A historic town with a prominent tower and a rainbow arching over it.

Hotels with a Pool in Province of Siena from $136

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.
HotelsHotels

Siena

Siena

Check availability on Province of Siena Hotels with a Pool

This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Province of Siena hotels with a pool

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

1. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (200 reviews)
  • cleanliness
    Savor countryside luxury at the outdoor pool, where vineyard views and poolside cocktails create an idyllic Tuscan escape.
$351 nightly
The price is $393
Sep 17 - Sep 18
Total with taxes and fees
Locanda le Piazze
A swimming pool surrounded by lush greenery and a stone pathway.

2. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
4.0 star property
Scacciapensieri
9.2 out of 10, Wonderful, (455 reviews)
  • cleanliness
    Dive into serenity at this Tuscan retreat, where a seasonal outdoor pool sits amid picturesque gardens and mountain views.
$180 nightly
The price is $203
Aug 29 - Aug 30
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel
A swimming pool with a stone border, surrounded by a well-maintained lawn and a variety of trees.

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

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
10.0 out of 10, Exceptional, (122 reviews)
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

4. Borgo Grondaie

Borgo Grondaie
3.0 star property
Siena
9.6 out of 10, Exceptional, (467 reviews)
  • cleanliness
    Seasonal pool with Tuscan views invites summer dips in tranquil garden setting surrounded by Italian charm.
$169 nightly
The price is $192
Aug 27 - Aug 28
Total with taxes and fees
Borgo Grondaie
A swimming pool with lounge chairs, surrounded by greenery and a hillside.

5. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (367 reviews)
  • cleanliness
    Seasonal Tuscan oasis invites guests to indulge in poolside relaxation with vineyard views and refreshing cocktails at the bar.
$117 nightly
The price is $136
Aug 27 - Aug 28
Total with taxes and fees
Hotel Pescille by Double Hospitality
A swimming pool with a wooden deck, lounge chairs, and umbrellas.

6. Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.2 out of 10, Wonderful, (39 reviews)
  • cleanliness
    Siena hotel's seasonal outdoor pool offers serene relaxation with scenic views and sun loungers.
$212 nightly
The price is $239
Aug 29 - Aug 30
Total with taxes and fees
Villa Ermellina Siena, a Tribute Portfolio Hotel
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

7. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
5.0 star property
Gaiole in Chianti
9.6 out of 10, Exceptional, (281 reviews)
  • cleanliness
    Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.
$401 nightly
The price is $453
Sep 2 - Sep 3
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World
A wooden pathway leading to a pool area with a gazebo and potted plants.

8. Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (263 reviews)
  • cleanliness
    Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.
$192 nightly
The price is $216
Sep 7 - Sep 8
Total with taxes and fees
Relais Della Rovere
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

9. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (128 reviews)
  • cleanliness
    Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
$246 nightly
The price is $275
Sep 3 - Sep 4
Total with taxes and fees
Tenuta Santo Pietro
A swimming pool with clear water, surrounded by lounge chairs and umbrellas, set against a backdrop of lush greenery and hills.

10. Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
CASTELNUOVO BERARDENGA
10.0 out of 10, Exceptional, (35 reviews)
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Province of Siena Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"We had an exceptional nice stay. I can highly recommend the Corsignano to anyone. It’s just a couple minutes walking distance from the old town … I will definitely stay here again on my next visit to Pienza"
Rene 1-night trip
Posted 13 hours ago
Hotel Corsignano

Explore a world of travel with Expedia