Cesa Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cesa holiday rentals

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is NZ$398
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is NZ$149
includes taxes & fees
11 Jan - 12 Jan 2026
Abbadia Sicille Relais

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is NZ$344
includes taxes & fees
20 Dec - 21 Dec
Il Poggio dell'Eremita

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is NZ$175
includes taxes & fees
13 Jan - 14 Jan 2026
Residenza Fabroni

17th century farmhouse with private pool and Wi-Fi and air conditioning

17th century farmhouse with private pool and Wi-Fi and air conditioning
Arezzo
9.2 out of 10, Wonderful, (39)
"We stayed as a family of 10 and had a great time. The accommodation is definitely rustic and traditional. It won’t suit everyone but if you’re looking to get back to basics look no further! For us as an Australian family it could have cleaner and we ended up doing cleaning ourselves to make it more comfortable. The bed linen and towels are also ready for a refresh. The host was great and provided a good summary of the local area and sights. Arezzo is a lovely day out. "
Australia
Anonymous traveller
17th century farmhouse with private pool and Wi-Fi and air conditioning

Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is NZ$179
includes taxes & fees
18 Jan - 19 Jan 2026
Bellarmino Boutique Apartments

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is NZ$467
includes taxes & fees
22 Dec - 23 Dec
Il Tosco

Hilltop house in the heart of Tuscany with private pool

Hilltop house in the heart of Tuscany with private pool
Montisi
9.8 out of 10, Exceptional, (94)
"Lovely home with spectacular views! The home greatly exceeded our expectations. It had everything we needed for our 6 day. When not our touring the charming small Tuscany towns, we enjoyed the peace and quiet of the back porch and pool area. We kept the windows open and enjoyed the sweet breezes blowing through. If you're looking the perfect home to rent in Tuscany, this is the one. "
United States
Teresa G.
Hilltop house in the heart of Tuscany with private pool

Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino, exclusive for you, stunning view!!!
Montalcino
10.0 out of 10, Exceptional, (86)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!

Osteria del Borgo

Osteria del Borgo
Montepulciano
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Montisi
10.0 out of 10, Exceptional, (60)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Luxury Cortona view hilltop Villa

Luxury Cortona view hilltop Villa
cortona
10.0 out of 10, Exceptional, (50)
"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...
Australia
Belinda P.
Luxury Cortona view hilltop Villa

House with garden and panoramic view over Lake Trasimeno

House with garden and panoramic view over Lake Trasimeno
Tuoro Sul Trasimeno
9.8 out of 10, Exceptional, (47)
"We had a very pleasant stay and enjoyed the house and surroundings to the fullest. The view of the lake is breathtaking.We had very good communication with the owner and bought some of his very good wines."
Denmark
Lars B.
House with garden and panoramic view over Lake Trasimeno

Montalcino Villa - Breathtaking Views of the Val d'Orcia

Montalcino Villa - Breathtaking Views of the Val d'Orcia
Montalcino
9.8 out of 10, Exceptional, (48)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Canada
Ramutis G.
Montalcino Villa - Breathtaking Views of the Val d'Orcia

Villa with private pool, air conditioning near wineries at 3km from village

Villa with private pool, air conditioning near wineries at 3km from village
CHIANCIANO terme
9.4 out of 10, Exceptional, (46)
"It was amazing!! Great space for 7 adults. Pool area is great. Definitely do a meal with Leonardo. "
United States
Carol W.
Villa with private pool, air conditioning near wineries at 3km from village

Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is NZ$258
includes taxes & fees
13 Jan - 14 Jan 2026
Casa Vacanze Le Fornaci

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Arezzo
10.0 out of 10, Exceptional, (18)
"Amazing location, great pool, ideal for a large group. Very friendly and helpful hosts. Second stay at this property would definitely consider it again. "
United Kingdom
Julie C.
The price is NZ$4,780
includes taxes & fees
20 Dec - 21 Dec
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Arezzo Centro Storico
10.0 out of 10, Exceptional, (133)
"Quaint/Historic/Location/Fabulous Weekend of CelebrationBetween Stefano’s hospitality, terrific meals, market in the park and winning the Jousting tournament we could not choose our best memory! Thank you for sharing your chef talent, comfy car and lovely cottage with us. Enjoy your American treats:)"
United States
Katie J.
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Montepulciano
9.6 out of 10, Exceptional, (82)
"This house and location was perfect. Beautiful views and a great kitchen. Montepulciano was our favorite town that we visited on our trip. Easy check in and the host had a document that she sent us that had a lot of great info."
United States
Tom K.
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Cesa Hotel Reviews

Find out more about Cesa

Everything you need to know about Cesa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cesa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cesa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cesa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cesa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cesa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cesa holiday rentals we have selected for you start as low as NZ$149 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cesa rentals

At Expedia, we put the best Cesa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cesa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cesa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cesa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Cesa?

Yes, there are holiday rentals close to the most popular sights in Cesa, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cesa has to offer?

Farmhouse in the hills with panoramic view and swimming pool: This holiday home rental outside of Cesa is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Cesa?

While exploring the area, visit family-friendly sights like Berardenga Riding Centre, or get outside and enjoy nature at Val di Chiana. In the wider area, you’ll find Tennis Club Castiglionese and Valdichiana Outlet Village.

What’s a holiday rental in Cesa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cesa. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.