Oliveto Vacation Rentals

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Jan 12 - Jan 13
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This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

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
5.0 star property
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
$120 nightly
The price is $132
Jan 17 - Jan 18
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 reviews)
"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
$111 nightly
The price is $129
Jan 13 - Jan 14
Total with taxes and fees
THE MONNA LISA RESORT
Front of property
Villa La Ginestra

Townhouse in Subbiano

Villa La Ginestra
4.0 star property
9.6 out of 10, Exceptional, (5 reviews)
"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 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$63 nightly
The price is $73
Jan 13 - Jan 14
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 reviews)
"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
3.0 star property
10.0 out of 10, Exceptional, (12 reviews)
"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
4.0 star property
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
$112 nightly
The price is $128
Jan 14 - Jan 15
Total with taxes and fees
San Michele al Borgo
Exterior
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
3.0 star property
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
$82 nightly
The price is $93
Jan 14 - Jan 15
Total with taxes and fees
Artisti del Cavallo Tourism
Fridge, microwave, oven, stovetop
Netik Apartment Cortona- Garden & Vineyard in Tuscany

Vacation Home in Vallone Pip

Netik Apartment Cortona- Garden & Vineyard in Tuscany
$114 nightly
The price is $119
Jan 13 - Jan 14
Total with taxes and fees
Netik Apartment Cortona- Garden & Vineyard in Tuscany
1 bedroom, free WiFi, bed sheets
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

Cottage in Monteaperti

Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC
10.0 out of 10, Exceptional, (1 review)
"This place was fantastic! What a gem. The bed was comfy, the AC was cold, the bathroom was perfect. We shared the cottage with another couple we were traveling with. The bedroom doors open up to a shared living area, the front entrance is through the main indoor dining area.We had breakfast outside each morning. It was perfect. The staff here is just so nice and considerate, a true family affair. A flight of stairs leads down to a lovely restaurant with plentiful outside dining that shouldn't be...
United States
Cary W.
$189 nightly
The price is $194
Jan 13 - Jan 14
Total with taxes and fees
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC
Exterior
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Vacation Home in Arezzo Centro Storico

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
$177 nightly
The price is $177
Jan 13 - Jan 14
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Exterior
The Rigomagno Hill

Apartment in Rigomagno

The Rigomagno Hill
10.0 out of 10, Exceptional, (1 review)
"location meravigliosa, personale comprensivo disponibile ed accogliente, consigliato"
Italy
Giulio
$126 nightly
The price is $127
Jan 13 - Jan 14
Total with taxes and fees
The Rigomagno Hill
Fridge, microwave, oven, stovetop
Cennano Suite - enter apartment

Apartment in Montevarchi

Cennano Suite - enter apartment
10.0 out of 10, Exceptional, (3 reviews)
"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 23 - Jan 24
Total with taxes and fees
Cennano Suite - enter apartment
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 reviews)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
$112 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
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
$102 nightly
The price is $107
Jan 13 - Jan 14
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
Front of property
Podere La Chiusella

Aparthotel in Rapolano Terme

Podere La Chiusella
3.5 star property
9.4 out of 10, Exceptional, (30 reviews)
"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
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
3.0 star property
8.0 out of 10, Very Good, (73 reviews)
"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 $82
Jan 19 - Jan 20
Total with taxes and fees
B&B 52cento
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 8 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 $73 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.