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
4.97 out of 5 average rating, 114 reviewsCasa di Lyndall - Entire house with exclusive pool
Oct 31 – Nov 7
Home in Gaiole In Chianti
4.85 out of 5 average rating, 222 reviewsCharming estate with views
Dec 12 – 19
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
Oct 17 – 24
Home in Anghiari
4.99 out of 5 average rating, 196 reviewsCasa Rosmarino Eco-Wellness Country Home
Feb 27 – Mar 6
Home in Sorana
4.96 out of 5 average rating, 243 reviewsTuscan Nature Views From Casa Gave
Nov 10 – 17
Home in Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
Apr 27 – May 4
Home in Subbiano
4.98 out of 5 average rating, 62 reviewsRomantic cosy flat - Toscana Italy
Dec 31 – Jan 7
Home in Località LeCoste
4.96 out of 5 average rating, 182 reviewsBorgo Petroio
Apr 8 – 15
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 21 – 28
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Sep 10 – 17
Condo in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Jan 4 – 11
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
Dec 24 – 31
Condo in Asciano
4.91 out of 5 average rating, 111 reviewsApartment Loggiato 3 in Tuscany near Siena
Oct 15 – 22
Condo in Castelnuovo dei Sabbioni, caviglia
4.89 out of 5 average rating, 122 reviewsChianti La Pruneta, Michelangelo apartment
Sep 12 – 19
Condo in Fiesole
4.88 out of 5 average rating, 154 reviewsPoggiolieto Studio - on hills 10' from city center
Jan 23 – 30
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
Dec 27 – Jan 3
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
Dec 24 – 31
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
Nov 2 – 9
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, 73 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
Dec 27 – Jan 3
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
Sep 10 – 17
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 3 – 10
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Jan 29 – Feb 5
Home in Pergaccio
5.0 out of 5 average rating, 33 reviewsVilla Pergo is an ancient charming country villa
Sep 7 – 14
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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- Monthly Rentals Castellina in Chianti
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