
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

Vineyards Paradise

House “il colle”.nice house surrounded by vineyard

Charming estate with views

Explore Chianti from a Charming Stone House

The Owl: view, pool and garden

Paluffo Torre House

Country House in the Crete Senesi

House Rigomagno Siena
Condo rentals with a pool

Appartamento Loggiato 3 in toscana vicino Siena

Chianti La Pruneta, Michelangelo apartment

Cottage 48 mq, piscina, relax, immerso nel verde

Guidoccio-Agriturismo Cosona

Adalberto Apartment inside the Manor of Fulignano

Appartamento Spinosa a Podere Capraia

Casa Rebecca con piccola piscina privata

House between Firenze, Arezzo, chianti e Siena
Home rentals with a private pool

Sole by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Villa Pergo is an ancient charming country villa

Villa di charme sulle colline del Chianti

Casa Frati by Interhome

Podere Molinaccio-Luxury Tuscan-style Eco Villa

Villa il Palagio nelle campagne toscane

Meridiana by Interhome
Quick stats about vacation rentals with a pool in Montalcino
Total rentals
410 properties
Nightly prices starting at
$68 CAD before taxes and fees
Total number of reviews
7.4K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
260 properties allow pets
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Destinations to explore
- Florence Vacation rentals
- Pisa Vacation rentals
- Rome Vacation rentals
- Bologna Vacation rentals
- Portofino Vacation rentals
- Riviera di Levante Vacation rentals
- Francavilla al Mare Vacation rentals
- Genoa Vacation rentals
- Italian Riviera Vacation rentals
- Verona Vacation rentals
- Venice Vacation rentals
- Agnone Vacation rentals
- Rentals with an EV charger Montalcino
- Fitness-friendly rentals Montalcino
- Apartment rentals Montalcino
- Rentals with outdoor seating Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Vacation home rentals Montalcino
- Luxury rentals Montalcino
- Condo rentals Montalcino
- Bed and breakfasts Montalcino
- Cottage rentals Montalcino
- Rentals with breakfast Montalcino
- Kid-friendly rentals Montalcino
- Rentals with a hot tub Montalcino
- Rentals with a fireplace Montalcino
- Rentals with a washer and dryer Montalcino
- Rentals with a patio Montalcino
- Smoking-friendly rentals Montalcino
- Rentals with a firepit Montalcino
- Family-friendly rentals Montalcino
- Rentals with a sauna Montalcino
- House rentals Montalcino
- Farmstay rentals Montalcino
- Rentals with pools Province of Siena
- Rentals with pools Tuscany
- Rentals with pools Italy
- 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
- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Cavallino Matto
- Tenuta Le Velette
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cala Di Forno
- Santa Maria della Scala
- Casa Barthel
- CavallinoMatto
- Pubblico Palace
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Riva del Marchese
- Castiglion del Bosco Winery
- Golf Club Toscana
- Cantina Contucci
- Abbey of Monte Oliveto Maggiore
- Cantina de' Ricci
- Podere La Marronaia, Sosta alle Colonne
- Things to do Montalcino
- Food and drink Montalcino
- Nature and outdoors Montalcino
- Things to do Province of Siena
- Art and culture Province of Siena
- Tours Province of Siena
- Food and drink Province of Siena
- Nature and outdoors Province of Siena
- Sightseeing Province of Siena
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Wellness Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Wellness Italy
- Sightseeing Italy
- Entertainment Italy
- Sports activities Italy
- Food and drink Italy
- Tours Italy
- Art and culture Italy