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 Gaiole In Chianti
4.85 out of 5 average rating, 222 reviewsCharming estate with views
Nov 29 – Dec 6
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 Rietine
4.85 out of 5 average rating, 186 reviewsGaiole in Chianti Poggio Casabianca
Oct 19 – 26
Home in Anghiari
4.99 out of 5 average rating, 197 reviewsCasa Rosmarino Eco-Wellness Country Home
Mar 20 – 27
Home in Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
Apr 19 – 26
Home in Sorana
4.96 out of 5 average rating, 243 reviewsTuscan Nature Views From Casa Gave
Apr 12 – 19
Home in Florence
4.89 out of 5 average rating, 724 reviewsTREEhouse/casaBARTHEL
Oct 29 – Nov 5
Home in Prato
4.98 out of 5 average rating, 111 reviewsTofanello Orange Luxury and Modern Comfort with Outdoor Pool
Nov 13 – 20
Condo rentals with a pool
Condo in San Gimignano
4.95 out of 5 average rating, 110 reviewsAdalberto Apartment inside the Manor of Fulignano
Apr 17 – 24
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
Nov 17 – 24
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Oct 19 – 26
Condo in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Feb 28 – Mar 7
Condo in Asciano
4.91 out of 5 average rating, 111 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 27 – Jan 3
Condo in Teodorano
4.96 out of 5 average rating, 178 reviewsThe ruin Teodorano, in the relaxing nature.
Dec 27 – Jan 3
Condo in Morrona
4.96 out of 5 average rating, 112 reviewsCasa Luna-Splendida overlooking the pool and Tuscan nature
Nov 5 – 12
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
Apr 16 – 23
Villa in San Ginese di Compito
4.99 out of 5 average rating, 113 reviewsFarmhouse , pool, 13 px. Lucca 10km
Nov 19 – 26
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
Nov 2 – 9
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 Pescia
4.77 out of 5 average rating, 13 reviewsAurora by Interhome
Apr 12 – 19
Home in San Casciano in Val di pesa
4.82 out of 5 average rating, 74 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
Oct 29 – Nov 5
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 4 – 11
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Jan 31 – Feb 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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- Apartment rentals Castellina in Chianti
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- Rentals with a patio Castellina in Chianti
- Monthly Rentals Castellina in Chianti
- Rentals with a washer and dryer Castellina in Chianti
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