Villa Il Caggio
Villa Il Caggio, Luxury Villa with pool in San Gimignano, Tuscany, Italy
Last-Minute
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Special Offers
Book your vacation for the period from 01 April 2026 to 30 April 2026 and save 10% (minimum 4 nights). Offer valid until 28 February 2026.
Book your vacation for the period from 01 May 2026 to 31 May 2026 and save 5% (minimum 4 nights). Offer valid until 28 February 2026.
Amenities
- Swimming Pool
- House in the Countryside
- Panoramic View Hill
- Our Exclusive
- Best Price Guarantee
- Enclosed Property
- Garden, Terrace
- Outdoor Lighting
- Parking
- Wi-Fi
- Baby Bed
- Wedding
- Cancellation Cover
- Independent
- Private Swimming Pool
- Garden Furniture
- Private Outdoor Area
- Patio
- Barbecue
- Al Fresco
- Panoramic View
- Suitable for Disabled Guests
- Air Conditioning
- Heating
- Kitchen
- Fridge
- Freezer
- Stove
- Oven
- Dishwasher
- Toaster
- Coffee Machine
- Washing Machine
- Shower
- Hairdryer
- Television
- Pets Allowed on Request
- No Smoking
- Fire Extinguisher
Property Description
Villa il Caggio is a splendid villa rental with private pool in the Chianti hills of Tuscany, just 8 km from San Gimignano. If you are looking for a beautiful villa in Tuscany, you will be very satisfied with this property near the the historical city of San Gimignano: the magnificent towers and charming small streets of this spectacular village will leave you breathless.
Villa il Caggio sits on the property of a vast, renowned farm. It is a large vacation villa offering a spacious, panoramic garden and pool reserved for guests’ exclusive use.
The property has been recently renovated to preserve its original characteristics.
Villa Il Caggio is made up of a main house and a lovely annex. The splendid, welcoming interiors have been furnished in the rustic style characteristic of Tuscany country houses: it is a unique, evocative setting for an authentic Tuscan vacation. Thanks to its 7 bedrooms (all with air conditioning) and numerous common spaces, this luxurious villa can accomodate up to 14 people, and is well-suited to a large family or group of friends. The house offers all amenities for a tranquil and comfortable stay.
Outside, there is a beautiful garden with panoramic views, and a private pool equipped with sun loungers and gazebos: it is the ideal spot for relaxing and cooling off on summer days, admiring the marvelous sweeping views of the Chianti landscape. A barbecue area and covered pergola are ideal for enjoying meals outside.
The location, among the vineyards and olive groves of a vast farm in the hills of San Gimignano, offers absolute quiet and privacy.
The Chianti is among the most renowned and esteemed areas of Tuscany because of its food, wine, art and history. Characteristic villages and medieval towns such as San Gimignano, Volterra, Certaldo, Castelfiorentino, and Colle Val d'Elsa; as well as Tuscany’s most important art cities like Florence, Siena, Arezzo, Pisa and Lucca, are all within easy reach.
Access to the villa is via an approximately 1.5 km stretch of unpaved road in good condition.
At guests’ disposal:
- 7 bedrooms with air conditioning, to comfortably accomodate up to 14 people
- large, enclosed, well-tended private garden
- pool for guests’ exclusive use (14 x 7 m – maximum depth 1,4 m)
- room with billiard table
- parking within the grounds
- free wi-fi internet
- panoramic view
Distances: the center of San Gimignano with shops of all kinds only 8 km away, Certaldo 15 km, Volterra 25 km, Siena approximately 40 km, Florence approximately 50 km, Pisa (airport) 75 km.
Interior Description
400 m2
Farmhouse
Ground floor: well-stocked kitchen (oven, freezer, dishwasher) with fireplace and barbecue, large living-room with fireplace and dining area, TV-room, billiard room, double bedroom, bathroom with curb-less shower (ideal for people with limited mobility or disabilities).
1st floor: 3 double bedrooms each with ensuite bathroom with shower, 2 double bedrooms with king-size beds and ensuite bathroom with shower, toilet, living area.
Outbuilding
Ground floor: living-room with fireplace, dining area and kitchen corner (oven, freezer), toilet (washing machine).
1st floor: double bedroom, bathroom with shower.
Air conditioning in all rooms and common areas.
Licence or registration number
CIN: IT052028B5CBRW3PZK
Photo Gallery
DETAILED MAP San Gimignano, Tuscany, Italy
This is a map of the general area near the villa or apartment, it is not the exact location of the property. The map is intended to be used as a reference only. Exact directions to the villa or apartment will be sent after the booking is complete.
Availability
- Available
- Booked
- Pending
Prices
Our official Prices are in Euros. Other Currencies are Listed for Reference Only.
| Season | Start Date | End Date | Arrival Day | Min. Nights | Daily | Weekly |
|---|---|---|---|---|---|---|
| Easter | Apr 01, 2026 | Apr 06, 2026 | Any | 4 | $ 687 | $ 4373 |
| Low | Apr 06, 2026 | Apr 30, 2026 | Any | 4 | $ 721 | $ 4582 |
| Medium | Apr 30, 2026 | May 30, 2026 | Any | 4 | $ 815 | $ 5178 |
| High | May 30, 2026 | Jun 27, 2026 | Any | 4 | $ 1115 | $ 7103 |
| Top | Jun 27, 2026 | Jul 11, 2026 | Any | 4 | $ 1426 | $ 9077 |
| Super Top | Jul 11, 2026 | Aug 22, 2026 | Any | 4 | $ 1592 | $ 10129 |
| Top | Aug 22, 2026 | Aug 29, 2026 | Any | 4 | $ 1426 | $ 9077 |
| High | Aug 29, 2026 | Oct 03, 2026 | Any | 4 | $ 1115 | $ 7103 |
| Medium | Oct 03, 2026 | Oct 17, 2026 | Any | 4 | $ 858 | $ 5450 |
| Low | Oct 17, 2026 | Nov 01, 2026 | Any | 4 | $ 757 | $ 4823 |
Local Policies
Arrival between 16:00 and 19:00
Departure between 08:00 and 10:00
Pool open from 1 April to 31 October
To be paid on the spot
Not included in the rental price:
Final Cleaning (mandatory): 300.00€
Refundable Security Deposit in cash or by credit card (mandatory): 1500.00€
Pets (on request): 100.00€
Late Arrival (on request): 150.00€
Tourist tax (mandatory): 2.50€ per person per day
Included in the rental price:
Bed Linen and Towels (initial set)
Electricity
Heating
Internet Wifi
Air conditioning
Pool towels
Testimonials
My family of 6 adults and three children had the pleasure of staying at VILLA IL CAGGIO from September 13th to 20th, 2025.
The stay was booked through the Marriott Home and Villas website and prior to booking I had reached out through the booking website to obtain some additional details about the property from the property manager. I received a very timely response from Cristina from Posarelli Villas who answered all my questions. Subsequently I booked the Villa and once confirmed I was provided contact information of the concierge Valentina Nardi (Posarelli Villas and Events & Concierge) who later provided check in details and a contact of the on-site manager Emma. She also assisted with booking our on-site chef for two nights and a wine tour.
Upon arrival at the winery/reception I found Emma to be very welcoming and informative She escorted our family to the Villa and provided a tour of the property. The Villa is at the end of a gravel road approximately 3 kilometers from the winery/reception and is secluded amongst the beautiful vast acres of olives trees and grape vines.
Although the Villa is dated, the amount of space in terms of sitting areas, bedrooms (7) and washrooms was amazing. There is also a separate building (as noted on the listing) which provided an additional bedroom, washroom, sitting area and kitchen -perfect for a couple. The fenced pool area was a hit with our grandchildren and adults and despite not being heated was still perfect for swimming. We received daily pool service, garbage removal and throughout our stay did not experience any issues. The most positive aspect of this Villa was the short driving distance to area attractions and towns such San Gimignano where we visited several times (a car is a must) with fabulous restaurants and shopping. The CO OP in town was great for picking up groceries. We visited several other beautiful towns and restaurants as recommended by Emma as well experienced the wines offered by the on-site winery. If anyone is looking for great space and privacy I would definitely recommend VILLA IL CAGGIO for your next vacation. Thank you to and Valentina from Posarelli Villas for your assistance with our bookings and to Emma for the on-site assistance.
I would not hesitate to book again when travelling to the Tuscany area.
Would you recommend this property to a friend? Yes
Very nice villa, very well maintained.
Friendly and helpful people at the property.
Excellent holliday villa.
Pity that the hays have not been pruned in years, resulting in no views of the magnificent surrounding landscape.
Would you recommend this property to a friend? Yes
Great place for the whole family.
Would you recommend this property to a friend? Yes
We thoroughly enjoyed our holiday at Villa Il Caggio, we had a few problems with the air conditioning but Emma was very efficient and pleasant in doing her best to solve them. We were rather disappointed in finding the television wasn’t a smart set having pacifically enquired before hand and told there was.
The holiday was a success, we found the villa to be comfortable and clean.
Would you recommend this property to a friend? Yes
Amazing place!! The highlight of our holiday!!
Fantastic kitchen! Amazing views ! Gorgeous pool!
Would you recommend this property to a friend? Yes
We had a wonderful holiday and hope to return to this amazing house. It is a great place for a family get together. The pool and outdoor areas are beautiful and well maintained. The house is well designed - each bedroom has a bathroom inside it. An excellent place to rest - with excellent black-out shutters we slept very well. The only tricky bit was the gravel road leading up to the house - be careful especially if arriving at night for the first time! Still well worth it for the total peace and quiet. Highly recommend this house for a holiday to remember!
Would you recommend this property to a friend? Yes
The villa was wonderful. It provided ample space for our family and friends, making our stay comfortable and enjoyable. The location was serene and picturesque, offering a perfect getaway. Ema was incredibly responsive and always helpful, addressing all our needs promptly. Additionally, the house was well-equipped.
Would you recommend this property to a friend? Yes
The villa is spacious, clean, very well equipped. Contact with the manager, Mrs. Emma, at a high level, even before collecting the keys and returning them. The welcome wine was a beautiful start to our stay. We recommend a walk to Panizzi for a tasting, the views are unforgettable and the wine tastes better. Even though we left early, no problems were caused to us. The stay was wonderful, Tuscany and this place are magical.
Would you recommend this property to a friend? Yes
Pool is great. Rooms comfortable and each has an en suite. No fight over showers! Great spaces, nice to have a BBQ Rosemary and bay leaves at your doorstep to add to your recipes. Beautiful view from outdoor dining area. Well worth the walk up the road to watch sunset over the hills. Property in need of some minor care, a bedroom door doesn t close easily, noisy clicking AC in a few rooms, road could use a little grooming. We also recommend cutting hedges to enjoy beautiful view from outdoor dining area. Very accomodating owner, arrived as promised to open gate and show us around. We had to check out early and she was friendly and return to our call promptly to verify our stay had been satisfactory. loved walking up the road to enjoy view of vineyards such a pleaseure discover San Gimignsno wish we would have had time for a wine tasting up The road.
Would you recommend this property to a friend? Yes
A beautiful villa in the most spectacular setting. Clean, comfortable and wonderfully designed. However there should have been some basic checks done prior to our arrival. The air-conditioning was not working, there were no pool towels for the beautiful pool, there were no wine glasses, odd bits and pieces were broken. Whilst all problems were resolved quickly whilst we were there by the lovely staff, a simple check ahead of us arriving would have been helpful. A welcome pack with instructions on what to do with rubbish, how things worked or just to say hello etc would be good too. Also given the level, spec and cost of the villa maybe a bottle of wine, some milk or just a bottle of water on arrival would be a nice touch.
Would you recommend this property to a friend? Yes
Top villa and really great customer-service by PosarelliVillas from the very start till the end.
We will come back for sure. Every year!
What a discover!!!
Would you recommend this property to a friend? Yes
Het was precies zoals ik gehoopt had, geweldige plek.
Would you recommend this property to a friend? Yes
Posto incantevole e tenuto benissimo. Camere accoglienti e spaziose. Attrezzature di cucina sufficienti. Da rivedere il forno, ha le guarnizioni difettose e disperde calore, a discapito dei consumi. Accoglienza ottima e grande disponibilità e flessibilità sugli orari. Andrebbe indicato meglio che per arrivare alla villa occorre percorrere circa 2,5 km di strada sterrata, non tutte le auto possono raggiungerla agevolmente. Siamo stati benissimo ed anche il biliardo a disposizione ci ha permesso di passare delle giornate in casa godendo della compagnia del gruppo di amici. Dintorni splendidi da visitare sicuramente, tra i borghi più vicini San Gimignano, Volterra e Certaldo meritano una menzione. Ancora grazie. Sicuramente ci rivolgeremo di nuovo a questa società in futuro.
Would you recommend this property to a friend? Yes
Villa Il Caggio was superb for us. We had twelve adults (all family) and allowed us to just spend the week together perfectly, most of it in the pool! With the towns of San Gimignano and Certaldo less than fifteen minutes away, this villa allows you to relax in peaceful and quiet surroundings, but also the Tuscan region is within reach quickly should you wish to explore, as several of our party did on other days.
Would you recommend this property to a friend? Yes
Séjour magnifique, une vue à couper le souffle, le chemin pour y parvenir est assez difficile, mais l'arrivée vaut le coup. nous avons passé d'excellentes vacances à Larniano, la piscine a beaucoup plu aux petits-enfants qui ne voulaient plus partir. une adresse à conserver
Would you recommend this property to a friend? Yes
outstanding location with a fantastic view, very calm. however a basic heating system should be included even in May especially at night. the house is very large but lacks a little more Toscanian decoration touch. overall a place to be discovered
Would you recommend this property to a friend? Yes
An incredible villa in the heart of the Tuscany. Any photos posted don’t do justice to the beauty of the place. The outside table behind the house is extremely undervalued and is the best place to enjoy the views of neighboring vineyards while you enjoy a grill. Watching the sunsets and night sky from the incredibly chill pool is also quite an experience. The people at Panizzi were incredibly nice and welcoming. Needless to say, I highly recommend this house to anyone who wants to have a true Tuscan vacation.
Would you recommend this property to a friend? Yes
Villa assolutamente da raccomandare. Si trova un po' distante dalle altre case quindi si rimane in pace ma comunque solo a 10 min. da San Gimignano. Vacanza perfetta per un gruppo di amici come il nostro. Casa e piscina pulita e in ottime condizioni. Giardino grandissimo.
Ci ritorneremo sicuramente!!
Would you recommend this property to a friend? Yes
