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Check availability on Ancaiano Hotels with a Pool

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Ancaiano hotels with a pool

A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A balcony with a stone wall, a wooden ceiling, and a view of a green landscape.
A stone building with a paved entrance and a well-maintained garden with potted plants.
A stone-walled terrace with a table set for two, a bottle, and candles.

1. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
  • Tuscan splendor meets poolside relaxation at this luxury property with seasonal rooftop swimming and spa services.
₩210,983
₩239,758 total
includes taxes & fees
Oct 19 - Oct 20
Relais la Costa - Dimora Storica
A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.
A cozy room with a wooden ceiling, a sofa, a chair, a cabinet, and a window with curtains.
A stone building with a wooden door and window, potted plants, and a metal lantern.
A stone building with a garden, a bench, and a covered area.

2. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
  • Tuscan oasis with seasonal outdoor pool and poolside bar offers refreshing retreat.
₩138,790
₩160,345 total
includes taxes & fees
Oct 29 - Oct 30
La Canonica di San Michele
Pool
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
An outdoor patio with stone flooring, a table with chairs, and potted plants.

3. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.
₩212,184
₩244,149 total
includes taxes & fees
Oct 31 - Nov 1
Hotel Borgo San Luigi
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

4. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
₩172,945
₩196,381 total
includes taxes & fees
Oct 20 - Oct 21
Villa Sabolini
A poolside area with lounge chairs, a lifebuoy, and a stone wall.
A buffet table with various breakfast items including pastries, fruits, and beverages.
A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.
A row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.

5. Hotel La Colonna

Hotel La Colonna
Siena
  • Seasonal outdoor pool retreat with loungers and umbrellas in historic Siena, just steps from Piazza del Campo.
₩78,961
₩94,581 total
includes taxes & fees
Oct 11 - Oct 12
Hotel La Colonna
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A bathroom with a sink, mirror, and shower.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

6. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
  • Bask in this hotel's seasonal outdoor pool oasis, just steps from Siena's iconic Piazza del Campo, where summer sunshine awaits.
₩152,941
₩175,959 total
includes taxes & fees
Oct 25 - Oct 26
Sangallo Park Hotel
A swimming pool at night with a stone building in the background.
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A stone building with a tiled roof, a gravel path, and potted plants.
A bathroom with a skylight, a large mirror, a double sink, a shower, and a toilet.

7. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
₩68,013
₩82,490 total
includes taxes & fees
Oct 25 - Oct 26
Tenuta Decimo
A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.
A stone building with a balcony, surrounded by lush greenery and a view of distant hills.
A stone building with a courtyard, surrounded by lush greenery and a hillside.
A window with white curtains, a view of buildings, and greenery.

8. Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
Sovicille
  • Tuscan poolside paradise with hot tub sanctuary creates memorable outdoor relaxation experience.
₩296,613
₩333,998 total
includes taxes & fees
Oct 2 - Oct 3
Relais Le Macine di Stigliano
A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A dining area with a table, chairs, a potted plant, and arched windows with curtains.
An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.
A stone structure with a tiled roof, surrounded by lush greenery and purple wisteria vines.

9. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
  • Tuscany's idyllic seasonal outdoor pool offers sun-soaked relaxation among garden views at this charming farm stay retreat.
₩143,069
₩160,464 total
includes taxes & fees
Oct 2 - Oct 3
Agriturismo Nerbona
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

10. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
₩100,297
₩116,505 total
includes taxes & fees
Oct 18 - Oct 19
Agriturismo San Sano
View all properties

Choose what matters most at hotels with a pool in Ancaiano

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Ancaiano Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely stunning property with amazing staff. Tons of wineries close by and touring thru San Gimignano was fascinating. Definitely 5/5."
Jodie 1-night trip
Posted 6 hours ago
Hotel Casolare Le Terre Rosse
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 1 day ago
Poderi Arcangelo
Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"
Lynne 3-night trip
Posted 5 days ago
Hotel Athena
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 5 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
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 13 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 2 weeks 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 3 weeks ago
Hotel Italia
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 3 weeks ago
Borgo Vescine

Frequently asked questions

What are some accommodations with pools in Ancaiano?
Hotel Athena: Offers a snack bar/deli, 3 outdoor pools, and free self parking. La Certosa di Pontignano: Provides a rooftop terrace, an outdoor pool, and a snack bar/deli. NH Siena: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Executive: Offers an indoor pool, an outdoor pool, and 2 restaurants. Grand Hotel Continental Siena – Starhotels Collezione: Provides a snack bar/deli, a seasonal outdoor pool, and free self parking.
What is there to see and do in Ancaiano?
The picturesque setting of Val di Merse and Sentierelsa Trail showcase the area's natural beauty. During your stay, check out sights such as Fortezza Medicea, Basilica di San Domenico, and University for Foreigners of Siena.
When is the best time to book a hotel with a pool in Ancaiano?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Ancaiano in the hottest months of August, July, or June when the average temp is 72°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 44°F.

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