A stone building with a window, purple wisteria vines, and potted plants.

Hotels with Swimming Pools in Sassicaia Wine Area

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Check availability on Sassicaia Wine Area Hotels with Swimming Pools

Our top choices for Sassicaia Wine Area hotels with a pool

Seasonal outdoor pool, pool loungers

Agriturismo Il Cerreto

Agriturismo Il Cerreto
5.0 star property
Pomarance
9.6 out of 10, Exceptional, (29 reviews)
  • cleanliness
    Tuscan farm offers seasonal outdoor pool with loungers, children's pool, and hill views for pure bliss.
The price is S$234
includes taxes & fees
24 Jul - 25 Jul
Agriturismo Il Cerreto
3 outdoor pools, pool umbrellas, pool loungers

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (92 reviews)
  • cleanliness
    Serene Tuscan getaway with 2 outdoor pools and children's splash zone, nestled near historic San Gimignano landmarks.
The price is S$936
includes taxes & fees
9 Aug - 10 Aug
Borgo Pignano Volterra Tuscany
Seasonal outdoor pool, open 8 AM to 6:00 PM, pool umbrellas

Hotel Villa Margherita

Hotel Villa Margherita
3.0 star property
Livorno
8.8 out of 10, Excellent, (474 reviews)
  • cleanliness
    Dive into coastal relaxation at this waterfront retreat with a seasonal outdoor pool, hot tub, and serene children's pool area.
The price is S$304
includes taxes & fees
13 Jul - 14 Jul
Hotel Villa Margherita
Terrace/patio

Glamping Stregaia

Glamping Stregaia
Massa Marittima
The price is S$308
includes taxes & fees
27 Jul - 28 Jul
Glamping Stregaia
Seasonal outdoor pool, pool umbrellas, pool loungers

Tenuta il Sassone - Wine & Food

Tenuta il Sassone - Wine & Food
Gavorrano
9.6 out of 10, Exceptional, (9 reviews)
  • cleanliness
    Vineyard retreat with seasonal outdoor pool and children's splash area makes family-friendly Tuscan escapes come alive.
The price is S$196
includes taxes & fees
23 Jul - 24 Jul
Tenuta il Sassone - Wine & Food
Seasonal outdoor pool

Hotel Universal

Hotel Universal
3.0 star property
Livorno
8.6 out of 10, Excellent, (8 reviews)
The price is S$192
includes taxes & fees
31 Jul - 1 Aug
Hotel Universal
Front of property

UNA Hotels Monterufoli Wine Country

UNA Hotels Monterufoli Wine Country
Monteverdi Marittimo
9.2 out of 10, Wonderful, (5 reviews)
  • cleanliness
    Splish-splash in the wine country sun at this delightful farm stay with seasonal outdoor pool.
The price is S$215
includes taxes & fees
12 Jul - 13 Jul
UNA Hotels Monterufoli Wine Country
Indoor pool, pool loungers

Hotel Atlantico

Hotel Atlantico
3.0 star property
Rosignano Marittimo
8.4 out of 10, Very good, (182 reviews)
  • cleanliness
    Indoor pool sanctuary with European elegance offers a stylish aquatic retreat at this city centre Beaux Arts hotel.
The price is S$204
includes taxes & fees
14 Jul - 15 Jul
Hotel Atlantico
Aerial view

Hotel San Lino

Hotel San Lino
4.0 star property
Volterra
8.8 out of 10, Excellent, (249 reviews)
  • cleanliness
    Soak up the sun at a private pool sanctuary with loungers and a poolside bar in Tuscany.
The price is S$176
includes taxes & fees
13 Jul - 14 Jul
Hotel San Lino
Exterior

Villa Nencini

Villa Nencini
Volterra
8.4 out of 10, Very good, (63 reviews)
  • cleanliness
    Seasonal outdoor pool sanctuary with rooftop terrace views offers a tranquil Tuscan retreat in garden surroundings.
The price is S$132
includes taxes & fees
15 Jul - 16 Jul
Villa Nencini
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Sassicaia Wine Area

Breakfast included
4 stars

Hotels with pools and free breakfast in Sassicaia Wine Area

Minibar, in-room safe, desk, blackout curtains
Park Hotel Marinetta

Park Hotel Marinetta

Park Hotel Marinetta
4.0 star property
Bibbona
8.8 out of 10, Excellent, (226)
The price is S$394
includes taxes & fees
26 Jul - 27 Jul
Park Hotel Marinetta
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sassicaia Wine Area Hotel Reviews

Relais Sant'Elena

Relais Sant'Elena

10/10 Excellent
"This place is truly heaven on earth. The property is a spectacular private farmhouse nestled in the heart of the Tuscan countryside, offering complete tranquility and breathtaking beauty in every direction. Set in a peaceful valley, it is surrounded by stunning 360-degree views of rolling hills, forests, open fields, and the picturesque town of Bibbona in the distance. It’s a great place to host a wedding or offsite or simply just relax The setting feels timeless; an authentic Tuscan landscape of extraordinary charm and serenity. Whether enjoying a morning coffee overlooking the countryside, swimming in the pool, or simply sunning oneself surrounded by the redolent scent of wildflowers and roses, every moment here is unforgettable. As the sun sets and bathes the hills in golden light, the beauty of the landscape becomes almost magical."
Gitanjali 1-night trip
Posted 1 month ago
Relais Sant'Elena