Luxury Villas with Pool in Florence, Italy
Results 61 - 68 of 68
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Description
Holiday rental Villa Di Gaiole is a beautiful stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena.
What to Expect
Upon arrival at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
Villa di Cinzia
Pretty house with A/C, private pool, internet, TV, patio and panoramic view, near San Gimignano
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Someone else is looking at this property right now!
Description
Conveniently located 10 km (6 mi) from Montaione, Italy and only 18 km (11 mi) from San Gimignano. Villa Di Cinzia is a lovely holiday home (270 sq m) with private pool, air conditioning and internet. The property can sleep up to 12 people comfortably in six bedrooms with six bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
In the same property there are other 8 accommodations (in separated buildings) provided with their own private garden and private pool.
What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outdoors you will also find a patio and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Florence 59 km (37 mi), Pisa 61 km (38 mi), Siena 64 km (40 mi) and Greve In Chianti 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 59 km (37 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 303 km (188 mi), Venice 305 km (189 mi) and Milan 345 km (214 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:30 - 10:00
Pool Open: 8 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 62 km (39 mi), Firenze Peretola (flr) 63 km (39 mi), Bologna (blq) 157 km (97 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 310 km (193 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
La Nuova Sassa
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Mia
Beautiful vacation home with private pool, WIFI, A/C, TV, veranda, pets allowed and panoramic view
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Description
Casa Mia is located 590 m (1900 ft) from Torre, Italy and only 37 km (23 mi) from Lucca in the tourist area "Montecatini". Casa Mia is a nice holiday home (250 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to eight guests comfortably in three bedrooms with two bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. Also available outside are a playground and barbecue grill.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Lucca 37 km (23 mi), Florence 49 km (30 mi), Pisa 49 km (31 mi), San Gimignano 52 km (32 mi) and Viareggio 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (30 mi), Viareggio 58 km (36 mi), Forte Dei Marmi 65 km (40 mi), Rome 330 km (205 mi), Venice 290 km (180 mi) and Milan 311 km (193 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Casa Mia. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 2 May - 26 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 50 km (31 mi), Pisa (psa) 51 km (32 mi), Bologna (blq) 142 km (88 mi), Genova (goa) 196 km (122 mi) and Venezia (vce) 296 km (184 mi).
Casa Mia
Book your vacation for the period from 06 June 2026 to 26 September 2026 and save 1% (minimum 7 nights).
Villa i Colli
Private Property with hot tub, WIFI, private pool, A/C, TV, balcony, near San Gimignano
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Someone just enquired about this property!
Description
Conveniently located 2 km (5174 ft) from Montaione, Italy and only 19 km (12 mi) from San Gimignano. Vacation rental Villa i Colli is a nice property (300 sq m) that includes private pool, hot tub and air conditioning. The property can accommodate up to 14 guests comfortably in six bedrooms with seven bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
The Experience
The property which situated approx 1 km from Montaione and rented as a single environment of about 300 sqm, is made up of three apartments, two of which communicate with each other and one detached in a small outbuilding. In front of the main building, we find an enchanting "party room", all finished in wood and surrounded by large windows, equipped with table and chairs, armchairs, wood-burning oven, barbecue and stove for cooking. This party room can be booked on request, with an on site supplement payment.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 19 km (12 mi), Florence 58 km (36 mi), Pisa 58 km (36 mi), Greve In Chianti 63 km (39 mi) and Siena 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 87 km (54 mi), Forte Dei Marmi 93 km (58 mi), Rome 298 km (185 mi), Venice 301 km (187 mi) and Milan 345 km (214 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa i Colli. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 60 km (37 mi), Pisa (psa) 60 km (37 mi), Bologna (blq) 152 km (94 mi), Genova (goa) 226 km (140 mi) and Venezia (vce) 305 km (190 mi).
Agriturismo i Colli
Villa Amadeo
Pretty house with A/C, WIFI, pool, TV, patio, pets allowed, panoramic view, close to San Gimignano
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Description
Completely renovated portion of a villa with pool for your vacation in Tuscany: the property is situated in quiet and panoramic location on the hills surrounding the small town of Montaione, 50 km away from Florence..
The owners occasionally live in a portion of the villa (with separate entrance and garden) and they share with the clients the use of the swimming pool.
The pool is heated during the period from April 1st to November 1st and the temperature is maintained between 26 and 28 degrees Celsius.
The property is equipped with a natural insecticide system in the outer perimeter of the property that makes it inhospitable to any insects.
This villa is 50 km from Florence away and 20 km from the charming village of San Gimignano.
The location is ideal to enjoy the peace of the Tuscan countryside and at the same time to visit the most beautiful art cities in Tuscany (Florence, Siena, San Gimignano ) and the charming Chianti villages.
The access to the property is via an unpaved but well-maintained road of approx. 200 m.
At guests’ disposal: large, equipped outdoor areas (sunbeds and umbrellas), panoramic swimming-pool (15 x 5 m – depth from 1,5 m to 2 m) with easy access, 6 air conditioned bedrooms each with private ensuite bathroom and furnished outdoor area; bathroom close to the pool; open-air shower, relax - zones; barbecue and pizza oven; vegetable garden, table tennis, badminton, billiard-table, children playground . Wi-fi Internet connection available, Satellite TV , washing machine; electric charging station; covered parking within the grounds.
Distances: Montaione with all kinds of shops 1 km away, San Miniato 20 km, the medieval town of San Gimignano 20 km away, Volterra 30 km, Florence (airport) approx. 50 km, Siena 60 km away, Pisa (airport) approx. 60 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Amadeo
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 7 nights minimum and can not be combined with any other special offers.
Le Fonti di Santa Lucia
Superb private villa with private pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view
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Description
Property Summary
Le Fonti di Santa Lucia is a stunning detached villa located in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. This vacation rental offers a secluded and elevated position on a slope, surrounded by meadows and vineyards, making it the perfect countryside retreat. The villa boasts a spacious and fenced garden of 3,000 m2, complete with colorful flowers, trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. Guests can enjoy an outdoor shower, terrace, and parking for up to 4 cars under the roofed area. The villa offers internet WiFi access and linen changes once a week.
Outdoors
The property features a spacious and fenced garden of 3,000 m2, complete with an array of colorful flowers and trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. For added convenience, an outdoor shower and terrace are also available, and the pool maintenance is taken care of by the owner/gardener. Guests can park up to 4 cars under the roofed parking area located at the house.
Other Information
The villa can only be accessed through a 300 m long steep motor road via an unmade road. Linen changes are provided once a week.
Distances and Attractions
The villa is ideally located just 47 km from the center of Siena and 68 km from the sandy beach of Cecina Mare. The nearest bus stop is 2.5 km away, while the railway station ''Poggibonsi'' is 10 km away. The villa is situated in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. Le Fonti di Santa Lucia
La Rimessa
Multi-unit vacation home with pool, A/C, WIFI, TV, patio, panoramic view, near San Gimignano
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| Accommodation | ||||
|---|---|---|---|---|
| Casa Padronale | 10 | 5 | 5 | |
| Fienile | 8 | 4 | 4 | |
| Fornace 1 | 4 | 2 | 2 | |
| Fornace 2 | 4 | 2 | 2 | |
| All 4 Accommodations | 26 | 13 | 13 |
Description
Conveniently located 3 km (2 mi) from Montaione, Italy and only 16 km (10 mi) from San Gimignano. La Rimessa is a lovely stone building with air conditioning, WiFi internet and pool. La Rimessa is a villa / farmhouse / home having a total of five private apartments. The property can sleep up to 30 people comfortably in 15 bedrooms with 15 bathrooms.
LA RIMESSA is composed by 3 independent houses (Casa Padronale, Casa Marcello and Il Fienile), plus a 3rd building, Fornace, containing 2 apartments: Fornace 1+ Fornace 2.
In case the 5 units are booked together a group of 30 would have the exclusive use of the property; the unit Casa Padronale has a large veranda, good for communal dining; also its kitchen is large.
Each unit offers private patio or garden, BBQ.
A five-a-side football pitch with artificial grass and a paddle court (illuminated so also possible to play at night) are available to the guests.
The Experience
Upon arrival at La Rimessa you’ll find a nice clean well-maintained property with views of the lake and the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. Outdoors you will also find a playground, patio and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 16 km (10 mi), Florence 55 km (34 mi), Siena 57 km (35 mi), Greve In Chianti 59 km (37 mi) and Pisa 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 91 km (57 mi), Forte Dei Marmi 103 km (64 mi), Rome 295 km (183 mi), Venice 301 km (187 mi) and Milan 344 km (214 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 59 km (37 mi), Pisa (psa) 64 km (40 mi), Bologna (blq) 149 km (93 mi), Genova (goa) 236 km (147 mi) and Venezia (vce) 303 km (188 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the supplemental cost.
Baby Sitting - A babysitter can be scheduled at La Rimessa. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
La Rimessa
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| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| All 3 Accommodations | 6 | 3 | 3 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for Canto al Sole
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 7 nights.
