Oliveto Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Oliveto vacation rentals

1 bedroom, WiFi, bed sheets
Appatamento Castello 2px - B&B Borgo di Oliveto

Apartment in Civitella in val di Chiana

Appatamento Castello 2px - B&B Borgo di Oliveto
$114 nightly
The price is $114
Jan 13 - Jan 14
Total with taxes and fees
Appatamento Castello 2px - B&B Borgo di Oliveto
1 bedroom, WiFi, bed sheets
Alley: nice 2px studio - Borgo di Oliveto

Apartment in Civitella in val di Chiana

Alley: nice 2px studio - Borgo di Oliveto
$114 nightly
The price is $114
Jan 13 - Jan 14
Total with taxes and fees
Alley: nice 2px studio - Borgo di Oliveto
Lobby
Villa Cassia di Baccano

Townhouse in Loro Ciuffenna

Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
$115 nightly
The price is $127
Feb 9 - Feb 10
Total with taxes and fees
Villa Cassia di Baccano
Exterior
THE MONNA LISA RESORT

Townhouse in Arezzo

THE MONNA LISA RESORT
9.2 out of 10, Wonderful, (9)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
THE MONNA LISA RESORT
Front of property
Villa La Ginestra

Townhouse in Subbiano

Villa La Ginestra
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
Terrace/patio
Abbadia Sicille Relais

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$66 nightly
The price is $77
Jan 19 - Jan 20
Total with taxes and fees
Abbadia Sicille Relais
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub
DormiVeglia B&B

Townhouse in Monte San Savino

DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
DormiVeglia B&B
Exterior
L' Eroico

Townhouse in Gaiole in Chianti

L' Eroico
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Exterior
San Michele al Borgo

Townhouse in Castiglion Fiorentino

San Michele al Borgo
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
$112 nightly
The price is $128
Jan 11 - Jan 12
Total with taxes and fees
San Michele al Borgo
Porch
Cameracaffè Centro

Townhouse in Arezzo Centro Storico

Cameracaffè Centro
8.6 out of 10, Excellent, (179)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
$86 nightly
The price is $102
Feb 1 - Feb 2
Total with taxes and fees
Cameracaffè Centro
Exterior
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Vacation Home in Cortona

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
$113 nightly
The price is $117
Jan 13 - Jan 14
Total with taxes and fees
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Exterior
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
$82 nightly
The price is $93
Jan 13 - Jan 14
Total with taxes and fees
Artisti del Cavallo Tourism
Fridge, microwave, oven, stovetop
Cennano Suite - enter apartment

Apartment in Montevarchi

Cennano Suite - enter apartment
10.0 out of 10, Exceptional, (3)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
$132 nightly
The price is $132
Jan 15 - Jan 16
Total with taxes and fees
Cennano Suite - enter apartment
Outdoor dining
Deluxe room Cartazucchero in the heart of Arezzo

Apartment in Arezzo Centro Storico

Deluxe room Cartazucchero in the heart of Arezzo
10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
$76 nightly
The price is $83
Jan 13 - Jan 14
Total with taxes and fees
Deluxe room Cartazucchero in the heart of Arezzo
Interior
Casa Da Vinci for two

Vacation Home in Castiglion fibocchi

Casa Da Vinci for two
8.0 out of 10, Very Good, (1)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
$79 nightly
The price is $79
Jan 13 - Jan 14
Total with taxes and fees
Casa Da Vinci for two
Outdoor dining
Holiday home with panoramic terrace ideal for families and couples

Vacation Home in Cortona

Holiday home with panoramic terrace ideal for families and couples
$103 nightly
The price is $107
Jan 13 - Jan 14
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
Family Apartment, 2 Bedrooms, Hill View, Tower | View from room
Casa Vacanze Le Fornaci

Apartment in Pergine Valdarno

Casa Vacanze Le Fornaci
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
$137 nightly
The price is $154
Jan 23 - Jan 24
Total with taxes and fees
Casa Vacanze Le Fornaci
Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room
B&B 52cento

Townhouse in Arezzo Centro Storico

B&B 52cento
8.0 out of 10, Very Good, (73)
"Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. "
United States
Edward
$69 nightly
The price is $83
Jan 27 - Jan 28
Total with taxes and fees
B&B 52cento
Fridge, microwave, oven, stovetop
Netik Apartment Cortona- Garden & Vineyard in Tuscany

Vacation Home in Vallone Pip

Netik Apartment Cortona- Garden & Vineyard in Tuscany
$115 nightly
The price is $119
Jan 13 - Jan 14
Total with taxes and fees
Netik Apartment Cortona- Garden & Vineyard in Tuscany
Breakfast area
Locanda Antico Borgo

Townhouse in Civitella in Val di Chiana

Locanda Antico Borgo
9.2 out of 10, Wonderful, (20)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
$119 nightly
The price is $131
Jan 10 - Jan 11
Total with taxes and fees
Locanda Antico Borgo
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.
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Top Oliveto Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 5 days ago
Monastero di Cortona Hotel & Spa

Find out more about Oliveto

Everything you need to know about Oliveto vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oliveto vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Oliveto vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oliveto vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oliveto rentals

At Expedia, we put the best Oliveto vacation 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 Oliveto 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 Oliveto vacation.

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Oliveto?

Yes, we have vacation rentals near the most popular attractions in Oliveto, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Oliveto?

Borgo Argiano: You might want to consider this vacation home rental near Oliveto, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Oliveto?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Oliveto stay.

What’s there to see and do in Oliveto?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Piazza Guido Monaco. Sienese Gate and Montemaggiore Wine & Countryhouses are a couple of places you'll find in the larger area.

What’s a vacation rental in Oliveto like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Oliveto. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.