Holiday rentals with a pool in Siena
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Siena
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Siena rentals with a pool
House rentals with a pool
Home in Florence
4.89 out of 5 average rating, 722 reviewsTREEhouse/casaBARTHEL
21–28 Jan
Home in Certaldo
4.91 out of 5 average rating, 109 reviewsPaluffo Stillo House
22–29 Apr
Home in Prato
4.98 out of 5 average rating, 110 reviewsTofanello Orange Luxury and Modern Comfort with Outdoor Pool
13–20 Nov
Home in Subbiano
4.98 out of 5 average rating, 62 reviewsRomantic cosy flat - Toscana Italy
5–12 Apr
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
11–18 Oct
Home in San Feliciano
4.89 out of 5 average rating, 124 reviewsCasa dei 5 Sensi - Trasimeno view
21–28 May
Home in Localita' Pievescola
4.93 out of 5 average rating, 147 reviewsAntico Borgo Ripostena – no. 8 Casa Vecchia
7–14 Apr
Home in Casale
4.86 out of 5 average rating, 153 reviewsInfinity view
26 Oct – 2 Nov
Apartment rentals with a pool
Apartment in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
17–24 Feb
Apartment in San Gimignano
4.95 out of 5 average rating, 110 reviewsAdalberto Apartment inside the Manor of Fulignano
26 Oct – 2 Nov
Apartment in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
15–22 Dec
Apartment in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
18–25 Feb
Apartment in Fiesole
4.88 out of 5 average rating, 154 reviewsPoggiolieto Studio - on hills 10' from city center
20–27 Dec
Apartment in Morrona
4.96 out of 5 average rating, 112 reviewsCasa Luna-Splendida overlooking the pool and Tuscan nature
5–12 Nov
Apartment in Florence
4.93 out of 5 average rating, 138 reviewsVILLA LE PERGOLE - Florence
18–25 Aug
Apartment in Castelnuovo dei Sabbioni, caviglia
4.89 out of 5 average rating, 122 reviewsChianti La Pruneta, Michelangelo apartment
7–14 Oct
Home rentals with a private pool
Cottage in San Filippo A Ponzano
4.98 out of 5 average rating, 171 reviewsStone House with Exclusive Pool Codilungo in Chianti
17–24 Jan
Villa in San Ginese di Compito
4.99 out of 5 average rating, 112 reviewsFarmhouse , pool, 13 px. Lucca 10km
14–21 Feb
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 77 reviewsVilla Vignalunga
13–20 Nov
Home in Pescia
4.77 out of 5 average rating, 13 reviewsAurora by Interhome
12–19 Apr
Home in San Casciano in Val di pesa
4.82 out of 5 average rating, 73 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
25 Dec – 1 Jan
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
4–11 Oct
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
11–18 Sep
Villa in Cortona
4.93 out of 5 average rating, 43 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
1–8 May
Quick stats about holiday rentals with a pool in Siena
Total rentals
90 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
$68 SGD before taxes and fees
Destinations to explore
- Rentals with pools Italy
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