm welcome from Ainoa from Villas in Med. Ainoa was always available for all questions and the contact beforehand was just great. Our house had everything our hearts desired, after one week there was new bed linen/towels, every other day the pool attendant came to clean and check the water values. We didn't miss anything in the top equipped kitchen. For us, it was perfect that our house was in the middle of nowhere. However, one must already like bumpy roads and for a sports car the way is definitely not suitable. Once you have reached the main road, it was quick to explore the area. We found it perfect, we were quickly on the move but had peace and quiet when we didn't want to do anything for 2 days. Our highlight was the kitchen in the conservatory. Here we gladly provided for ourselves and let the evening fade away. Perfect since it rained a lot during our time there. The small village around the corner, Casole d'Elsa, is simply magical. Our dog Grobi was loved by everyone immediately and the gigantic garden was definitely his highlight. That he was not allowed in the pool, he knows from home - so it was mega relaxed for us and him and we had so many beautiful moments. The pool and the view were just a dream. Important for dog owners: there is an open staircase in the living room, which is not easy for a dog to walk. Our dog +30 KG knows that he stays downstairs alone at night and does not use the open staircase. We wholeheartedly recommend the house and the agency and are already looking forward to our holiday there in 2024!


from 232€ night

Popular regions and locations for your Dog friendly holidays in San Gimignano & surrounding area

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