Entire home

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

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

A stone building with a patio area, outdoor seating, and a tall tree in the foreground.
A modern glass-enclosed hot tub area with a wooden deck and a pool in the background.
A spacious living room with a high wooden ceiling, a stone fireplace, a striped sofa, and a bookshelf filled with books.
A stone staircase leading to a building with arched windows and a stone facade.
A stone building with a stone staircase leading to a door, surrounded by greenery and trees.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Hot tub on site
  • Balcony
  • Private pool
  • Dog-friendly
  • Barbecue grill
  • Air-conditioning

Explore the area

View in a map
Gambassi Terme, Firenze
  • Place, Monastery of San Vivaldo
    ‪8 min drive‬
  • Place, Castelfalfi Golf Course
    ‪15 min drive‬
  • Place, Piazza Duomo
    ‪18 min drive‬
  • Airport, Pisa (PSA-Galileo Galilei)
    ‪64 min drive‬

Rooms & beds

6 bedrooms (sleeps 11)

Bedroom 2

1 Double Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Double Bed

Bedroom 5

1 Double Bed

Bedroom 6

1 Double Bed

Bedroom 6

1 Single Bed

4 bathrooms

Bathroom 1

Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

POOL
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
San Gimignano
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (123 reviews)
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

About the area

Gambassi Terme

Located in Gambassi Terme, this villa is in a rural area. Sant'Agostino Church and Rocca of Montestaffoli are local landmarks, and some of the area's activities can be experienced at Teatro del Silenzio and Castelfalfi Golf Course. Peccioli Prehistoric Park and Ra-Ma snc are also worth visiting. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with mountain biking, cycling and horse riding.
View more Villas in Gambassi TermeOpens in a new window
Map
Gambassi Terme, Firenze

What's nearby

  • Monastery of San Vivaldo - 8 min drive - 6.1 km
  • Castelfalfi Golf Course - 15 min drive - 13.5 km
  • Piazza Duomo - 18 min drive - 16.7 km
  • San Gimignano Communal Palace - 18 min drive - 16.7 km
  • Piazza della Cisterna - 19 min drive - 17.8 km

Getting around

  • Poggibonsi-San Gimignano Station - 28 min drive
  • Peretola Airport (FLR) - 61 min drive

Restaurants

  • ‪La Casaccia - ‬19 min drive
  • ‪Bar Centrale - ‬12 min drive
  • ‪La Taverna del Castello - ‬12 min drive
  • ‪Iciampa - ‬13 min drive
  • ‪La Laconda Del Gobbe Nero - ‬15 min drive

Frequently asked questions

Does Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano have a pool?

Yes, this property has an outdoor pool.

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

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 10 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano?

On-site parking is available at the property.

What time is check-in at Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano?

Check-in begins at 2:00 PM.

What time is check-out at Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano?

Checkout is at 10:00 AM.

Where is Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano located?

Situated in a rural location, this villa is within 9 miles (15 km) of Monastery of San Vivaldo, Castelvecchio Natural Reserve and Pieve di Santa Maria a Chianni. Castelfalfi Golf Course and Sant'Agostino Church are also within 9 miles (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 51 out of 55 reviews
Rating 8 - Good. 4 out of 55 reviews
Rating 6 - Okay. 0 out of 55 reviews
Rating 4 - Poor. 0 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful villa for our family. Perfect location for day trips throughout Tuscany and returning to a relaxing pool.
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful villa and the photos don’t do it justice. It’s spacious and the grounds are stunning with great views and plenty of places to enjoy quiet time.The hosts were lovely and helpful, we hired a chef on their recommendation which was fabulous. Supermarkets were a short drive and the restaurants that were suggested were great too.I would definitely recommend!
Stayed 8 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exceptional home in a perfect location. The villa, pool and grounds are gorgeous. The home modern and updated. Staff was friendly and helpful. We couldn’t ask for a better stay
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A truely beautiful Villa and grounds. Very relaxing and quiet. The pool was great, so where the oitdoor retreats and the grounds immaculate. Probably the best VRBO property I have stayed at. Definatly need a car to get around but plenty of restaurants close by. Host very responsive.
Stayed 8 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for a family stay

Great property - well located for interesting day trips.
Stayed 8 nights in Sep 2024
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
Beautiful property, location and outstanding outdoor space. Stocked well with great space for outdoor dining. Worked very well for a large group and the communication and service was wonderful. A few unfortunate items of concern. Mattresses were old and hard. Cleanliness was an issue, specifically one of the bathrooms and bedrooms was not cleaned at all or well. Could use a deep clean regularly. Property was stunning, if properly cleaned and with better bedding, would rate perfectly.
Stayed 6 nights in Jul 2026
Response from VrboOwner on 15 Jul 2026
Dear Andrea, we are truly sorry to hear that you experienced an issue with the cleaning, and we wish you had informed us immediately. We would have acted without delay. Regarding the beds, they are not old, and as for the firmness, we understand that personal habits and preferences can vary. Thank you Maurizio & family
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well equipped kitchen. Loved that we could eat in without fuss.Loved having the choice of tables to eat altogether
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Villa

Great villa
Stayed 7 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay

Everything about the house and property are incredible - the pictures don't do it justice!
Stayed 7 nights in Jun 2023
Response from VrboOwner on 19 Jun 2023
We thank you very much for your feedback. You are always welkome at the Villa. Best regards Cheti
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb villa in the heart of Tuscany

Fantastic Villa, suitable for all ages ( our guest ranged from 12 to 80 years). Great location, near to all local attractions. Would recommend to family and friends.
Stayed 14 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Such a nice place

We had a really nice stay in this nice place. Thank You so much for sharing. // with love linda
Stayed 14 nights in Jul 2022
Response from VrboOwner on 18 Aug 2022
Thank you very much for your kind feedback. You are always welkome. Best regards
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful!

We had a wonderful time. Such a great property.
Stayed 6 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic quiet place

Very nice place. Swimming pool absolutely top as well as the whole garden. Rooms and terraces spacious.
Stayed 28 nights in Jun 2023
Response from VrboOwner on 26 Jul 2023
Thank you very much for your good feedback. You are always welkome Cheti
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family reunion in Tuscany

We had a great stay. The pool and gardens were lovely and it was very peaceful. Even in the very hot July weather it stayed cool and breezy as it is high up. Lots of nice villages and towns to visit 10-20mins drive away.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location

Great stay

We have a great stay. The pool and the garden are great and perfect for us (3 Family). The communication was good. Just to be noted that the house is perfect for 8 people (4 rooms), but the 2 other spaces with bed are not really rooms and noisy as open on the living room (1 room an 1
Stayed 7 nights in Aug 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Nice villa in Toscana

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
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stevens family trip 2023

It was an amazing stay. The grounds were wonderful. Our grands loved the pool area and with so many areas to relax. The only downside was the kitchen was SO small. I guess Americans use our kitchen space more and no oven made it difficult to plan meals in. Overall was great.
Stayed 7 nights in May 2023
Response from VrboOwner on 8 Jun 2023
Good morning, we thank you very much for feedback and your time you spent to write it. You are always welkome. regards Cheti
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfort and Beauty

A stunning property. You really come to appreciate the Tuscan country side and it’s beauty. I come to this region every year and this by far was the best property I stayed. Attention to detail, cleanliness and peace of mind. The owners are wonderful people.
Stayed 7 nights in Aug 2023
Response from VrboOwner on 19 Aug 2023
We thank you so much for your kind feedback. You are always welkome to the propety. Best regards Cheti
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Tuscany Vacation

This property is absolutely gorgeous and a perfect location to visit all the sites in Tuscany. The property manager was wonderful and even made reservations for us at a wonderful local restaurant the evening we arrived. She helped us find a local guide for Florence and someone to give us a cooking lesson. The owners live on the property but we rarely saw them. Amazing place and great location. I highly recommend it.
Stayed 7 nights in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Italian Besties

Our group of 5 women celebrating a number of life milestones had a wonderful week. Check in was easy and the villa was amazing. Our only issue through the entire week was that the battery in the gate fob died and we were momentarily trapped inside with a pending golf tee time! The owner quickly realized our issue and gave us his fob and we were on our way within a few moments. Everything was wonderful and as expected!
Stayed 7 nights in Sep 2023
Response from VrboOwner on 4 Oct 2023
We thank you very much for your good feedback. You are always welkome. Regards
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful family stay in sunny Tuscany

We have enjoyed our stay tremendously. The house is situated on a high hill, therefore quite cool at night. The owners and caretakers are wonderful. The interior and exterior is done in a traditional and elegant style. All rooms were very clean. The are mosquito screens on all windows. Also shutters. Airconditioning available but even in mid August hardly necessary. Pool is large, clean and very nice. several wonderful and cosy seating area's . We enjoyed the nearby towns of San Gimignano, Volterra and of course the Paleo in Sienna. We would love to come again. What we missed? Hardly anything. The kitchens could use a true oven. But with all the wonderful nearby restaurants, that is hardly and issue.
Stayed 9 nights in Aug 2023
Response from VrboOwner on 30 Aug 2023
Dear Florian We thank you so much for your wonderful feedback. You are always welkome . Cheti
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family stay in summer

We were two families with 6 children ranging in age from 5 - 16. We used both apartments, and there was plenty of space for all. The position was good, although like most places in Tuscany it does require you to drive everywhere. The Villa grounds were the highlight for us. The pool and gardens were beautiful, and there were so many outside areas to relax. Plenty of room to spread out if needed! The apartments are charming inside. The kitchens are fairly basic, but fine. The cutlery and glassware is a little lacking, and updating this would improve the experience. We had a chef come and cook a dinner for us one night, which was absolutely fantastic. Overall, we absolutely loved our stay here and wish we were back there now! Some printed materials on the surrounding area would have been appreciated -with details of supermarkets, restaurants, wineries, banks and any other local tips. Thank you to our English speaking host Cheti who managed all the communications.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 4 Aug 2022
We thank you very much for your nice feedback. You are always welcome. Cheti
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely perfect!

We had an amazing time at this villa. Gorgeous setting with an amazing pool. Plenty of space to spend afternoons outside . The house has two stories , one upstairs with 2 full bedrooms and a loft with 2 small beds . A full kitchen and 2 full bathrooms . An amazing terrace with a large table to have meals outside. Downstairs is the other part of the house with 3 full bedrooms and bathrooms as well . This one has a bigger kitchen and also an amazing outdoor seating space overlooking the backyard. The house is in a very private area but a 10 minute drive from the closest town where you can find a supermarket . It’s necessary to have a car . We visited other towns during our stay . Pienza, Volterra, Siena , Florence and San Gimingnano. The family that owns the villa lives right next to this villa . They are very kind and willing to help you with any questions. If you don’t speak Italian , you can communicate with Cheti via what’s up . She was very helpful with everything we needed during our stay. We really love this place and will try to come back one day ! Note : the use of AC is per request . Extra charged if you need to use the AC all the time. They also offer to wash your clothes . (We used both ) Thank you for letting us stay and enjoy your gorgeous place! The lehnhoff family!
Stayed 5 nights in Jun 2022
Response from VrboOwner on 11 Jul 2022
Vanessa, we thank you very much for your good feedback. You are always welkome to the Villa.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic stay. Property was perfect!
Stayed 7 nights in Sep 2026
Tell us how we can improve our siteShare feedback