Vacation rentals with a pool in Montalcino
Find and book unique homes with a pool on Airbnb
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
Get the amount of space that is right for you
Popular amenities for Montalcino rentals with a pool
House rentals with a pool
Home in Prato
4.98 out of 5 average rating, 110 reviewsTofanello Orange Luxury and Modern Comfort with Outdoor Pool
Nov 13 – 20
Home in Certaldo
4.91 out of 5 average rating, 109 reviewsPaluffo Stillo House
Apr 16 – 23
Home in Località LeCoste
4.96 out of 5 average rating, 181 reviewsBorgo Petroio
Mar 15 – 22
Home in San Feliciano
4.89 out of 5 average rating, 124 reviewsCasa dei 5 Sensi - Trasimeno view
May 19 – 26
Home in Subbiano
4.98 out of 5 average rating, 61 reviewsRomantic cosy flat - Toscana Italy
Feb 26 – Mar 5
Home in Florence
4.89 out of 5 average rating, 721 reviewsTREEhouse/casaBARTHEL
Aug 28 – Sep 4
Home in Foiano della Chiana
4.92 out of 5 average rating, 111 reviewsConca d'Oro house sleeps 4
Oct 30 – Nov 6
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
Nov 9 – 16
Condo rentals with a pool
Condo in Noce
5.0 out of 5 average rating, 124 reviewsVergianoni estate nestled in the Chianti with a pool
Mar 22 – 29
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
Apr 3 – 10
Condo in Strada in Chianti
4.94 out of 5 average rating, 324 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Feb 11 – 18
Condo in San Gimignano
4.95 out of 5 average rating, 110 reviewsAdalberto Apartment inside the Manor of Fulignano
Oct 9 – 16
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
Dec 15 – 22
Condo in Fiesole
4.88 out of 5 average rating, 153 reviewsPoggiolieto Studio - on hills 10' from city center
Feb 17 – 24
Condo in Castelnuovo dei Sabbioni, caviglia
4.89 out of 5 average rating, 122 reviewsChianti La Pruneta, Michelangelo apartment
Oct 7 – 14
Condo in Greve in Chianti
4.86 out of 5 average rating, 149 reviewsROSA cosiest and romantic studio
Oct 14 – 21
Home rentals with a private pool
Cottage in San Filippo A Ponzano
4.98 out of 5 average rating, 171 reviewsStone House with Exclusive Pool Codilungo in Chianti
Oct 9 – 16
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
May 16 – 23
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 77 reviewsVilla Vignalunga
Nov 13 – 20
Home in San Casciano in Val di pesa
4.82 out of 5 average rating, 73 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
Aug 7 – 14
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
Sep 11 – 18
Villa in Cortona
4.93 out of 5 average rating, 43 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Dec 31 – Jan 7
Home in Pergaccio
5.0 out of 5 average rating, 32 reviewsVilla Pergo is an ancient charming country villa
Sep 7 – 14
Villa in San Miniato
4.86 out of 5 average rating, 37 reviewsVilla with exclusive pool
Oct 4 – 11
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
ﺩ.ﺇ184 before taxes and fees
Destinations to explore
- Rentals with pools Rome
- Rentals with pools Italy
- Rentals with pools Italy
- Rentals with pools Florence
- Rentals with pools Tuscany
- Rentals with a washer and dryer Montalcino
- Farmstay rentals Montalcino
- Apartment rentals Montalcino
- Rentals with an EV charger Montalcino
- Villa rentals Montalcino
- Pet-friendly rentals Montalcino
- Rentals with breakfast Montalcino
- Condo rentals Montalcino
- Smoking-friendly rentals Montalcino
- Rentals with a fire pit Montalcino
- Monthly Rentals Montalcino
- Rentals with a patio Montalcino
- Fitness-friendly rentals Montalcino
- Bed and breakfasts Montalcino
- Kid-friendly rentals Montalcino
- Luxury rentals Montalcino
- Vacation home rentals Montalcino
- Wheelchair accessible rentals Montalcino
- Rentals with outdoor seating Montalcino
- Rentals with a fireplace Montalcino
- House rentals Montalcino
- Family-friendly rentals Montalcino
- Rentals with a hot tub Montalcino
- Rentals with pools Province of Siena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom