An ancient stone tower with a view of rolling hills and fields in the background.

Find Hotels with a Pool in Roccastrada

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Check availability on Roccastrada Hotels with a Pool

Tonight
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Roccastrada hotels with a pool

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
  • Poolside paradise creates an oasis of serenity at this resort with mountain views.
SAR 360
SAR 409 total
includes taxes & fees
15 Oct - 16 Oct
La Melosa Resort & Spa - Adults Only

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
  • Swim in Tuscan splendor at this vineyard-adjacent farm stay featuring a seasonal outdoor pool with 24-hour access.
SAR 549
SAR 617 total
includes taxes & fees
11 Oct - 12 Oct
Valdonica Winery & Vineyard Residence

3. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
  • Serene seasonal pool surrounded by Tuscan countryside views awaits at this charming farmstay offering rooftop terrace relaxation.
SAR 384
SAR 431 total
includes taxes & fees
27 Sep - 28 Sep
Agriturismo Tenuta di Montemassi La Fattoria

4. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
  • Wine country retreat with a seasonal outdoor pool and on-site vineyard makes for a splendid Tuscan escape.
SAR 697
SAR 775 total
includes taxes & fees
4 Oct - 5 Oct
Valdonica Winery - Chill in Nature Lodge

5. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
  • Tuscan paradise awaits with private poolside bar service and children's splash area.
SAR 322
SAR 363 total
includes taxes & fees
23 Oct - 24 Oct
Country House il Ciliegio

7. Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Toscana
SAR 561
SAR 716 total
includes taxes & fees
24 Sep - 25 Sep
Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

8. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
  • Wine country farm stay with a seasonal pool perfect for summer dips in the Tuscan sunshine.
SAR 304
SAR 429 total
includes taxes & fees
8 Oct - 9 Oct
Agriturismo Podere Ristella - Wine&Food

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

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
SAR 24,546
SAR 25,599 total
includes taxes & fees
1 Oct - 2 Oct
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

10. Stargazer – Your Sky‑View Hideaway in the Tuscan Hills

Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Toskana
SAR 561
SAR 711 total
includes taxes & fees
24 Sep - 25 Sep
Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
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Choose what matters most at hotels with a pool in Roccastrada

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Roccastrada

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
SAR 360
SAR 409 total
includes taxes & fees
15 Oct - 16 Oct
La Melosa Resort & Spa - Adults Only

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
SAR 549
SAR 617 total
includes taxes & fees
11 Oct - 12 Oct
Valdonica Winery & Vineyard Residence

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
SAR 322
SAR 363 total
includes taxes & fees
23 Oct - 24 Oct
Country House il Ciliegio

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
SAR 697
SAR 775 total
includes taxes & fees
4 Oct - 5 Oct
Valdonica Winery - Chill in Nature Lodge

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
SAR 384
SAR 431 total
includes taxes & fees
27 Sep - 28 Sep
Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
SAR 304
SAR 429 total
includes taxes & fees
8 Oct - 9 Oct
Agriturismo Podere Ristella - Wine&Food
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 Roccastrada Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 18 hours ago
Castello di Velona Resort Thermal SPA & Winery
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 7 days ago
Villa Scacciapensieri Boutique Hotel
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 10 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 11 days 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 12 places to stay with pools. During your visit, you can explore sights such as I Canaloni del Torrente Farma and Podere Ristella Vineyards and Winery, 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: Features a children's pool, a seasonal outdoor pool, and a private beach. Hotel Executive: Offers 2 outdoor pools, an indoor pool, and 3 restaurants. NH Siena: Features 2 restaurants, 2 outdoor pools, and a full-service spa. The Sense Experience Resort - Preferred Hotels & Resorts: Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli. Hotel Chiusarelli: Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool, and free self parking.
How many pool hotels will I find in Roccastrada?
Expedia has 12 hotels in Roccastrada for your poolside break.
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, Castello del Belagaio, and Sassoforte Castle 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.