Hotels in Oliveto

October 2026
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Where to stay in Oliveto?

1. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
$74
$82 total
includes taxes & fees
Sep 21 - Sep 22
Fondaco del Moro

2. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
$74
$89 total
includes taxes & fees
Sep 21 - Sep 22
Il Gentiluomo Hotel & SPA

3. Hotel Le Capanne

Hotel Le Capanne
Arezzo
$129
$149 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Le Capanne

4. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
$113
$124 total
includes taxes & fees
Sep 21 - Sep 22
B&B Country House Poggio del Drago

5. Il Monte

Il Monte
Monte San Savino
$69
$110 total
includes taxes & fees
Oct 2 - Oct 3
Il Monte

6. HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
$71
$85 total
includes taxes & fees
Oct 16 - Oct 17
HOTEL PLANET INTERNATIONAL

7. Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
$256
$286 total
includes taxes & fees
Oct 11 - Oct 12
Palazzo Tiglio - A Small Luxury Hotels of the World

8. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
$106
$123 total
includes taxes & fees
Oct 12 - Oct 13
La Cantina Relais - Fattoria Il Cipresso

9. Il Verreno

Il Verreno
Ambra
$225
$253 total
includes taxes & fees
Oct 15 - Oct 16
Il Verreno

10. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
$59
$71 total
includes taxes & fees
Oct 18 - Oct 19
B&B Hotel Arezzo

11. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
$98
$107 total
includes taxes & fees
Sep 28 - Sep 29
Boutique Hotel Fox's Inn

12. Borgo Iesolana Country Retreat

Borgo Iesolana Country Retreat
Bucine
$195
$219 total
includes taxes & fees
Oct 13 - Oct 14
Borgo Iesolana Country Retreat

13. Hotel Park

Hotel Park
Castiglion Fiorentino
$108
$123 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Park

14. Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western
Arezzo
$94
$111 total
includes taxes & fees
Sep 27 - Sep 28
Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

15. Hotel Minerva

Hotel Minerva
Arezzo
$100
$117 total
includes taxes & fees
Oct 11 - Oct 12
Hotel Minerva

16. Hotel Arezzo ASC

Hotel Arezzo ASC
Arezzo
$87
$103 total
includes taxes & fees
Sep 23 - Sep 24
Hotel Arezzo ASC

17. A Casa di BiaGio B&B

A Casa di BiaGio B&B
Rapolano Terme
$105
$120 total
includes taxes & fees
Sep 23 - Sep 24
A Casa di BiaGio B&B

18. Antico Granaione

Antico Granaione
Rapolano Terme
$100
$114 total
includes taxes & fees
Sep 20 - Sep 21
Antico Granaione

19. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
$98
$131 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Il Viandante

20. San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
$116
$132 total
includes taxes & fees
Sep 24 - Sep 25
San Michele al Castello
View all properties

Go beyond your typical stay in Oliveto

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool
hot tub image
Hot tub
Hot tub
spa image
Spa
Spa
Family friendly image
Family friendly
Family friendly
Resort image
Resort
Resort
Apartment image
Apart­ment
Apart­ment
apart-hotel image
Apart hotel
Apart hotel
villa image
Villa
Villa
farm image
Farm
Farm

Check out reviews of Oliveto hotels guests love

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana

10/10 Exceptional

United States
Kristen
B&B Country House Poggio del Drago

Hotel Arezzo ASC

Hotel Arezzo ASC
Arezzo

10/10 Exceptional

United States
Ben Phillips
Hotel Arezzo ASC

Il Monte

Il Monte
Monte San Savino

10/10 Exceptional

United States
TH
Il Monte

Borgo Iesolana Country Retreat

Borgo Iesolana Country Retreat
Bucine

10/10 Exceptional

United States
Stefan
Borgo Iesolana Country Retreat

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga

10/10 Exceptional

United States
Jeffrey
La Certosa di Pontignano

Casa Bellavista

Casa Bellavista
Cortona

10/10 Exceptional

United States
Paul and Angela
Casa Bellavista

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona

10/10 Exceptional

United States
Mario
Cortona Resort - Le Terre Dei Cavalieri

San Michele al Castello

San Michele al Castello
Castiglion Fiorentino

10/10 Exceptional

United States
Jeff
San Michele al Castello

Palazzo Brandano

Palazzo Brandano
Trequanda

10/10 Exceptional

United States
Adam
Palazzo Brandano

The Club House

The Club House
Castelnuovo Berardenga

10/10 Exceptional

United States
debbie
The Club House

Borgo Argenina

Borgo Argenina
Gaiole in Chianti

10/10 Exceptional

United States
Andrea
Borgo Argenina

Lupaia

Lupaia
Torrita di Siena

10/10 Exceptional

United States
KC Traveler
Lupaia

Cortona Resort Spa

Cortona Resort Spa
Cortona

10/10 Exceptional

United States
Jeneva
Cortona Resort Spa

Agriturismo Antica Corte

Agriturismo Antica Corte
Montepulciano

10/10 Exceptional

United States
Erik
Agriturismo Antica Corte

Agriturismo Antico Borgo Poggitazzi

Agriturismo Antico Borgo Poggitazzi
Terranuova Bracciolini

10/10 Exceptional

United States
Pete
Agriturismo Antico Borgo Poggitazzi

Hotel San Michele

Hotel San Michele
Cortona Old Town

10/10 Exceptional

United States
Cecile
Hotel San Michele

Agri Resort La Forra

Agri Resort La Forra
Cavriglia

10/10 Exceptional

United States
Joshua or Stephani
Agri Resort La Forra

Frequently Asked Questions

What accommodations do travelers recommend in Oliveto?

Where can I find free parking with my stay in Oliveto?

Park your car for free at these properties: Fondaco del Moro and Il Fondaco del Moro.

Can I book a refundable accommodation in Oliveto?

If you need the flexibility to change your travel plans to Oliveto, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Oliveto if I want a vacation rental instead of a traditional hotel?

Browse 5 vacation homes on our site.

What will the weather in Oliveto be like during my trip?

August and July are typically the warmest months in Oliveto when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.

Why should I book my Oliveto hotel with Hotels.com?

There are lots of reasons to book your Oliveto trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.