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
Aug 17 - Aug 18
Tomorrow
Aug 18 - Aug 19
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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.
¥23,592
¥26,504 total
includes taxes & fees
Aug 24 - Aug 25
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.
¥23,968
¥26,918 total
includes taxes & fees
Aug 31 - Sep 1
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.
¥16,438
¥18,451 total
includes taxes & fees
Sep 10 - Sep 11
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.
¥30,071
¥33,447 total
includes taxes & fees
Aug 24 - Aug 25
Valdonica Winery - Chill in Nature Lodge

5. Equipped glamping tent and infinity pool in a Tuscan olive grove

Equipped glamping tent and infinity pool in a Tuscan olive grove
Roccastrada
¥21,567
¥27,834 total
includes taxes & fees
Sep 16 - Sep 17
Equipped glamping tent and infinity pool in a Tuscan olive grove

6. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
  • Tuscan paradise awaits with private poolside bar service and children's splash area.
¥15,478
¥17,395 total
includes taxes & fees
Sep 17 - Sep 18
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
¥24,056
¥30,692 total
includes taxes & fees
Sep 1 - Sep 2
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.
¥18,988
¥24,942 total
includes taxes & fees
Aug 23 - Aug 24
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
¥1,223,435
¥1,268,597 total
includes taxes & fees
Aug 31 - Sep 1
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
¥24,056
¥30,692 total
includes taxes & fees
Sep 16 - Sep 17
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
¥23,592
¥26,504 total
includes taxes & fees
Aug 24 - Aug 25
La Melosa Resort & Spa - Adults Only

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
¥23,968
¥26,918 total
includes taxes & fees
Aug 31 - Sep 1
Valdonica Winery & Vineyard Residence

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
¥16,438
¥18,451 total
includes taxes & fees
Sep 10 - Sep 11
Agriturismo Tenuta di Montemassi La Fattoria

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
¥15,478
¥17,395 total
includes taxes & fees
Sep 17 - Sep 18
Country House il Ciliegio

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
¥30,071
¥33,447 total
includes taxes & fees
Aug 24 - Aug 25
Valdonica Winery - Chill in Nature Lodge

Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
¥18,988
¥24,942 total
includes taxes & fees
Aug 23 - Aug 24
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

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

8/10 Good
"All in all a lovely property with lovely staff. Good location, easy bus ride to Siena town."
Natalia 2-night trip
Posted 21 hours ago
Villa Scacciapensieri Boutique Hotel
Fattoria La Principina Hotel & Congress

Fattoria La Principina Hotel & Congress

8/10 Good
"great facility but needs a general upgrade and remodeling"
Giuseppe 1-night trip
Posted 2 days ago
Fattoria La Principina Hotel & Congress
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 3 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Athena

Hotel Athena

10/10 Excellent
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"
Richard 7-night trip
Posted 10 days ago
Hotel Athena
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent
"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."
patricia 3-night trip
Posted 2 weeks ago
Mercure Petriolo Siena Terme Spa Hotel
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 3 weeks ago
Castiglion del Bosco, A Rosewood Hotel
Castello di Leonina Relais

Castello di Leonina Relais

8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
Anthony 2-night trip
Posted 2 months ago
Castello di Leonina Relais

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?
Grand Hotel Continental Siena – Starhotels Collezione: Provides 2 outdoor pools, an indoor pool, and 3 restaurants. Hotel Athena: Features buffet, a seasonal outdoor pool, and free self parking. Castello di Velona Resort Thermal SPA & Winery: Features a sauna, a rooftop pool, and a rooftop terrace. Mastrojanni Relais - Small Luxury Hotels of the World: Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Grand Hotel Bastiani: Provides a children's pool, a seasonal outdoor pool, and a private beach.
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.

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