Italian Honeymoon Villas
Italy is the most romantic of destinations and Tuscany a jewel in Italy. But not all Romantic retreats are the same - here is a list of our five best villas in Tuscany and Umbria for couples and honeymoons.
Some are best for relaxing with champagne and romance, others perfect as a base for long walks in the hills, returning to a simple meal in front of a stunning view.
1. Casa Andrea
Tuscany Honeymoon villa close to San Gimignano
San Gimignano | For food and history lovers

Casa Andrea is a very recent addition to our houses, and is a very well-appointed cottage on a ridge just 3km away from San Gimignano. With underfloor heating and a Jacuzzi hot tub perfectly placed to take in the long-reaching views over Chianti, this is a house that has space for four, with two double bedrooms, but I think is ideal for a romantic getaway, a place to re-kindle romance or perhaps to propose and take the your relationship to the next step!
Romantic views from our hot-tub - show me more
2. Scuderia
Romantic retreat in a medieval church
Roccastrada, Maremma | For a real getaway

Scuderia is located in Pieve di Caminino, a little hamlet in the beautiful Maremma countryside between Roccastrada and Massa Marittima, is set in a natural, verdant amphitheatre, with enormous olive groves extending down from the wooded, rocky background towards the coast.
Romantic hideaway in the Maremma
3. Noce
Cottage within walking distance of a Tuscan village
Casole d'Elsa, Siena | For village life

Being close to a village is a wonderful experience: a brief walk will take you into Casole d'Elsa, which boasts several cafes and restaurants, a couple of grocery stores, and even a couple of tiny art galleries for resident artists. Walk up for breakfast, then buy some fresh produce and wander home for a fresh lunch and spend the afternoon by the pool; it's a real Tuscan delight.
A morning stroll for Cappuccino? Sign me up!
4. Casa Carina
Umbrian Cottage with Private Pool
Todi. Umbria | To really get away from it all

5. Treggiaia
Tuscany Villa for two with a Tennis Court and Pool
San Giovanni Valdarno, Florence | For Tennis lovers

Five romantic cottages compared
| Name | Location | Pool | Best For |
|---|---|---|---|
| Casa Andrea | near San Gimignano | Hot Tub | Explorers |
| Scuderia | Maremma, southern Tuscany | Shared Pool | History lovers |
| Noce | Val d'Elsa, near Siena | Shared Pool | Village life |
| Casa Carina | Todi, Umbria | Private Pool | Getting away |
| Treggiaia | Val d'Arno, near Arezzo | Private Pool | Tennis lovers |
More Small Villas in Italy

Author: Dan Wrightson
Dan Wrightson grew up in Tuscany, Italy and has been writing about, sketching and exploring Tuscany and Italy since 1983.
30th Dec 2019 17th Sep 2025