Tuscany
Add dates  • Number of guests
Where will you go next?
1 Guest
Adults
Children
Babies
Contact us

Rent a Luxury Villa with a Swimming Pool in Tuscany

Holiday rentals with private swimming pool in Tuscany, Italy

Discover our handpicked villas with private pools in Tuscany, from the rolling hills of Val d’Orcia to Chianti, Arezzo, Florence, and Siena. Each house combines elegant interiors with gardens, some offering heated pools, tennis courts, or the services of a private chef and house staff. A refined setting for family holidays and Italian living. Explore also our full collection of villas in Tuscany.
Filter
Remove filter

Tuscany

  1. ArezzoExternal link
  2. ChiantiExternal link
  3. FlorenceExternal link
  4. GrossetoExternal link
  5. LuccaExternal link
  6. PisaExternal link
  7. PistoiaExternal link
  8. San GimignanoExternal link
  9. SienaExternal link
  10. Val d'OrciaExternal link

Number of rooms

  1. 3+
  2. 4+
  3. 5+
  4. 6+
  5. 7+
  6. 8+

Equipment and Services

  1. Swimming pool
  2. Heated swimming poolExternal link
  3. Secure pool
  4. House staff
  5. Chef or Cook
  6. Garden
  7. Private parking space
  8. Jacuzzi
  9. Hammam
  10. Spa
  11. Tennis
  12. Fitness room
  13. Playroom - Game room
  14. Cinema lounge
  15. Children welcome
  16. Party and Wedding

Number of people

  1. 6 persons +
  2. 8 persons +
  3. 10 persons +
  4. 11 persons +
  5. 12 persons +
  6. 14 persons +
  7. 15-19 persons
  8. 20-24 persons
  9. 35 persons and more

Themes

  1. Child-friendly villasExternal link
  2. City breaksExternal link
  3. Corporate retreat villasExternal link
  4. Countryside villasExternal link
  5. Event villasExternal link
  6. Family friendly villasExternal link
  7. Fully staffed villasExternal link
  8. Heated pool villasExternal link
  9. Large group villasExternal link
  10. Long week-end short stay villasExternal link
  11. Pet-friendly villasExternal link
  12. Pretty villas with low pricesExternal link
  13. Resort villasExternal link
  14. Spa villasExternal link
  15. Tennis villasExternal link
  16. Villas for photo shootsExternal link
  17. Villas near the cityExternal link
  18. Villas with a gardenExternal link
  19. Villas with chefExternal link
  20. Villas with extra privacyExternal link
  21. Villas with gymExternal link
  22. Villas with jacuzziExternal link
  23. Villas with swimming poolExternal link
  24. Wedding villasExternal link
  25. Wheelchair accessible villasExternal link
  26. Wine region villasExternal link
  27. Yoga villasExternal link

Types of property

  1. Architectural villasExternal link
  2. Historic estatesExternal link
  3. Luxury villasExternal link
79 Villa Villas

Casa Giuseppe

(1 review)
14 guests • 7 bedrooms • 7 bathrooms
1 485 € - 1 675 € per night
Tuscany - Val d'Orcia - La Vittoria

Villa Massa

(2 reviews)
10 guests (12 max.) • 5 bedrooms • 5 bathrooms
357 € - 1 228 € per night
Tuscany - Pistoia

Casa Maria

(1 review)
10 guests • 5 bedrooms • 4 bathrooms
1 056 € - 1 130 € per night
Tuscany - Val d'Orcia - La Vittoria
6 guests • 3 bedrooms • 3 bathrooms
1 560 € - 3 143 € per night
Tuscany - Grosseto
10 guests • 5 bedrooms • 5 bathrooms
614 € - 1 000 € per night
Tuscany - Arezzo
12 guests • 6 bedrooms • 7 bathrooms
614 € - 886 € per night
Tuscany - Arezzo
Contact us

Our destination experts as well as our concierge service will help organise your ideal vacation

Villa Victorina

(6 reviews)
14 guests • 7 bedrooms • 7 bathrooms
1 300 € - 2 300 € per night
Tuscany - Val d'Orcia - San Casciano dei Bagni
8 guests (9 max.) • 5 bedrooms • 4 bathrooms
642 € - 1 125 € per night
Tuscany - Val d'Orcia - Castelmuzio
12 guests (14 max.) • 7 bedrooms • 7 bathrooms
1 500 € - 2 400 € per night
Tuscany - Siena

Villa Marco

(1 review)
12 guests • 6 bedrooms • 6 bathrooms
1 008 € - 1 681 € per night
Tuscany - Lucca - San Martino in Freddana
12 guests • 6 bedrooms • 5 bathrooms
1 214 € - 1 929 € per night
Tuscany - Chianti - Tavernelle Val Di Pesa
Villa Borgo Due Valli, Rental in Tuscany New
18 guests • 9 bedrooms • 9 bathrooms
7 465 € - 10 215 € per night
Tuscany - Grosseto

Villa Bart

(1 review)
12 guests (14 max.) • 6 bedrooms • 7 bathrooms
1 285 € - 2 129 € per night
Tuscany - Val d'Orcia - Sarteano

Villa Samba

(1 review)
12 guests (14 max.) • 6 bedrooms • 9 bathrooms
1 400 € - 2 250 € per night
Tuscany - Val d'Orcia - Castiglioncello del Trinoro
12 guests (14 max.) • 7 bedrooms • 6 bathrooms
3 571 € - 4 375 € per night
Tuscany - Chianti
8 guests (11 max.) • 4 bedrooms • 5 bathrooms
667 € - 1 600 € per night
Tuscany - San Gimignano
16 guests • 8 bedrooms • 12 bathrooms
4 100 € - 4 700 € per night
Tuscany - Grosseto
8 guests • 4 bedrooms • 4 bathrooms
2 800 € - 4 200 € per night
Tuscany - Arezzo - San Giustino Valdarno
14 guests • 7 bedrooms • 7 bathrooms
1 714 € - 2 286 € per night
-15%
Tuscany - Lucca - Vorno
16 guests • 8 bedrooms • 7 bathrooms
5 000 € per night
Tuscany - Val d'Orcia - Buonconvento

Podere Bachi

(1 review)
10 guests • 5 bedrooms • 6 bathrooms
803 € - 1 518 € per night
Tuscany - Val d'Orcia - Castiglioncello del Trinoro

Casa Pippo

(1 review)
6 guests (8 max.) • 3 bedrooms • 3 bathrooms
333 € - 810 € per night
Tuscany - Lucca - Forte dei Marmi

Villa Parsina

(1 review)
8 guests • 4 bedrooms • 2 bathrooms
457 € - 750 € per night
Tuscany - Lucca - San Martino in Freddana

Villa Rivela

(3 reviews)
6 guests (7 max.) • 3 bedrooms • 4 bathrooms
886 € - 1 900 € per night
Tuscany - Pisa

Villa Monteroni

(2 reviews)
14 guests (18 max.) • 9 bedrooms • 8 bathrooms
2 116 € - 3 428 € per night
Tuscany - Siena
10 guests • 5 bedrooms • 6 bathrooms
1 486 € - 2 379 € per night
Tuscany - Florence - Castelfiorentino
6 guests • 3 bedrooms • 3 bathrooms
2 264 € - 4 117 € per night
Tuscany - Siena - Pievescola

Villa Farfalla

(3 reviews)
12 guests (14 max.) • 6 bedrooms • 6 bathrooms
2 714 € per night
-15%
Tuscany - Lucca
10 guests (12 max.) • 6 bedrooms • 6 bathrooms
2 800 € - 5 143 € per night
Tuscany - Chianti - Gaiole in Chianti
15 guests • 8 bedrooms • 8 bathrooms
2 142 € - 2 857 € per night
-15%
Tuscany - Lucca - Vorno
22 guests (24 max.) • 12 bedrooms • 12 bathrooms
3 142 € - 4 214 € per night
-15%
Tuscany - Lucca - Vorno
16 guests (19 max.) • 8 bedrooms • 9 bathrooms
1 428 € - 3 036 € per night
Tuscany - Val d'Orcia - La Vittoria

Villa Maestani

(1 review)
14 guests • 9 bedrooms • 5 bathrooms
1 564 € - 1 998 € per night
Tuscany - Arezzo - Lucignano

Villa Giulio

(1 review)
16 guests (22 max.) • 11 bedrooms • 11 bathrooms
2 600 € - 8 000 € per night
Tuscany - Florence

Podere Lino

(1 review)
18 guests (19 max.) • 9 bedrooms • 9 bathrooms
1 428 € - 3 214 € per night
Tuscany - Val d'Orcia - La Vittoria

Villa Catherina

(6 reviews)
8 guests • 5 bedrooms • 5 bathrooms
864 € - 1 477 € per night
Tuscany - Val d'Orcia - Montepulciano

Villa Monsummano

(3 reviews)
8 guests (11 max.) • 4 bedrooms • 3 bathrooms
557 € - 1 086 € per night
Tuscany - Pistoia
12 guests • 6 bedrooms • 7 bathrooms
300 € - 1 086 € per night
Tuscany - Arezzo - Ripoli
18 guests (20 max.) • 9 bedrooms • 10 bathrooms
1 571 € - 2 214 € per night
Tuscany - Val d'Orcia - Buonconvento
24 guests • 12 bedrooms • 12 bathrooms
3 314 € - 4 429 € per night
-15%
Tuscany - Lucca - Vorno
10 guests (11 max.) • 5 bedrooms • 6 bathrooms
892 € - 1 696 € per night
Tuscany - Val d'Orcia - Castiglioncello del Trinoro
11 guests (22 max.) • 11 bedrooms • 11 bathrooms
1 142 € - 3 129 € per night
Tuscany - Chianti - Tavernelle Val Di Pesa
10 guests • 5 bedrooms • 5 bathrooms
1 680 € - 3 500 € per night
Tuscany - Florence
18 guests • 9 bedrooms • 9 bathrooms
3 600 € - 6 800 € per night
Tuscany - Florence
12 guests (14 max.) • 6 bedrooms • 7 bathrooms
1 800 € - 2 620 € per night
Tuscany - Pistoia
10 guests • 5 bedrooms • 5 bathrooms
565 € - 1 347 € per night
-15%
Tuscany - Pisa - Volterra
10 guests (13 max.) • 5 bedrooms • 3 bathrooms
646 € - 1 529 € per night
Tuscany - San Gimignano
18 guests (20 max.) • 9 bedrooms • 9 bathrooms
1 386 € - 2 171 € per night
Tuscany - Arezzo - Pietraviva
14 guests (19 max.) • 9 bedrooms • 9 bathrooms
937 € - 2 052 € per night
Tuscany - Val d'Orcia - Pienza
8 guests • 4 bedrooms • 4 bathrooms
722 € - 1 043 € per night
Tuscany - Val d'Orcia - Chianciano Terme
8 guests • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests (10 max.) • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests • 4 bedrooms • 4 bathrooms
2 573 € - 4 220 € per night
Tuscany - Siena - Pievescola
8 guests (12 max.) • 4 bedrooms • 4 bathrooms
1 828 € per night
Tuscany - Val d'Orcia - Montepulciano

Villa Pistoia

(4 reviews)
15 guests (19 max.) • 7 bedrooms • 7 bathrooms
700 € - 1 400 € per night
Tuscany - Pistoia
Contact us

Our destination experts as well as our concierge service will help organise your ideal vacation

Contact us

Our destination experts as well as our concierge service will help organise your ideal vacation

Luxury Tuscan villas to rent with heated pools, tennis courts and more

From a swimming pool overlooking the Val d’Orcia to an infinity pool framed by olive trees, each villa offers the perfect setting for relaxation. Heated pools in your villa extend the pleasure of bathing beyond summer, while terraces invite long evenings al fresco with fine local food. Interiors combine refinement and comfort, opening onto gardens designed for moments of tranquillity or convivial gatherings.

Holiday house rentals with pool near Florence, Siena and the tuscan coast

Our villas with private pool are ideally located near San Gimignano, Siena, and the Tuscan coast, with alternatives in nearby destinations such as Florence and Lucca. You can discover Tuscany and its culture and nature thanks to your villa with a swimming pool in Val d'Orcia, Arezzo or even in the famous Chianti. Whether in the countryside or closer to the River Arno, each villa with pool provides privacy while allowing easy access to the treasures of the region.

Tailored holiday services: From private chef to family care

Our concierge service brings peace of mind with discreet and tailored arrangements. From a private chef preparing seasonal food, to spa treatments, yoga sessions, vineyard visits or private transfers, every detail is coordinated to suit your wishes. House staff can be arranged, ensuring comfort throughout your stay while you remain free to enjoy your time in Tuscany.

Discover all Tuscany from your holiday letting with pool

Tuscany reveals itself through its UNESCO World Heritage Sites, from the towers of San Gimignano to the palaces of Siena. The landscapes of the Val d’Orcia invite slow exploration on foot or by bike of the emblematic villages of the Val d’Orcia. The Tuscan coast offers sandy escapes by the water, while inland you can discover unique nature experiences such as wild swimming spots in Tuscany. Days here are shaped by encounters with art, tradition, and gastronomy deeply rooted in the land.

As the day ends, returning to your villa means another swim in your private pool, a glass of wine under the cypress trees, and the sound of bells drifting across the hills. More than a holiday, it is an immersion into the essence of Tuscany.


Frequently Asked Questions

How does VILLANOVO select the villas?

VILLANOVO seeks villas offering unique and unforgettable experiences to its occupants. Exceptional geographical location, personalised services, luxury amenities and authenticity of the house are some of the criteria allowing us to add a house to our catalogue. The opinions of holidaymakers and the flexibility of the owners are also taken into account.

What is the price of a villa rental in the destination Tuscany?

Villanovo offers 79 villas in the destination Tuscany with prices ranging from 228 € to 10215 € overnight. These rates include travel tips, personalised support throughout the stay and other options included with the rental of the villa.