Compare Holiday Homes with Pools in San Gimignano

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San Gimignano holiday homes
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Premier Holiday Homes with Swimming Pools in San Gimignano

Podere Galieni - San Gimignano
San Gimignano
03/09 – 01/10
£779/nighttotal: Â£21812 (28 )

Podere Galieni

6 2
house, Certaldo
Boasting a unique elevated position, this renovated cottage offers stunning panoramic views of the Tuscan countryside and San Gimignano, located just 4 kilometres from Certaldo town centre and within easy reach of San Gimignano (15 km), Volterra (30 km), Siena (35 km), and Florence (40 km).
This expansive 250 square metre house, accommodating up to 16 guests across 6 bedrooms and 8 bathrooms, features a private swimming pool with an internal staircase, air conditioning, WiFi, and on-site farm product sales for an authentic agriturismo experience.
The Arancio Apartment San Gimignano - San Gimignano
San Gimignano
25/07 – 01/08
£141/nighttotal: Â£987 (7 )

The Arancio Apartment San Gimignano

1 1
farm, San Gimignano
This farm stay is located in a rural district of San Gimignano, offering proximity to cultural sites such as the Ornithological Museum and Museum San Gimignano 1300, and is just 300 meters from The SottoVico Garden.
Enjoy this 50 square meter farm with a swimming pool, suitable for two guests, featuring air conditioning, a fully equipped kitchen, and private patios, with opportunities for hiking and horse riding in the surrounding countryside.
Montegonfoli Mandorlo, San Gimignano, Apt. With Pool, Terrace And Amazing Views - San Gimignano
9.6 4 reviews
San Gimignano
24/09 – 29/09
£132/nighttotal: Â£660 (5 )

Montegonfoli Mandorlo, San Gimignano, Apt. With Pool, Terrace And Amazing Views

2 4
farm, San Gimignano
Offering exceptional 360° panoramic views from its hilltop location on Montegonfoli, this farm is situated just a short drive from the historic town of San Gimignano, with Siena and Florence also easily accessible.
This family-friendly farm accommodation, perfect for up to four guests, boasts a large 13x6m swimming pool with stunning views of San Gimignano, alongside a private forest with a river for light trekking and a barbecue area.
Podere Bellavista - San Gimignano
9.7 757 reviews
San Gimignano
14/09 – 28/09
£348/nighttotal: Â£4872 (14 )

Podere Bellavista

1 2
house, San Gimignano
Offering panoramic views of San Gimignano, this refurbished country house sits on a hill surrounded by vineyards and olive groves, located 5 kilometres from the historic centre.
This family-run establishment provides a tranquil rural Tuscan experience with a garden, sun terrace and a swimming pool, perfect for a relaxing getaway.
Fattoria San Donato - San Gimignano
9.3 1244 reviews
San Gimignano
12/10 – 14/10
£151/nighttotal: Â£302 (2 )

Fattoria San Donato

1 2
farm, San Gimignano
Set in the rolling green hills near San Gimignano, this farm offers an idyllic Tuscan escape, just a short drive from Pisa, Siena, and Florence.
This farm provides self-catering accommodation and rooms with a swimming pool, offering farm-produced wines and olive oil, alongside opportunities for vineyard visits and tastings.
La Ripa - Appartamento I Nidi - San Gimignano
8.0 2 reviews
San Gimignano
12/10 – 14/10
£312/nighttotal: Â£624 (2 )

La Ripa - Appartamento I Nidi

2 2
house, San Gimignano
La Ripa - Appartamento I Nidi is located in San Gimignano, 33.7 kilometres from Piazza Matteotti and 35.4 kilometres from Piazza del Campo.
This house with a pool offers 90 square metres of living space for up to 7 guests, featuring 2 bedrooms, air conditioning, a dishwasher, and on-site parking.
50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
9.5 11 reviews
San Gimignano
23/08 – 28/08
£170/nighttotal: Â£850 (5 )

50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm, San Gimignano
Farm rental for 2 people with an excellent rating of 95% based on 11 reviews. You will be based in San Gimignano.
Facilities and services include a swimming pool, free parking and a terrace. This accommodation in San Gimignano is ideal for families.
Villa Il Caggio By Posarellivillas - San Gimignano
9.3 32 reviews
San Gimignano
17/07 – 21/07
£1444/nighttotal: Â£5776 (4 )

Villa Il Caggio By Posarellivillas

7 5
house, San Gimignano
Located in San Gimignano, Villa Il Caggio is situated 46 kilometres from Piazza Matteotti and 68 kilometres from Florence Airport.
This spacious seven-bedroom house with a private swimming pool offers air conditioning, a sauna, and barbecue facilities, perfect for an unforgettable getaway with a pool.
Agriturismo Casanova Di Pescille - San Gimignano
9.4 553 reviews
San Gimignano
12/10 – 14/10
£171/nighttotal: Â£342 (2 )

Agriturismo Casanova Di Pescille

1 2
farm, San Gimignano
Perched on a hilltop, this Tuscan farmstead offers panoramic views of San Gimignano's medieval towers, located just 2 kilometres from the town centre.
Guests can enjoy authentic Tuscan country living with air-conditioned rooms, an outdoor swimming pool, and an on-site restaurant serving traditional cuisine, all complemented by complimentary Wi-Fi and parking.
Podere Conte Francesco-la Palma - San Gimignano
8.0 6 reviews
San Gimignano
03/09 – 01/10
£138/nighttotal: Â£3864 (28 )

Podere Conte Francesco-la Palma

3 2
house, Certaldo
Nestled on a vineyard agricultural estate, this house in Certaldo is conveniently located 4 kilometres from the town centre, with San Gimignano 13 kilometres away and Siena 45 kilometres distant.
This family-friendly house, offering accommodation for up to 6 guests across 85 square metres with 3 bedrooms, boasts a swimming pool and garden, perfect for a getaway with a pool.
Villa Renina By Posarellivillas - San Gimignano
10 49 reviews
San Gimignano
17/07 – 21/07
£736/nighttotal: Â£2944 (4 )

Villa Renina By Posarellivillas

3 5
house, Gambassi Terme
Villa Renina, a house in Gambassi Terme, is located approximately 45 kilometres from Piazzale Michelangelo and Pitti Palace.
This air-conditioned villa offers 240 square metres of living space with 3 bedrooms and 2 bathrooms, featuring a private swimming pool with a terrace, garden, and free Wi-Fi.
250 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - San Gimignano
9.3 23 reviews
San Gimignano
17/07 – 21/07
£886/nighttotal: Â£3544 (4 )

250 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

4 5
house, San Gimignano
Just outside San Gimignano, this Tuscan countryside house offers a tranquil retreat, conveniently located a short distance from the town's UNESCO World Heritage medieval centre.
This spacious 250 m² house, ideal for 8 guests, features air-conditioned bedrooms, two living rooms with fireplaces, and a garden with a swimming pool perfect for a getaway with a pool.

Family-Friendly Holiday Homes with Pools in San Gimignano

90 M² House ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
San Gimignano
17/06 – 19/06
£422/nighttotal: Â£844 (2 )

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house, San Gimignano
This Tuscan countryside house, located 7 kilometres from San Gimignano, offers a prime position for exploring art cities like Siena and Florence.
Guests can enjoy a private garden with barbecue facilities and access to a shared swimming pool, alongside a well-equipped kitchen and high-speed Wi-Fi in this family-friendly property accommodating up to 4 people.

Pet-Friendly Holiday Homes with a Pool in San Gimignano

Among the 31 accommodations in San Gimignano, here are the 8 best family friendly villas and holiday homes

Agriturismo Montegonfoli - San Gimignano
9.4 266 reviews
San Gimignano
24/06 – 27/06
£298/nighttotal: Â£894 (3 )

Agriturismo Montegonfoli

4 8
farm, San Gimignano
Agriturismo Montegonfoli is located in San Gimignano, 35 kilometres from Piazza Matteotti and 43 kilometres from Piazza del Campo.
This farm offers a superb swimming pool with a view, alongside a restaurant, bar, and children's playground, perfect for families seeking a Tuscan getaway with a pool.
50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
9.5 46 reviews
San Gimignano
06/10 – 09/10
£104/nighttotal: Â£312 (3 )

50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm, San Gimignano
Farm rental for 2 guests with an excellent rating of 95% based on 46 reviews. This accommodation is based in San Gimignano.
Facilities and services include a kitchen, air conditioning and a dish washer. Enjoy free parking with this accommodation in San Gimignano!
Fattoria Abbazia Monte Oliveto - San Gimignano
9.2 610 reviews
San Gimignano
12/10 – 14/10
£84/nighttotal: Â£168 (2 )

Fattoria Abbazia Monte Oliveto

1 2
farm, San Gimignano
Surrounded by the Tuscan countryside, Fattoria Abbazia Monte Oliveto is located in San Gimignano, 47 kilometres from Siena.
This farm offers elegant, rustic apartments with a swimming pool, free Wi-Fi, and on-site wine tasting, perfect for a getaway with a pool.
Tenuta Decimo - Il Borgo Di Mariano - San Gimignano
8.6 1377 reviews
San Gimignano
10/08 – 12/08
£135/nighttotal: Â£270 (2 )

Tenuta Decimo - Il Borgo Di Mariano

1 2
farm, San Gimignano
Tenuta Decimo - Il Borgo Di Mariano is a farm stay located in San Gimignano, conveniently situated 40 kilometres from Piazza del Campo and 68 kilometres from Florence Airport.
This family-friendly farm offers air-conditioned apartments, some with well-equipped kitchens, alongside a swimming pool with a view, beauty services, a solarium, yoga classes, table tennis, and bicycle rental.
Uliveta - San Gimignano
9.7 135 reviews
San Gimignano
24/09 – 29/09
£223/nighttotal: Â£1115 (5 )

Uliveta

2 4
apartment, San Gimignano
Offering stunning city views from its San Gimignano location, this apartment is situated 42 kilometres from Piazza Matteotti and 46 kilometres from Piazza del Campo, with Uliveta providing excellent ratings for location, user experience, and cleanliness.
This family-friendly apartment boasts a swimming pool with a view, a tranquil garden, and barbecue facilities, alongside air conditioning, complimentary WiFi, and a fully equipped kitchen, making it an ideal getaway with a pool.
Borgo Pignano Volterra Tuscany - San Gimignano
9.6 517 reviews
San Gimignano
25/07 – 28/07
£5101/nighttotal: Â£15303 (3 )

Borgo Pignano Volterra Tuscany

3 4
farm, Volterra
Set within 750 hectares of private gardens and woods in the Tuscan countryside, this farm is located 15 kilometres from Volterra itself.
This farm offers a superb wellness centre with a sauna, steam room and hammam, alongside a swimming pool perfect for a relaxing getaway.
Il Coltro - San Gimignano
9.2 96 reviews
San Gimignano
16/09 – 25/09
£260/nighttotal: Â£2340 (9 )

Il Coltro

2 4
house, San Gimignano
Set in the Tuscan countryside, Il Coltro is a historic farmhouse located just 10 kilometres from the medieval towers of San Gimignano.
This house with a pool offers apartments with wood-beamed ceilings and terracotta floors, featuring a private BBQ and complimentary Wi-Fi and parking, with free bike rental available.
52 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
9.5 9 reviews
San Gimignano
14/09 – 17/09
£206/nighttotal: Â£618 (3 )

52 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

2 2
farm, San Gimignano
Farm for up to 4 people with an excellent rating of 95% based on 9 reviews. You will stay in San Gimignano.
Facilities and services include a swimming pool, a washing machine and a kitchen. Take advantage of the air conditioning in this accommodation!

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Luxury Holiday Homes with a Private Pool in San Gimignano

Among the 31 accommodations in San Gimignano, here are the 8 best pet friendly villas and holiday homes

Podere Il Caggio Rooms - San Gimignano
9.4 153 reviews
San Gimignano
16/09 – 25/09
£206/nighttotal: Â£1854 (9 )

Podere Il Caggio Rooms

1 4
house, San Gimignano
Located in San Gimignano, this historic 14th-century country house offers a unique stay just 45 kilometres from Piazza Matteotti and 68 kilometres from Florence Airport.
Guests can enjoy a swimming pool with a view, a sun terrace, and beautiful garden views, with air conditioning, free WiFi, and free private parking provided.
Podere Montese Country House - San Gimignano
9.8 92 reviews
San Gimignano
23/08 – 28/08
£231/nighttotal: Â£1155 (5 )

Podere Montese Country House

1 2
farm, San Gimignano
Offering views of the Towers of San Gimignano, this farm is located just 2 kilometres from the town and 15 minutes by car from Castelvecchio Natural Reserve.
This 60 square meter farm, perfect for two guests, boasts a wood-fired hot tub Jacuzzi in the garden and includes an on-site production of olive oil and wine, providing an idyllic Tuscan getaway with a pool.
Villa Bel Panorama 8, Emma Villas - San Gimignano
10 2 reviews
San Gimignano
14/09 – 28/09
£561/nighttotal: Â£7854 (14 )

Villa Bel Panorama 8, Emma Villas

4 2
house, San Gimignano
Boasting a generous floor area of 400 square metres, this spacious air-conditioned villa offers accommodation for up to 15 guests, featuring 4 bedrooms and 4 bathrooms, and is ideal for a memorable Italian getaway with a pool.
Located 45 kilometres from Piazza Matteotti in San Gimignano and 68 kilometres from Florence Airport, this villa provides a private swimming pool with a terrace, solarium, outdoor dining area, barbecue, and complimentary Wi-Fi and parking for your convenience.
Podere Le Lune With Pool, San Gimignano - San Gimignano
San Gimignano
24/06 – 27/06
£776/nighttotal: Â£2328 (3 )

Podere Le Lune With Pool, San Gimignano

9 8
house, San Gimignano
Just 3 kilometres from San Gimignano's UNESCO World Heritage medieval towers, this Tuscan farmhouse offers a peaceful, private retreat surrounded by olive groves and rolling hills.
This spacious farmhouse, ideal for up to 18 guests, boasts a large 58 square metre fenced swimming pool with an outdoor shower, alongside numerous outdoor relaxation spots and independent accommodation units for enhanced privacy.
Villa ∙ 8 Bedrooms ∙ 20 Guests - San Gimignano
San Gimignano
17/08 – 22/08
£1364/nighttotal: Â£6820 (5 )

Villa ∙ 8 Bedrooms ∙ 20 Guests

8 2
house, San Gimignano
Set amidst Tuscan vineyards and olive groves, this country house offers a stunning view of San Gimignano's medieval towers, located just 2.5 kilometres from the historic town.
This exclusive-use property with a pool accommodates up to 20 guests across eight double bedrooms, each with a private bathroom, and features a summer kitchen annexe for outdoor living.
150 M² House ∙ 3 Bedrooms ∙ 6 Guests - San Gimignano
9.2 4 reviews
San Gimignano
03/09 – 01/10
£249/nighttotal: Â£6972 (28 )

150 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house, San Gimignano
This holiday home in San Gimignano offers a tranquil escape, conveniently located for exploring the medieval town's iconic towers and historic streets.
Boasting a generous 150 m² floor area, this pet-friendly accommodation accommodates up to 6 guests with three bedrooms and three bathrooms, featuring a private garden with a hot tub and a swimming pool for a perfect getaway.
Holiday Home Podere Conte Francesco-carla By Interhome - San Gimignano
9.4 7 reviews
San Gimignano
14/09 – 28/09
£107/nighttotal: Â£1498 (14 )

Holiday Home Podere Conte Francesco-carla By Interhome

2 2
house, Certaldo
This house in Certaldo offers a relaxing patio area and a seasonal outdoor swimming pool, situated approximately 35 kilometres from Piazza Matteotti and 42 kilometres from Piazzale Michelangelo.
Enjoy complimentary private parking, free Wi-Fi, and a fully equipped kitchen with an oven and fridge, alongside a tranquil garden space for your enjoyment.
70 M² Farmhouse ∙ 2 Bedrooms ∙ 6 Guests - San Gimignano
9.4 61 reviews
San Gimignano
16/09 – 25/09
£121/nighttotal: Â£1089 (9 )

70 M² Farmhouse ∙ 2 Bedrooms ∙ 6 Guests

2 4
farm, Gambassi Terme
Farm for 6 people with an excellent rating of 94% based on 61 reviews. This accommodation is based in Gambassi Terme.
Services and facilities include free parking, a fridge and a ping pong table. Take a dip in the pool of this accommodation in Gambassi Terme!
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