Vacation rentals with a pool in Monticiano
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monticiano
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 Monticiano rentals with a pool
House rentals with a pool
Home in Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
Apr 21 – 28
Home in Florence
4.89 out of 5 average rating, 724 reviewsTREEhouse/casaBARTHEL
Nov 10 – 17
Home in Subbiano
4.98 out of 5 average rating, 62 reviewsRomantic cosy flat - Toscana Italy
Jan 10 – 17
Home in Localita' Pievescola
4.93 out of 5 average rating, 147 reviewsAntico Borgo Ripostena – no. 8 Casa Vecchia
Apr 20 – 27
Home in Località LeCoste
4.96 out of 5 average rating, 181 reviewsBorgo Petroio
Apr 8 – 15
Home in Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 161 reviewsCountry House in the Crete Senesi
Apr 11 – 18
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
Oct 31 – Nov 7
Home in Lecchi in Chianti
4.97 out of 5 average rating, 114 reviewsCasa di Lyndall - Entire house with exclusive pool
Oct 31 – Nov 7
Condo rentals with a pool
Condo in San Gimignano
4.95 out of 5 average rating, 110 reviewsAdalberto Apartment inside the Manor of Fulignano
Oct 19 – 26
Condo in arezzo
4.97 out of 5 average rating, 198 reviewsExplore Nature in Downtown Chianti Vigneti
Feb 6 – 13
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
Dec 15 – 22
Condo in Strada in Chianti
4.94 out of 5 average rating, 325 reviewsChianti Apartment in 12th Century Tuscan farmhouse
Jan 2 – 9
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 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
Sep 4 – 11
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
Mar 30 – Apr 6
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 17 – 24
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 26 – Jan 2
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Dec 29 – Jan 5
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 73 reviewsCasa Luigi Suite with Exclusive Pool
Sep 11 – 18
Home in Pergaccio
5.0 out of 5 average rating, 33 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
Apr 19 – 26
Quick stats about vacation rentals with a pool in Monticiano
Total rentals
40 properties
Wifi availability
30 properties include access to wifi
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
270 reviews
Nightly prices starting at
$40 before taxes and fees
Destinations to explore
- Rentals with pools Italy
- Rentals with pools Florence
- Rentals with pools Tuscany
- Rentals with pools Tuscany
- Rentals with pools Bologna
- Rentals with pools Province of Siena
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