Title: Province of Siena Hotels with a Pool from $100 - Fully Refundable Options - Expedia.com

[Province of Siena Travel Guide](https://expedia.com/Province-Of-Siena.dx6047850)[Province of Siena Hotels](https://expedia.com/Destinations-In-Province-Of-Siena.d6047850.Hotel-Destinations)[Vacation Rentals in Province of Siena](https://expedia.com/Destinations-In-Province-Of-Siena.d6047850.Vacation-Rental-Destinations)[Province of Siena Flights](https://expedia.com/Destinations-In-Province-Of-Siena.d6047850.Flight-Destinations)[Car Rentals in Province of Siena](https://expedia.com/Destinations-In-Province-Of-Siena.d6047850.Car-Rental-Destinations)[Province of Siena Vacations](https://expedia.com/Province-Of-Siena.d6047850.Destination-Travel-Guides)

![Siena which includes landscape views and a city](https://images.trvl-media.com/place/9821/884960f6-e87c-438b-a2f2-88d51116ab26.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/9821/884960f6-e87c-438b-a2f2-88d51116ab26.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Province of Siena

![Siena featuring night scenes, landscape views and a city](https://images.trvl-media.com/place/9821/307db1c5-e88f-4f43-9c03-4cb0c895dce7.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Siena

[](https://expedia.com/Siena-Hotels-Hotel-With-Pool.0-0-d9821-tHotelwithPool.Travel-Guide-Filter-Hotels)

![San Gimignano featuring street scenes and shopping as well as a large group of people](https://images.trvl-media.com/place/11091/d03de615-2cbf-4c14-9fbd-54622308a833.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### San Gimignano

[](https://expedia.com/San-Gimignano-Hotels-Hotel-With-Pool.0-0-d11091-tHotelwithPool.Travel-Guide-Filter-Hotels)

![Montepulciano showing landscape views, a city and heritage architecture](https://images.trvl-media.com/place/601351/8e058793-a90b-4fbe-bc1c-fe0b632a5e96.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Montepulciano

[](https://expedia.com/Montepulciano-Hotels-Hotel-With-Pool.0-0-d601351-tHotelwithPool.Travel-Guide-Filter-Hotels)

![Montalcino showing a sunset and heritage architecture](https://images.trvl-media.com/place/6025631/a4fff669-7ab2-4916-b5e4-83b0ec3a76bf.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Montalcino

[](https://expedia.com/Montalcino-Hotels-Hotel-With-Pool.0-0-d6025631-tHotelwithPool.Travel-Guide-Filter-Hotels)

![Pienza showing a small town or village, a monument and heritage architecture](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Pienza

[](https://expedia.com/Pienza-Hotels-Hotel-With-Pool.0-0-d6023645-tHotelwithPool.Travel-Guide-Filter-Hotels)

![Castellina in Chianti which includes a church or cathedral, religious elements and heritage architecture](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Castellina in Chianti

[](https://expedia.com/Castellina-In-Chianti-Hotels-Hotel-With-Pool.0-0-d55534-tHotelwithPool.Travel-Guide-Filter-Hotels)

![Radda in Chianti showing heritage architecture](https://images.trvl-media.com/place/601693/84216199-6a1f-439d-9bcf-6662aca51d50.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Radda in Chianti

[](https://expedia.com/Radda-In-Chianti-Hotels-Hotel-With-Pool.0-0-d601693-tHotelwithPool.Travel-Guide-Filter-Hotels)

## Check availability on Province of Siena Hotels with a Pool

Tonight

[Mar 19 - Mar 20](https://www.expedia.com/Hotel-Search?regionId=6047850&startDate=2026-03-19&endDate=2026-03-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 20 - Mar 21](https://www.expedia.com/Hotel-Search?regionId=6047850&startDate=2026-03-20&endDate=2026-03-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6047850&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6047850&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Province of Siena hotels with a pool

![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/5e2100dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/78e0602e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/58e19d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/bc613474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda le Piazze

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information)

Castellina in Chianti

9.8/10

Exceptional

(183 reviews)

"Great place to stay!! Plenty of vineyards and towns close by! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Conor

$328 nightly

$368 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information)

![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/c76b15c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Frantoio) | View from room](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/c2a6920f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/7ece5a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Scacciapensieri Boutique Hotel

[](https://www.expedia.com/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information)

Scacciapensieri

9.2/10

Wonderful

(422 reviews)

"Fantastic surroundings, very peaceful & relaxing environment "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Aldo

$123 nightly

$141 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19400000/19394100/19394094/6137e6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/20000000/19400000/19394100/19394094/0c7b560b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19400000/19394100/19394094/82f6ea9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19400000/19394100/19394094/a634e251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

[](https://www.expedia.com/San-Gimignano-Hotels-Villa-Iris-SAN-Gimignano-Luxury-6-Rooms-EN-Suite.h19394094.Hotel-Information)

San Gimignano

10/10

Exceptional

(119 reviews)

"The property is beautiful and very well taken care of. Loved the location and how wonderful the owners were to help with organizing drivers, chef, and other needs. Would highly recommend and will definitely be back. Very special experience."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joanne K.

[](https://www.expedia.com/San-Gimignano-Hotels-Villa-Iris-SAN-Gimignano-Luxury-6-Rooms-EN-Suite.h19394094.Hotel-Information)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/707797d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/c1fcf9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/5245d9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Grondaie

[](https://www.expedia.com/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

Siena

9.6/10

Exceptional

(445 reviews)

"Amazing place, super clean, great staff, beautiful and cozy."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

$85 nightly

$100 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/9cb809bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/439b1a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/88101e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/2d9bbf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Pescille by Double Hospitality

[](https://www.expedia.com/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information)

San Gimignano

9.2/10

Wonderful

(340 reviews)

"Amazing Hotel, great location, the room very renovated and the breakfast was amazing - we really enjoyed and recommended the hotel"

![Brazil](https://a.travel-assets.com/egds/marks/flags/br.svg)

Felipe

$110 nightly

$128 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/00df0e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden views ](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/ba54065b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/9db4fe81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/f690476a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Ermellina Siena, a Tribute Portfolio Hotel

[](https://www.expedia.com/Siena-Hotels-Hotel-Garden.h73208.Hotel-Information)

Camollia

8.4/10

Very Good

(11 reviews)

"Unique and cozy prot"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristine

$144 nightly

$164 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Hotel-Garden.h73208.Hotel-Information)

![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/4ff99473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/abe7a425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/cf5f01df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/f79c6c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Spaltenna- Small Luxury Hotels of the World

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information)

Gaiole in Chianti

9.6/10

Exceptional

(261 reviews)

"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Catherine

$359 nightly

$406 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/8478fdf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/1314d722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Italian cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/98252489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/w2528h1696x1y0-d5951634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Della Rovere

[](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Relais-Della-Rovere.h520321.Hotel-Information)

Colle di Val d'Elsa

9.0/10

Wonderful

(243 reviews)

"Quietly located hotel with modern rooms and very good dinner option in the courtyard. Spacious pool to relax after long sightseeing days in the countryside."

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Alexander

$149 nightly

$169 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Relais-Della-Rovere.h520321.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/2f01bea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/77df39f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/1f4e227d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/9500aee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tenuta Santo Pietro

[](https://www.expedia.com/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information)

Pienza

9.6/10

Exceptional

(119 reviews)

"Great countryside stay"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Josh

$219 nightly

$246 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18780000/18770800/18770749/022fb8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18780000/18770800/18770749/7ccf77a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18770800/18770749/6a6b984f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18780000/18770800/18770749/deedfd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Chiusarella-Arceno-Rentals-Club-Chianti-Villa-Exclusive-Pool-Concierge-FreeWiFi.h18770749.Hotel-Information)

CASTELNUOVO BERARDENGA

10/10

Exceptional

(33 reviews)

"Nice relaxing week in Tuscany. Pool is very nice, and everyone was very helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janet B.

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Chiusarella-Arceno-Rentals-Club-Chianti-Villa-Exclusive-Pool-Concierge-FreeWiFi.h18770749.Hotel-Information)

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 Province of Siena Hotel Reviews

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg)

### Hotel Chiusarelli

8/10 Good

"Nice staff, very good breakfast and the hotel is located near of the main attractions. "

[](https://expedia.com/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/7ece5a56_y.jpg)

### Villa Scacciapensieri Boutique Hotel

8/10 Good

"Stayed in this villa for a couple of nights. It’s a great option if you’re looking to escape the hustle and bustle of the city center. The location is lovely, with birds chirping in the background. The rooms were small, but they had all the necessary amenities for travelers. I had dinner and breakfast once each day. While the food was sufficient, I think it would be better to have more options given the 4-star rating of the property. The staff members were helpful and friendly."

[](https://expedia.com/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information)

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg)

###  Palazzo Ravizza

10/10 Excellent

"Beautiful building. Clean and safe. Great breakfast buffet. Everything is in walking distance to hotel. One front desk staff member was not polite or welcoming but overall it was a lovely stay. "

[](https://expedia.com/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

![Hotel Leon Bianco](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/6c69e565_y.jpg)

### Hotel Leon Bianco

10/10 Excellent

"The best hotel we stayed during this trip. I recommend it to anyone."

[](https://expedia.com/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information)

![NH Siena](https://images.trvl-media.com/lodging/1000000/20000/15800/15716/w3840h2562x0y0-25695984_y.jpg)

### NH Siena

10/10 Excellent

"I didn't use it. I only stayed one night."

[](https://expedia.com/Siena-Hotels-NH-Siena.h15716.Hotel-Information)

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a_y.jpg)

### Hotel Italia

10/10 Excellent

"Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising. "

[](https://expedia.com/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

![Hotel Minerva](https://images.trvl-media.com/lodging/1000000/800000/800000/799995/bc9bd928_y.jpg)

### Hotel Minerva

8/10 Good

"Property was clean a tidy, was a little dated but still nice, view over Siena from the terrace was stunning. Staff were helpful and friendly giving us a map and guide of places of interest in the town. Included breakfast had great options and car park was convenient and safe."

[](https://expedia.com/Siena-Hotels-Hotel-Minerva.h799995.Hotel-Information)

![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg)

### Cannon d'Oro

10/10 Excellent

"Lovely staff, very spacious room, and everything was spotless. Location ideal."

[](https://expedia.com/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information)

![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8b3eb5da_y.jpg)

### La Certosa di Pontignano

6/10 Okay

"Here is a polished version of your review with improved grammar and structure, keeping your message clear and balanced: --- Great and beautiful place. The food is also very good, and the overall atmosphere is charming. However, the bed was terrible. The mattress was old, and the springs made it very uncomfortable, so I couldn’t sleep well. I’ve stayed in many different hotels and have never experienced such a bad bed. I understand that the concept and vibe of the place are meant to feel historic or classic, but for a property of this level, the bed should match the quality of the rest of the experience. Upgrading the mattresses would make a big difference."

[](https://expedia.com/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

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