Vacation rentals with a pool in Castiglion Fiorentino
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Castiglion Fiorentino
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 Castiglion Fiorentino rentals with a pool
House rentals with a pool
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
Home in Anghiari
4.88 out of 5 average rating, 122 reviewsTuscan dream in the ancient Tobacco's villa, sauna
Oct 26 – Nov 2
Home in San Feliciano
4.89 out of 5 average rating, 124 reviewsCasa dei 5 Sensi - Trasimeno view
Feb 24 – Mar 3
Home in Florence
4.89 out of 5 average rating, 724 reviewsTREEhouse/casaBARTHEL
Nov 13 – 20
Home in Casale
4.86 out of 5 average rating, 153 reviewsInfinity view
Apr 28 – May 5
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
Oct 17 – 24
Home in San Martino
4.95 out of 5 average rating, 176 reviewsCasa Bada - Barn
Dec 22 – 29
Condo rentals with a pool
Condo in Noce
5.0 out of 5 average rating, 127 reviewsVergianoni estate nestled in the Chianti with a pool
Nov 15 – 22
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 Asciano
4.91 out of 5 average rating, 111 reviewsApartment Loggiato 3 in Tuscany near Siena
Oct 15 – 22
Condo in Fiesole
4.88 out of 5 average rating, 154 reviewsPoggiolieto Studio - on hills 10' from city center
Jan 23 – 30
Condo in Castelnuovo dei Sabbioni, caviglia
4.89 out of 5 average rating, 122 reviewsChianti La Pruneta, Michelangelo apartment
Sep 12 – 19
Condo in Florence
4.93 out of 5 average rating, 138 reviewsVILLA LE PERGOLE - Florence
Jul 5 – 12
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Sep 10 – 17
Condo in Rignano sull'Arno
4.81 out of 5 average rating, 120 reviewsPanoramic apartment, WiFi, swimming pool, terrace
Jan 1 – 8
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
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 3 – 10
Home in Pergaccio
5.0 out of 5 average rating, 33 reviewsVilla Pergo is an ancient charming country villa
Sep 7 – 14
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
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Jan 29 – Feb 5
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
Sep 10 – 17
Home in Castiglion Fiorentino
4.92 out of 5 average rating, 12 reviewsSorbino's Nest by Interhome
Apr 12 – 19
Quick stats about vacation rentals with a pool in Castiglion Fiorentino
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
580 reviews
Nightly prices starting at
$60 before taxes and fees
Destinations to explore
- Rentals with pools Italy
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