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, 724 reviewsTREEhouse/casaBARTHEL
10 – 17 Nov
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 Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
21 – 28 Apr
Home in Subbiano
4.98 out of 5 average rating, 62 reviewsRomantic cosy flat - Toscana Italy
10 – 17 Jan
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
31 Oct – 7 Nov
Home in Localita' Pievescola
4.93 out of 5 average rating, 147 reviewsAntico Borgo Ripostena – no. 8 Casa Vecchia
20 – 27 Apr
Home in Casale
4.86 out of 5 average rating, 153 reviewsInfinity view
16 – 23 Apr
Home in Località LeCoste
4.96 out of 5 average rating, 181 reviewsBorgo Petroio
8 – 15 Apr
Condo rentals with a pool
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
6 – 13 Feb
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
15 – 22 Dec
Condo in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
2 – 9 Jan
Condo in Fiesole
4.88 out of 5 average rating, 154 reviewsPoggiolieto Studio - on hills 10' from city center
1 – 8 Apr
Condo in Morrona
4.96 out of 5 average rating, 112 reviewsCasa Luna-Splendida overlooking the pool and Tuscan nature
5 – 12 Nov
Condo in Castelnuovo dei Sabbioni, caviglia
4.89 out of 5 average rating, 122 reviewsChianti La Pruneta, Michelangelo apartment
12 – 19 Sept
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
10 – 17 Sept
Condo in Florence
4.93 out of 5 average rating, 138 reviewsVILLA LE PERGOLE - Florence
18 – 25 Aug
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
30 Mar – 6 Apr
Villa in San Ginese di Compito
4.99 out of 5 average rating, 113 reviewsFarmhouse , pool, 13 px. Lucca 10km
24 Nov – 1 Dec
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
2 – 9 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
26 Dec – 2 Jan
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
17 – 24 Oct
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
11 – 18 Sept
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
28 Jan – 4 Feb
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
$77 AUD before taxes and fees
Destinations to explore
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