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
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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, 187 reviewsGaiole in Chianti Poggio Casabianca
Nov 5 – 12
Home in Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
Apr 24 – May 1
Home in Sorana
4.96 out of 5 average rating, 243 reviewsTuscan Nature Views From Casa Gave
Nov 25 – Dec 2
Home in Florence
4.89 out of 5 average rating, 725 reviewsTREEhouse/casaBARTHEL
Nov 3 – 10
Home in Gaiole In Chianti
4.85 out of 5 average rating, 223 reviewsCharming estate with views
Jan 25 – Feb 1
Home in Lecchi in Chianti
4.96 out of 5 average rating, 115 reviewsCasa di Lyndall - Entire house with exclusive pool
Oct 31 – Nov 7
Home in Subbiano
4.98 out of 5 average rating, 62 reviewsRomantic cosy flat - Toscana Italy
Oct 13 – 20
Home in Località LeCoste
4.96 out of 5 average rating, 183 reviewsBorgo Petroio
Apr 13 – 20
Condo rentals with a pool
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Oct 5 – 12
Condo in San Gimignano
4.95 out of 5 average rating, 111 reviewsAdalberto Apartment inside the Manor of Fulignano
Apr 16 – 23
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsEsplora la natura al centro di Vigneti Chianti
Mar 4 – 11
Condo in Castelnuovo dei Sabbioni, caviglia
4.89 out of 5 average rating, 123 reviewsChianti La Pruneta, Michelangelo apartment
Dec 18 – 25
Condo in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Nov 28 – Dec 5
Condo in Asciano
4.91 out of 5 average rating, 112 reviewsAppartamento Loggiato 3 in toscana vicino Siena
Oct 15 – 22
Condo in Fiesole
4.88 out of 5 average rating, 155 reviewsPoggiolieto Studio - on hills 10' from city center
Apr 1 – 8
Condo in Florence
4.93 out of 5 average rating, 139 reviewsVILLA LE PERGOLE - Florence
Oct 17 – 24
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
Oct 16 – 23
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 74 reviewsSuite Casa Luigi con piscina esclusiva
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 17 – 24
Home in Pescia
4.77 out of 5 average rating, 13 reviewsAurora by Interhome
Apr 19 – 26
Home in San Casciano in Val di pesa
4.82 out of 5 average rating, 74 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
Dec 25 – Jan 1
Villa in San Miniato
4.86 out of 5 average rating, 37 reviewsVilla with exclusive pool
Apr 25 – May 2
Home in Greve in Chianti
5.0 out of 5 average rating, 16 reviewsCasa 360 by Interhome
Villa in San Casciano in Val di pesa
5.0 out of 5 average rating, 29 reviewsVilla di charme con piscina sulle colline del Chianti
Oct 24 – 31
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
R1,672 ZAR before taxes and fees
Destinations to explore
- Rentals with pools Italy
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- Monthly Rentals Castellina in Chianti
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