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

Hotels with Swimming Pools in Roccastrada

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Roccastrada Hotels with Swimming Pools

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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.
S$215
includes taxes & fees
24 Aug - 25 Aug
La Melosa Resort & Spa - Adults Only

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
  • Swim in Tuscan splendour at this vineyard-adjacent farm stay featuring a seasonal outdoor pool with 24-hour access.
S$216
includes taxes & fees
31 Aug - 1 Sept
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.
S$148
includes taxes & fees
2 Sept - 3 Sept
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.
S$264
includes taxes & fees
24 Aug - 25 Aug
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.
S$139
includes taxes & fees
20 Sept - 21 Sept
Country House il Ciliegio

6. 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.
S$199
includes taxes & fees
24 Aug - 25 Aug
Agriturismo Podere Ristella - Wine&Food
View all properties

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
S$215
includes taxes & fees
24 Aug - 25 Aug
La Melosa Resort & Spa - Adults Only

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
S$216
includes taxes & fees
31 Aug - 1 Sept
Valdonica Winery & Vineyard Residence

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
S$148
includes taxes & fees
2 Sept - 3 Sept
Agriturismo Tenuta di Montemassi La Fattoria

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
S$139
includes taxes & fees
20 Sept - 21 Sept
Country House il Ciliegio

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
S$264
includes taxes & fees
24 Aug - 25 Aug
Valdonica Winery - Chill in Nature Lodge

Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
S$199
includes taxes & fees
24 Aug - 25 Aug
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.
View all properties

Top Roccastrada Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."
Christopher 7-night trip
Posted 2 days ago
Hotel Athena
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 5 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 6 days ago
Castello di Velona Resort Thermal SPA & Winery
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 3 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 spending time by the pool is your idea of the perfect getaway, you may want to explore 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 kick back and relax poolside at one of the accommodation options in Roccastrada that guests like for their pools.
What are some accommodation options with pools in Roccastrada?
Grand Hotel Continental Siena – Starhotels Collezione: Provides 2 outdoor swimming 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 swimming 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 with an outdoor swimming pool if you're planning to visit Roccastrada in the hottest months of August, July or June, when the average temp is 23°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or March, when the average temp is 9°C.
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 very many public transport options to choose from, so consider renting a car to explore more.

Explore a world of travel with Expedia