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

Hotels with a Pool in Province of Siena from $122

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Top Cities in Province of Siena

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

Siena

Check availability on Province of Siena Hotels with a Pool

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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, (204 reviews)
  • cleanliness
    Savor countryside luxury at the outdoor pool, where vineyard views and poolside cocktails create an idyllic Tuscan escape.
$341 nightly
The price is $382
Oct 16 - Oct 17
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, (463 reviews)
  • cleanliness
    Dive into serenity at this Tuscan retreat, where a seasonal outdoor pool sits amid picturesque gardens and mountain views.
$165 nightly
The price is $187
Oct 18 - Oct 19
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.
$122 nightly
The price is $140
Oct 19 - Oct 20
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, (371 reviews)
  • cleanliness
    Seasonal Tuscan oasis invites guests to indulge in poolside relaxation with vineyard views and refreshing cocktails at the bar.
$105 nightly
The price is $122
Oct 7 - Oct 8
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
9.4 out of 10, Exceptional, (44 reviews)
  • cleanliness
    Siena hotel's seasonal outdoor pool offers serene relaxation with scenic views and sun loungers.
$189 nightly
The price is $214
Oct 18 - Oct 19
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, (287 reviews)
  • cleanliness
    Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.
$394 nightly
The price is $445
Oct 21 - Oct 22
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, (266 reviews)
  • cleanliness
    Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.
$171 nightly
The price is $192
Oct 24 - Oct 25
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, (132 reviews)
  • cleanliness
    Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
$210 nightly
The price is $236
Oct 24 - Oct 25
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.
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Top Province of Siena Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 15 hours ago
Castello di Velona Resort Thermal SPA & Winery

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