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Find rentals with pool near Castello del Trebbio

We found 2,084 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Castello del Trebbio rentals with pools

MAGNIFICENT 9BR VILLA WITH HEATED POOL & STUNNING VIEWS IN TOP CHIANTI LOCATION!

Sleeps 18 · 9 bedrooms · 7+ bathrooms

Elegante villa con piscina a soli 12 km da Firenze ideale per famiglie e gruppi

Sleeps 12 · 5 bedrooms · 5 bathrooms

In the Hills of Mugello Tuscany in a recently renovated 17th Century Monastery

Sleeps 7 · 2 bedrooms · 3 bathrooms

ONE MILE FROM HEART OF HISTORIC FLORENCE, STUNNING 5BD-5BA VILLA W/ HEATED POOL!

Sleeps 10 · 5 bedrooms · 5 bathrooms

Top rated rentals with pools - Castello del Trebbio

Villa "Torre in Chianti" your homeaway in Tuscany!!!

Premier Host

Beautiful Villa in a great central location

The Villa has everything you need for a more than comfortable stay. Centrally located for exploring many of the local Tuscany highlights with a quick tram to Florence.Worth staying in to enjoy the pool and surrounds when the weather is good. Great outdoor space! We were 15 adults.

Suzanne G.

Stayed May 2025

Gorgeous tuscan villa

Amazing villa, great check in process. Rooms gorgeous, living space's very comfortable. We stayed with 2 families over Christmas, very cosy. A car is very useful to see neighbouring towns.

Yolanda C.

Stayed Dec 2024

Premier Host

Amazing!!

A beautiful farmhouse with the most picturesque views. Great location and perfect base to explore nearby towns and wineries. Antonella was especially helpful for recommendations on places to eat and wineries to visit. We had a fantastic time. Thank you!

Hanna C.

Stayed June 2023

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