Vacation rentals with a pool in Montalcino
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Top-rated rentals with a pool in Montalcino
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 Montalcino rentals with a pool
House rentals with a pool
Home in Località LeCoste
4.96 out of 5 average rating, 182 reviewsBorgo Petroio
Feb 24 – Mar 3
Home in Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 161 reviewsCountry House in the Crete Senesi
Apr 29 – May 6
Home in Prato
4.98 out of 5 average rating, 111 reviewsTofanello Orange Luxury and Modern Comfort with Outdoor Pool
Feb 13 – 20
Home in Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
Apr 4 – 11
Home in Subbiano
4.98 out of 5 average rating, 62 reviewsRomantic cosy flat - Toscana Italy
Jan 16 – 23
Home in Florence
4.89 out of 5 average rating, 724 reviewsTREEhouse/casaBARTHEL
Oct 22 – 29
Home in Foiano della Chiana
4.92 out of 5 average rating, 111 reviewsConca d'Oro house sleeps 4
Mar 21 – 28
Home in Casale
4.86 out of 5 average rating, 153 reviewsInfinity view
Mar 20 – 27
Condo rentals with a pool
Condo in Noce
5.0 out of 5 average rating, 129 reviewsVergianoni estate nestled in the Chianti with a pool
Nov 5 – 12
Condo in San Gimignano
4.95 out of 5 average rating, 111 reviewsAdalberto Apartment inside the Manor of Fulignano
Apr 23 – 30
Condo in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Feb 18 – 25
Condo in Morrona
4.96 out of 5 average rating, 112 reviewsCasa Luna-Splendida overlooking the pool and Tuscan nature
Nov 5 – 12
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, 155 reviewsPoggiolieto Studio - on hills 10' from city center
Oct 15 – 22
Condo in Casole d'Elsa
4.93 out of 5 average rating, 125 reviewsLa Casetta
Dec 27 – Jan 3
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Sep 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 Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 15 – 22
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
Dec 14 – 21
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 30 – Nov 6
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Feb 2 – 9
Home in Pergaccio
5.0 out of 5 average rating, 33 reviewsVilla Pergo is an ancient charming country villa
Oct 5 – 12
Villa in San Miniato
4.86 out of 5 average rating, 37 reviewsVilla with exclusive pool
Apr 21 – 28
Quick stats about vacation rentals with a pool in Montalcino
Total rentals
130 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
2.6K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Rentals with pools Rome
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- Rentals with pools Province of Siena
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