
Holiday rentals with a pool in Monticiano
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Monticiano

Total holiday rentals
Explore 30 holiday rentals in Monticiano

Nightly prices starting at
Monticiano holiday rentals start at £53 per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
30 of Monticiano holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Monticiano rentals

4.8 Average rating
Monticiano stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Monticiano
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

Podere La Castellina - N°1 COTTAGE
Cottage indipendente in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. Il cottage può ospitare comodamente 5 persone e comprende: - ampio soggiorno con tv e camino - cucina abitabile con forno - camera matrimoniale - camera con tre letti singoli - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Il Castello di Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Typical Tuscan country house
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Romantico appartamento nel borgo Toscano
La casa si trova in un antico borgo medioevale completamente ristrutturato pur mantenendo il fascino della sua storia. Nel borgo troverai due piscine, un ristorante, tanti giardini e molto altro... è in una posizione strategica per poter raggiungere le principali attrazioni come la Regione del Chianti, Firenze, Arezzo e Siena!

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

TUSCANY farm house SWIMMING POOL
Our little farm is a beautiful location for a relaxing vacation with a private swimming pool( open around the 10th of May) We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.
Popular amenities for Monticiano rentals with a pool
House rentals with a pool

Interno Italiano

Infinity pool in Chianti

Casina in campagna Podere Scorno con piscina

Cercis - La Palmierina

Casa colonica azienda vitivinicola

Private villa/swimming pool in Tuscany

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Charming estate with views. A/C in the bedrooms
Apartment rentals with a pool

Appartamento Loggiato 3 in toscana vicino Siena

Casa Biancospino Crete Senesi | Podere Fossaccio

Fattoria Lornano Winery- villa ''Trebbiano''

Scenic Stilish Country

Farmhouse near Florence - Loggia

Residenza Vintage con Piscina nel Chianti

Poggiolieto Suite - on hills 10' from city center

Appartamento Solengo a Podere Capraia
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti

Villa Pergo is an ancient charming country villa

Esplora la natura al centro di Vigneti Chianti
Historic villa x8 with exclusive pool

Podere Molinaccio-Luxury Tuscan-style Eco Villa

Villa il Palagio nelle campagne toscane

Suite Casa Luigi con piscina esclusiva

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool
Destinations to explore
- Villa rentals Monticiano
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- Rentals with a washing machine and dryer Monticiano
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- Pet-friendly rentals Monticiano
- Rentals with outdoor seating Monticiano
- House rentals Monticiano
- Rentals with a patio Monticiano
- Smoking-friendly rentals Monticiano
- Family-friendly rentals Monticiano
- Rentals with pools Siena
- Rentals with pools Tuscany
- Rentals with pools Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Regionale Della Maremma
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco





