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

Hotels with a Pool in Province of Siena from $98

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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

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, (207 reviews)
  • cleanliness
    Savor countryside luxury at the outdoor pool, where vineyard views and poolside cocktails create an idyllic Tuscan escape.
$338 nightly
The price is $378
Oct 29 - Oct 30
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, (468 reviews)
  • cleanliness
    Dive into serenity at this Tuscan retreat, where a seasonal outdoor pool sits amid picturesque gardens and mountain views.
$157 nightly
The price is $179
Oct 25 - Oct 26
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, (123 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, (470 reviews)
  • cleanliness
    Seasonal pool with Tuscan views invites summer dips in tranquil garden setting surrounded by Italian charm.
$86 nightly
The price is $98
Nov 9 - Nov 10
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, (372 reviews)
  • cleanliness
    Seasonal Tuscan oasis invites guests to indulge in poolside relaxation with vineyard views and refreshing cocktails at the bar.
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, (48 reviews)
  • cleanliness
    Siena hotel's seasonal outdoor pool offers serene relaxation with scenic views and sun loungers.
$153 nightly
The price is $171
Nov 3 - Nov 4
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, (293 reviews)
  • cleanliness
    Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.
$330 nightly
The price is $374
Oct 30 - Oct 31
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, (272 reviews)
  • cleanliness
    Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.
$137 nightly
The price is $155
Oct 30 - Oct 31
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, (134 reviews)
  • cleanliness
    Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
$213 nightly
The price is $239
Oct 11 - Oct 12
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

Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."
Ralph 2-night trip
Posted 3 hours ago
Hotel Italia

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