Vacation rentals with a pool in Castellina in Chianti
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Castellina in Chianti
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 Castellina in Chianti rentals with a pool
House rentals with a pool
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
Apr 16 – 23
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 Sorana
4.96 out of 5 average rating, 243 reviewsTuscan Nature Views From Casa Gave
Feb 25 – Mar 4
Home in Anghiari
4.99 out of 5 average rating, 196 reviewsCasa Rosmarino Eco-Wellness Country Home
Mar 1 – 8
Home in Prato
4.98 out of 5 average rating, 110 reviewsTofanello Orange Luxury and Modern Comfort with Outdoor Pool
Nov 13 – 20
Home in Gaiole In Chianti
4.85 out of 5 average rating, 220 reviewsCharming estate with views
Mar 16 – 23
Home in Florence
4.89 out of 5 average rating, 721 reviewsTREEhouse/casaBARTHEL
Aug 28 – Sep 4
Home in Subbiano
4.98 out of 5 average rating, 62 reviewsRomantic cosy flat - Toscana Italy
Dec 17 – 24
Condo rentals with a pool
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Oct 14 – 21
Condo in San Gimignano
4.95 out of 5 average rating, 110 reviewsAdalberto Apartment inside the Manor of Fulignano
Oct 9 – 16
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
Apr 3 – 10
Condo in Strada in Chianti
4.94 out of 5 average rating, 324 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Jan 6 – 13
Condo in Asciano
4.91 out of 5 average rating, 110 reviewsApartment Loggiato 3 in Tuscany near Siena
Oct 15 – 22
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
Dec 15 – 22
Condo in Fiesole
4.88 out of 5 average rating, 154 reviewsPoggiolieto Studio - on hills 10' from city center
Feb 17 – 24
Condo in Morrona
4.96 out of 5 average rating, 112 reviewsCasa Luna-Splendida overlooking the pool and Tuscan nature
Oct 16 – 23
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
Jan 6 – 13
Villa in San Ginese di Compito
4.99 out of 5 average rating, 112 reviewsFarmhouse , pool, 13 px. Lucca 10km
Nov 16 – 23
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 77 reviewsVilla Vignalunga
Nov 13 – 20
Home in Pescia
4.77 out of 5 average rating, 13 reviewsAurora by Interhome
Apr 12 – 19
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 4 – 11
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
Sep 11 – 18
Home in San Casciano in Val di pesa
4.82 out of 5 average rating, 73 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
Aug 7 – 14
Villa in Cortona
4.93 out of 5 average rating, 43 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Dec 31 – Jan 7
Quick stats about vacation rentals with a pool in Castellina in Chianti
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
460 reviews
Nightly prices starting at
$90 before taxes and fees
Destinations to explore
- Rentals with pools Italy
- Rentals with pools Florence
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- Rentals with a washer and dryer Castellina in Chianti
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