Holiday rentals near Fortezza Medicea

We found 3,986 holiday rentals — enter your dates for availability

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July 2025

August 2025

Find the perfect private holiday rental within close proximity to Fortezza Medicea. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as air conditioning and cable TV. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Fortezza Medicea

Showing deals for:10 Oct - 17 Oct

Exceptional

(32 reviews)

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

Castelnuovo Berardenga, Tuscany

14% off

NZ$2,317 per night

includes taxes & fees

Exceptional

(14 reviews)

Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi

Monticiano, Toscana

14% off

NZ$2,620 per night

includes taxes & fees

Excellent

(11 reviews)

Special offer Newly renovated fine detached villa with fireplace.

Castelnuovo Berardenga, Tuscany

8% off

NZ$210 per night

includes taxes & fees

Exceptional

(17 reviews)

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

Poggibonsi, Tuscany

8% off

NZ$241 per night

includes taxes & fees

Exceptional

(18 reviews)

Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino

Montalcino

9% off

NZ$373 per night

includes taxes & fees

Exceptional

(8 reviews)

Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany

Montalcino, Siena

9% off

NZ$603 per night

includes taxes & fees

Exceptional

(25 reviews)

Agriturismo San Silvestro - Your home with pool in the hills of Chianti

Barberino Val d'Elsa, Tuscany

9% off

NZ$459 per night

includes taxes & fees

Exceptional

(14 reviews)

RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far

Poggibonsi, Tuscany

7% off

NZ$228 per night

includes taxes & fees

Exceptional

(15 reviews)

GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops

Poggibonsi, Tuscany

8% off

NZ$257 per night

includes taxes & fees

Very good

(10 reviews)

Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property

Gaiole in Chianti, Toscana

8% off

NZ$269 per night

includes taxes & fees

Exceptional

(18 reviews)

MONTEGONFOLI 4, Apartment for 4 adults with amazing views on San Gimignano

San Gimignano, Tuscany

9% off

NZ$248 per night

includes taxes & fees

Exceptional

(5 reviews)

Ancient stone farmhouse on a top of Chianti Hill with private garden and lake

Radda in Chianti, Tuscany

8% off

NZ$265 per night

includes taxes & fees

Exceptional

(63 reviews)

Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi

Castelnuovo Berardenga, Toscana

14% off

NZ$590 per night

includes taxes & fees

Exceptional

(51 reviews)

Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool

Castelnuovo Berardenga, Province of Siena

14% off

NZ$417 per night

includes taxes & fees

Wonderful

(10 reviews)

PETIROSSO: Peaceful apt close to Tuscany 's best treasures, 1 mile from shops

Poggibonsi, Tuscany

8% off

NZ$266 per night

includes taxes & fees

Exceptional

(33 reviews)

Stone Farmhouse in Chianti Hill between Florence, Siena private veranda and lake

Radda in Chianti, Tuscany

8% off

NZ$353 per night

includes taxes & fees

Wonderful

(6 reviews)

Wonderful apartment in a Tuscan farmhouse with swimming pool and panoramic terrace

Casole d'Elsa, Tuscany

8% off

NZ$276 per night

includes taxes & fees

Find spaces that suit your style

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Find properties near top attractions in Fortezza Medicea

Fortezza Medicea

Find the best place to stay - Fortezza Medicea

Showing deals for: 4 Oct - 7 Oct

Ancient farm situated in the heart of the Chianti Classico Senese, Pool and View

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 home

NZ$318 per night

includes taxes & fees

CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

Sleeps 4 · 2 bedrooms · 1 bathroom

for 3 nights, 1 room

NZ$417 per night

includes taxes & fees

living room with dining area, kitchenette and comfortable sofa bed

Charming 2 Br Flat In City Center Siena Close To Piazza Del Campo

Sleeps 3 · 2 bedrooms · 1 bathroom

for 3 nights, 1 apartment

NZ$217 per night

includes taxes & fees

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$436 per night

includes taxes & fees

Villa with large garden in the Chianti hills

Sleeps 5 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$217 per night

includes taxes & fees

Villa Montespertoli In Castellina in Chianti, Tuscany

Sleeps 12 · 6 bedrooms · 7 bathrooms

for 3 nights, 1 villa

NZ$1,022 per night

includes taxes & fees

Top rated rentals - Fortezza Medicea

Premier Host

A wonderful Tuscan getaway

A wonderful, picturesque place to stay, only an hour out of Florence. Grazia, our hostess, was incredibly accommodating and a delight to talk with. My biggest complaint is that I didn’t get to stay longer! We will be back, and will definitely recommend to all who want a relaxing Tuscan experience.

Alicia D.

Stayed May 2023

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Enjoy full kitchens, laundry, pools, gardens and more
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