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 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 Gaiole In Chianti
4.85 out of 5 average rating, 223 reviewsCharming estate with views
Mar 20 – 27
Home in Anghiari
4.99 out of 5 average rating, 197 reviewsCasa Rosmarino Eco-Wellness Country Home
Jan 21 – 28
Home in Rietine
4.85 out of 5 average rating, 186 reviewsGaiole in Chianti Poggio Casabianca
Apr 6 – 13
Home in Sorana
4.96 out of 5 average rating, 243 reviewsTuscan Nature Views From Casa Gave
Nov 23 – 30
Home in Florence
4.89 out of 5 average rating, 725 reviewsTREEhouse/casaBARTHEL
Oct 8 – 15
Home in Prato
4.98 out of 5 average rating, 111 reviewsTofanello Orange Luxury and Modern Comfort with Outdoor Pool
Nov 24 – Dec 1
Home in Località LeCoste
4.96 out of 5 average rating, 183 reviewsBorgo Petroio
Feb 8 – 15
Condo rentals with a pool
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Sep 11 – 18
Condo in San Gimignano
4.95 out of 5 average rating, 111 reviewsAdalberto Apartment inside the Manor of Fulignano
Apr 23 – 30
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
Jan 1 – 8
Condo in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Apr 1 – 8
Condo in Asciano
4.91 out of 5 average rating, 112 reviewsApartment Loggiato 3 in Tuscany near Siena
Oct 15 – 22
Condo in Castelnuovo dei Sabbioni, caviglia
4.89 out of 5 average rating, 123 reviewsChianti La Pruneta, Michelangelo apartment
Sep 12 – 19
Condo in Florence
4.93 out of 5 average rating, 139 reviewsVILLA LE PERGOLE - Florence
Oct 17 – 24
Condo in Fiesole
4.88 out of 5 average rating, 155 reviewsPoggiolieto Studio - on hills 10' from city center
Oct 11 – 18
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 3 – 10
Villa in San Ginese di Compito
4.99 out of 5 average rating, 113 reviewsFarmhouse , pool, 13 px. Lucca 10km
Dec 1 – 8
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
Dec 14 – 21
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 7 – 14
Home in San Casciano in Val di pesa
4.82 out of 5 average rating, 74 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
Feb 21 – 28
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
Sep 12 – 19
Home in Pescia
4.77 out of 5 average rating, 13 reviewsAurora by Interhome
Apr 19 – 26
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Jan 4 – 11
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
€ 84 before taxes and fees
Destinations to explore
- Rentals with pools Italy
- Rentals with pools Florence
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- Apartment rentals Castellina in Chianti
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- Pet-friendly rentals Castellina in Chianti
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- Monthly Rentals Castellina in Chianti
- Rentals with a washer and dryer Castellina in Chianti
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