Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano

Top rated by guests
Pool
Pool
Terrace/patio
Outdoor spa tub
Exterior
review stars
9.9Outstanding
(45 Ratings)
"We absolutely loved our stay at the villa. It is clean and super spacious. The property is lovely and very well situated close to restaurants and grocery stores. The family that owns the villa wa..."
David B.
Don't miss out! Price and availability may change
9.9 / 10.0
Outstanding(45 Ratings)

Villa in Tuscany

11 guests · 6 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this villa rental

Villa Osservatorio is a 6 bedroom detached villa for up to 11 guests. For smaller groups of up to 6 people it is possible to rent half of the villa.
The road to the house is paved and lit all the way and although we are in a super quiet and private area, the property is not isolated, with two restaurants located within a 2 minute drive.
The estate consists of the rental villa and our home which is about 10 meters away where we live with our docile dog and cat. We work long hours in the city and when we are home we really appreciate the privacy of our guests and the use of an independent entrance gate.
We are set in beautifully manicured gardens with myriad ornamental plants and terracotta statues dotted throughout the grounds. There is a built-in wooden BBQ/grill and a large swimming pool (13m x 6m). We have added two beautiful wooded sun decks equipped with comfortable sofas and chairs to soak in and relax!
Amenities include, Wi-Fi (satellite) suitable for checking emails, laundry service (or requested and managed by the maid), air conditioning on request (usually not necessary pleasantly cool in summer).
Layout:
Ground floor entrance into the living room, kitchen with doors to a large covered loggia with large table and chairs. Two double bedrooms and a reading room - one has direct exit to a terrace with table and chairs. Two bathrooms with shower. Open-air loft with two single / joinable beds.
Lower level accessed by external stairs: entrance into a second living room, kitchen with doors to a covered loggia equipped with table and chairs. Two double bedrooms with direct access to the garden and a single bedroom. Two bathrooms with shower.
Maximum 2 small dogs allowed.

Tuscany, with its timeless beauty and rich history, offers an unforgettable experience to all who visit.
Our villa is an oasis of tranquility and refinement, with much to offer in its surroundings, in addition to the classic destinations known throughout the world, namely Florence, Siena, Pisa, Lucca.

Strategically located in the heart of Tuscany, the villa offers easy access to a wide range of attractions and points of interest. Just 9 kilometers away, there is the renowned Castelfalfi Golf Club, a paradise for golf lovers with its 20 holes and a wellness center that promises relaxation and regeneration.

For those who wish to explore the rich religious history of the region, San Vivaldo - also known as Little Jerusalem - is only an 8-minute drive away. This sacred place offers a unique view of the Via Crucis, with its chapels representing the crucial moments of Christ's passion.

For lovers of historic cities and culture, San Gimignano and Gambassi Terme are the closest centers, reachable in just 15 minutes by car. Here you can wander the ancient cobbled streets, admire the imposing medieval towers of San Gimignano and indulge in authentic Tuscan cuisine in the many restaurants and cafes.

Just 20 minutes away, you will find the historic towns of Volterra, San Miniato and Certaldo, each with its own unique charm and fascinating history. From Volterra, with its Etruscan ruins and winding streets, to San Miniato with its breathtaking panoramic views and Certaldo with its well-preserved medieval architecture, there is always something new to discover.

If your travel involves flights, Florence and Pisa airports are easily accessible, just an hour and fifteen minutes' drive from the villa. This convenient location makes exploring Tuscany hassle-free, whether you are traveling for business or pleasure.

For those who wish to explore the Tuscan countryside on horseback, a horse riding centre is just a 20-minute drive from the villa, offering the opportunity to venture out into the region's stunning landscapes and vineyards.

In short, the villa offers an ideal base for exploring all that Tuscany has to offer. With its central location and wide range of attractions nearby, it is the perfect place to fully immerse yourself in the beauty and culture of this breathtaking region.

eachable in just 15 minutes by car. Here you can stroll through ancient cobbled streets, admire the imposing medieval towers of San Gimignano, and delight your palate with authentic Tuscan cuisine in the numerous restaurants and cafes.

Just 20 minutes away, you'll find the historic cities of Volterra, San Miniato, and Certaldo, each with its own unique charm and fascinating history. From Volterra, with its Etruscan ruins and winding streets, to San Miniato with its breathtaking panoramic views, and Certaldo with its well-preserved medieval architecture, there's always something new to discover.

If your journey involves flights, the airports of Florence and Pisa are easily accessible, just an hour and fifteen minutes' drive from the villa. This convenient location allows you to explore Tuscany hassle-free, whether you're traveling for business or pleasure.

For those wishing to explore the Tuscan countryside on horseback, an equestrian center is just a 20-minute drive from the villa, offering the opportunity to venture among the breathtaking landscapes and vineyards of the region.

In summary, the villa offers an ideal base for exploring all the wonders that Tuscany has to offer. With its central location and wide range of nearby attractions, it's the perfect place to fully immerse yourself in the beauty and culture of this breathtaking region.

The villa is equipped with a carbon monoxide detector.

Amenities at Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano

Non-smoking
Pets allowed

Map of Tuscany


Ratings and reviews

9.9 / 10.0
Outstanding(45 Ratings)
10.0 / 10.0Outstanding·Oct 2025
We absolutely loved our stay at the villa. It is clean and super spacious. The property is lovely and very well situated close to restaurants and grocery stores. The family that owns the villa was incredibly kind to the people in our group that were stuck there due to airline cancellations. Absolute gem of a property and wonderful people.
10.0 / 10.0Outstanding·Aug 2025
Well equipped kitchen. Loved that we could eat in without fuss.Loved having the choice of tables to eat altogether
8.0 / 10.0Excellent·Jul 2025
Everything was perfect except that there were no phone network and that the WIFI quality was poor. Additionally, the host was not that reachable. Parents’ host were great on the other side. All in all, it was a nice stay in a nice villa
5.0 / 10.0·Oct 2018
This is a truly beautiful place to stay. The villa is immaculate and traditionally furnished but the true highlight is the grounds . The garden is exceptionally well landscaped with numerous seating areas for sun and shade . The infinity pool is so beautiful and a perfect size.Hosts Have and Giovanni are so welcoming and also very discreet . You will find some kind and thoughtful touches that will add to make your stay very special This is our third visit and the villa has been perfect for holidays with our teenage daughter's and also holidays with relatives. We will return to this tranquil spot .Great location too for visiting San Gimiangno (20 mins),Volterra(30 mins), Sienna(1 hour), Luca( 1hour 15) and Florence ( 1hour30 ). Don't miss Luca, and maybe go by train from poggobonsi to Florence and avoid difficulty parking. Great local restaurants too , all car journeys ( closest about 10 mins) and good value.

$$$$
vrbo logo

FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

We didn’t find pool listed as an amenity for this villa. It may be worth double checking if a pool is important for your stay.

Is Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano pet friendly?

Yes! This villa is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano?

We found 2 amenities for this rental. This includes non-smoking, and pets allowed.


Explore similar stays in Tuscany

Explore all stays