Oliveto Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Oliveto vacation rentals

Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is P9,719
P10,691 total
includes taxes & fees
Apr 12 - Apr 13
Villa Cassia di Baccano
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (29 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
The price is P9,673
P10,641 total
includes taxes & fees
Apr 19 - Apr 20
Villa di Sotto
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (170 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is P5,717
P6,499 total
includes taxes & fees
Apr 19 - Apr 20
Abbadia Sicille Relais
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is P5,069
P5,716 total
includes taxes & fees
Apr 13 - Apr 14
Artisti del Cavallo Tourism
Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 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
The price is P9,885
P11,433 total
includes taxes & fees
Apr 20 - Apr 21
L' Eroico
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (22 reviews)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
The price is P13,096
P14,964 total
includes taxes & fees
Apr 13 - Apr 14
Borgo Argenina
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Great time, perfect property and location."
United States
Christopher
The price is P13,423
P15,046 total
includes taxes & fees
Apr 12 - Apr 13
Ca' Bianca Tuscany Relais
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.6 out of 10, Exceptional, (21 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is P7,604
P8,644 total
includes taxes & fees
Apr 12 - Apr 13
B&B Piccolo Hotel
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is P17,200
P19,199 total
includes taxes & fees
Apr 12 - Apr 13
Castello di Gargonza
Property entrance

Castello di Modanella

Castello di Modanella
Rapolano Terme
7.8 out of 10, Good, (16 reviews)
"To far out"
United States
Dennis
The price is P5,660
P8,602 total
includes taxes & fees
Apr 12 - Apr 13
Castello di Modanella
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is P5,260
P6,205 total
includes taxes & fees
May 4 - May 5
iConic Wellness Resort
Front of property

Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is P8,830
P9,713 total
includes taxes & fees
Apr 20 - Apr 21
Relais Villa Belpoggio - Residenza d'Epoca
Front of property

Villa La Ginestra

Villa La Ginestra
Subbiano
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
The price is P8,004
P8,805 total
includes taxes & fees
Apr 12 - Apr 13
Villa La Ginestra
Exterior

Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is P14,060
P15,676 total
includes taxes & fees
Apr 14 - Apr 15
Luxury resort in the Tuscan countryside
Front of property

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (64 reviews)
"Great stay but can feel a bit captive to their restaurant for dinner. Min 2 courses mandatory per person and dessert doesn’t count "
Canada
Shelley
The price is P10,719
P12,350 total
includes taxes & fees
Apr 22 - Apr 23
Villa Curina Resort
Exterior

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is P6,670
P7,617 total
includes taxes & fees
Apr 12 - Apr 13
San Michele al Borgo
Breakfast area

Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"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
The price is P7,178
P7,896 total
includes taxes & fees
Apr 12 - Apr 13
Locanda Antico Borgo
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is P13,836
P15,569 total
includes taxes & fees
Apr 12 - Apr 13
Albergo Diffuso Borgo Santo
Pool

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is P57,173
P62,890 total
includes taxes & fees
Apr 12 - Apr 13
Villa Marcolina
Exterior

Rocca di Castagnoli

Rocca di Castagnoli
Gaiole in Chianti
9.2 out of 10, Wonderful, (28 reviews)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
The price is P9,211
P10,691 total
includes taxes & fees
Apr 12 - Apr 13
Rocca di Castagnoli
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"We really enjoyed the hotel, very clean, good atmosphere!!! "
Anat 1-night trip
Posted 11 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Oliveto

Search for holiday rentals in Oliveto on Expedia! You can easily find your home rentals, villas, holiday apartments in Oliveto using one of the methods below:

  • View our selection of featured holiday rentals in Oliveto
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  • Enter your travel dates to view the best deals on holiday rentals in Oliveto while they last

Look no further and take a look at our great range of rental properties in Oliveto!

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: Visitors like this Oliveto vacation home rental. It 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 an espresso 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 San Luciano Winery 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.