Castle of Montemassi, Tuscany, Italy

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Check availability on Roccastrada Hotels with a Pool

This weekend
Jun 26 - Jun 28
Next weekend
Jul 3 - Jul 5

Our top choices for Roccastrada hotels with a pool

Front of property

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
3.0 star property
Roccastrada
9.6 out of 10, Exceptional, (9 reviews)
  • cleanliness
    Serene seasonal pool surrounded by Tuscan countryside views awaits at this charming farmstay offering rooftop terrace relaxation.
The price is ￥15,269
￥17,164 total
includes taxes & fees
Jun 29 - Jun 30
Agriturismo Tenuta di Montemassi La Fattoria
Outdoor pool, sun loungers

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.2 out of 10, Wonderful, (40 reviews)
  • cleanliness
    Poolside paradise creates an oasis of serenity at this resort with mountain views.
The price is ￥16,927
￥19,170 total
includes taxes & fees
Jun 29 - Jun 30
La Melosa Resort & Spa - Adults Only
Seasonal outdoor pool

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.6 out of 10, Exceptional, (35 reviews)
  • cleanliness
    Swim in Tuscan splendor at this vineyard-adjacent farm stay featuring a seasonal outdoor pool with 24-hour access.
The price is ￥23,481
￥26,380 total
includes taxes & fees
Jul 22 - Jul 23
Valdonica Winery & Vineyard Residence
Seasonal outdoor pool, pool umbrellas, sun loungers

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
  • cleanliness
    Tuscan paradise awaits with private poolside bar service and children's splash area.
The price is ￥19,809
￥22,157 total
includes taxes & fees
Jul 9 - Jul 10
Country House il Ciliegio
Living area

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
  • cleanliness
    Wine country retreat with a seasonal outdoor pool and on-site vineyard makes for a splendid Tuscan escape.
The price is ￥29,205
￥32,494 total
includes taxes & fees
Jun 28 - Jun 29
Valdonica Winery - Chill in Nature Lodge
Pool

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is ￥1,042,707
￥1,087,709 total
includes taxes & fees
Jul 9 - Jul 10
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Pool

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
Roccastrada
The price is ￥55,055
￥61,783 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
Property grounds

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
The price is ￥274,346
￥286,343 total
includes taxes & fees
Jun 26 - Jun 27
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Outdoor dining

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is ￥274,346
￥286,343 total
includes taxes & fees
Jun 27 - Jun 28
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Outdoor dining

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is ￥274,346
￥286,343 total
includes taxes & fees
Jun 26 - Jun 27
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
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 Roccastrada

Breakfast included
4 stars

Hotels with pools and free breakfast in Roccastrada

Outdoor pool, sun loungers
La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.2 out of 10, Wonderful, (40)
The price is ￥16,927
￥19,170 total
includes taxes & fees
Jun 29 - Jun 30
La Melosa Resort & Spa - Adults Only
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.
View all properties

Top Roccastrada Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"The hotel is a bit older but the hotel and room were very clean. The bathroom was very nice. Good value."
Matthew 3-night trip
Posted 10 hours ago
Hotel Italia

Frequently asked questions

What's it like visiting Roccastrada?
If lounging by a pool is your idea of the perfect getaway, you might want to think about historic Roccastrada, which has 17 places to stay with pools. During your visit, you can explore sights such as Podere Ristella Vineyards and Winery and I Canaloni del Torrente Farma, and then relax and unwind poolside at one of the accommodations in Roccastrada that guests like for their pools.
What are some accommodations with pools in Roccastrada?
Hotel Athena: Offers 2 outdoor pools, an indoor pool, and 3 restaurants. Grand Hotel Continental Siena – Starhotels Collezione: Features a children's pool, a seasonal outdoor pool, and a private beach. Hotel Executive: Provides 2 restaurants, 2 outdoor pools, and a full-service spa. Palazzo Ravizza: Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool, and free self parking. Castello di Velona Resort Thermal SPA & Winery: Offers a sauna, a rooftop pool, and spa services.
How many pool hotels will I find in Roccastrada?
Expedia's 17 hotels in Roccastrada give you a great choice for your poolside getaway.
What is there to see and do in Roccastrada?
The picturesque setting of I Canaloni del Torrente Farma and Val di Merse showcase the area's natural beauty. Discover sights such as Podere Ristella Vineyards and Winery, Sassoforte Castle, and Castello del Belagaio during your stay.
When is the best time to book a hotel with a pool in Roccastrada?
You may want to think about a place to stay that has an outdoor pool if you're planning to visit Roccastrada in the hottest months of August, July, or June when the average temp is 74°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temp is 48°F.
What's the best way to travel around Roccastrada?
Knowing the transportation options in Roccastrada can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Roccastrada Station or Sticciano Station. Roccastrada might not have many public transit choices so consider renting a car to explore more.