Vacation rentals with a pool in Province of Siena
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Province of Siena
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Province of Siena rentals with a pool
House rentals with a pool
Home in Gaiole In Chianti
4.85 out of 5 average rating, 222 reviewsCharming estate with views
Dec 31 – Jan 7
Home in Localita' Pievescola
4.93 out of 5 average rating, 147 reviewsAntico Borgo Ripostena – no. 8 Casa Vecchia
Apr 26 – May 3
Home in Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 161 reviewsCountry House in the Crete Senesi
Apr 8 – 15
Home in Foiano della Chiana
4.92 out of 5 average rating, 111 reviewsConca d'Oro house sleeps 4
Oct 7 – 14
Home in San Casciano dei Bagni
4.85 out of 5 average rating, 110 reviewsLittle farmer Vigna: peaceful positition
Feb 26 – Mar 5
Home in Lecchi in Chianti
4.97 out of 5 average rating, 114 reviewsCasa di Lyndall - Entire house with exclusive pool
Oct 31 – Nov 7
Home in Barberino Val D'elsa
4.97 out of 5 average rating, 103 reviewsPodere Villetta La Colombaia
Jan 11 – 18
Home in Arezzo
4.89 out of 5 average rating, 152 reviewsIndoor Italian
Sep 23 – 30
Condo rentals with a pool
Condo in Casole d'Elsa
4.93 out of 5 average rating, 125 reviewsLa Casetta
Dec 27 – Jan 3
Condo in Poggibonsi
4.73 out of 5 average rating, 246 reviewsPODERE VAL DI GALLO CHIANTI SIENA
Oct 9 – 16
Condo in Castelnuovo Berardenga
4.95 out of 5 average rating, 38 reviewsCastello di Orgiale Charme Residenz
Oct 3 – 10
Condo in Monte San Savino
4.93 out of 5 average rating, 29 reviewsRural Tuscany | Agriturismo with restaurant & pool
Apr 6 – 13
Condo in Cinigiano
5.0 out of 5 average rating, 60 reviewsSpinosa Apartment in Podere Capraia
Mar 13 – 20
Condo in Castellina in Chianti
4.97 out of 5 average rating, 35 reviewsApartment with terrace and stunning view
Nov 20 – 27
Condo in Montefollonico
4.91 out of 5 average rating, 33 reviewsIl Chicchino,Swimmingpool,Tennis,Wi-Fi, Park
Apr 20 – 27
Condo in San Gimignano
5.0 out of 5 average rating, 26 reviewsResidenza Casaglia
Mar 31 – Apr 7
Home rentals with a private pool
Cottage in San Filippo A Ponzano
4.98 out of 5 average rating, 172 reviewsStone House with Exclusive Pool Codilungo in Chianti
Apr 23 – 30
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
Nov 2 – 9
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 13 – 20
Home in Castiglion Fiorentino
4.92 out of 5 average rating, 12 reviewsSorbino's Nest by Interhome
Mar 22 – 29
Home in Castiglione del lago
5.0 out of 5 average rating, 15 reviewsBliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool
Mar 2 – 9
Home in San Gimignano
4.85 out of 5 average rating, 13 reviewsSissi by Interhome
Jun 1 – 8
Home in Cortona
4.88 out of 5 average rating, 8 reviewsIl Loto by Interhome
Oct 23 – 30
Home in Pergine Valdarno
5.0 out of 5 average rating, 8 reviewsPianelli by Interhome
Feb 28 – Mar 7
Destinations to explore
- Rentals with pools Italy
- Rentals with pools Florence
- Rentals with pools Tuscany
- Rentals with pools Tuscany
- Rentals with pools Bologna
- Rentals with a patio Province of Siena
- House rentals Province of Siena
- Pet-friendly rentals Province of Siena
- Villa rentals Province of Siena
- Wheelchair accessible rentals Province of Siena
- Private suite rentals Province of Siena
- Cottage rentals Province of Siena
- Tiny house rentals Province of Siena
- Bed and breakfasts Province of Siena
- Nature eco lodge rentals Province of Siena
- Rentals with lake access Province of Siena
- Rentals with a fireplace Province of Siena
- Rentals with a washer and dryer Province of Siena
- Rentals with breakfast Province of Siena
- Farmstay rentals Province of Siena
- Hotel rentals Province of Siena
- Rentals with outdoor seating Province of Siena
- Rentals with a hot tub Province of Siena
- Guesthouse rentals Province of Siena
- Smoking-friendly rentals Province of Siena
- Vacation home rentals Province of Siena
- Fitness-friendly rentals Province of Siena
- Family-friendly rentals Province of Siena
- Rentals with a fire pit Province of Siena
- Boutique hotel rentals Province of Siena
- Townhouse rentals Province of Siena
- Rentals with an EV charger Province of Siena
- Ski-in/ski-out rentals Province of Siena
- Castle rentals Province of Siena
- Loft rentals Province of Siena
- Monthly Rentals Province of Siena
- Kid-friendly rentals Province of Siena
- Rentals with a balcony Province of Siena
- Luxury rentals Province of Siena
- Condo rentals Province of Siena
- Rentals with an accessible height bed Province of Siena
- Apartment rentals Province of Siena
- Rentals with a sauna Province of Siena
- Tent rentals Province of Siena
- Serviced apartment rentals Province of Siena
- Barn rentals Province of Siena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom